67 posts tagged with "accounting"

If you run a business that bills clients, you need a rock-solid way to track who owes you money. This is where Accounts Receivable (AR) comes in. It’s more than just a number on a report; it’s the lifeblood of your cash flow.

This guide will walk you through what Accounts Receivable is, why it matters, and how to manage it with precision and clarity using the plain-text accounting system, Beancount.

TL;DR​

Accounts receivable (AR) is the money customers owe you for goods or services you’ve already delivered. It’s a current asset on your balance sheet, central to accrual accounting, and a key driver of your business's cash flow. You can track AR cleanly in Beancount by using customer sub-accounts, linking invoices to payments with ^links, and running a few simple queries. To measure your collection speed, you can calculate AR Turnover and Days Sales Outstanding (DSO). To handle risk, you can use an allowance for doubtful accounts.

What is Accounts Receivable?​

Definition Accounts Receivable represents the balance of money due to your firm for goods or services delivered or used but not yet paid for by customers. Under accrual accounting, you recognize this revenue when you earn it, not when you receive the cash. As a result, AR appears as a current asset on your company's balance sheet.

Why It Matters Effectively managing your AR is critical for maintaining healthy liquidity. The faster you collect on your invoices, the shorter your cash conversion cycle—the time it takes to turn your investments in inventory and other resources back into cash. By monitoring metrics like AR Turnover and Days Sales Outstanding (DSO), you can get a clear picture of your collection efficiency and take action to improve it.

Accounts Receivable vs. Accounts Payable (One-Line Refresher)

• AR = money owed to you (it's an asset).
• AP = money you owe to others (it's a liability).

The Accounts Receivable Flow in Double-Entry Accounting​

Conceptually, the lifecycle of a receivable follows these steps:

1. Issuing an Invoice (Credit Sale): When you send an invoice, you increase your Assets (specifically, Accounts Receivable) and recognize the Income you've earned.
2. Cash Collection: When the customer pays, you increase one asset (your Assets:Bank account) and decrease another (Assets:AR). The net effect on your total assets is zero, but your cash position improves.
3. Discounts or Credits: If you offer an early-payment discount or issue a credit memo, you reduce the customer's AR balance and offset it with a discount expense or a reduction in revenue (contra-revenue).
4. Bad Debts: Unfortunately, not all invoices get paid. To account for this, you can recognize an allowance for doubtful accounts (a contra-asset that reduces your AR's value) and a corresponding bad debt expense. Later, you can write off a specific uncollectible invoice against this allowance.

Modeling AR in Beancount​

Beancount is a plain-text, double-entry accounting system that is perfectly suited for tracking AR. Its use of tags (which start with #), links (which start with ^), and a SQL-like query language (bean-query) makes your entire AR process transparent, auditable, and scriptable.

Suggested Account Structure​

A clean chart of accounts is the foundation. Here’s a recommended structure:

Assets:AR
Assets:AR:Clients:<Name>
Assets:AR:Allowance            ; A contra-asset account

Income:Sales
Income:Contra:SalesDiscounts   ; An alternative to an expense account

Expenses:SalesDiscounts
Expenses:BadDebt

1. Record a Credit Sale (Issue an Invoice)​

When you send an invoice to a client, you record it in your ledger.

2025-07-01 * "Acme Co." "Invoice 2025-045 · Web design" ^INV-2025-045 #ar #client:acme
  invoice: "2025-045"
  due: "2025-07-31"
  document: "/invoices/2025/INV-2025-045.pdf"
  Assets:AR:Clients:Acme-Co           1200.00 USD
  Income:Sales                       -1200.00 USD

• The ^INV-2025-045 link is a unique identifier that will tie this invoice to its future payment(s).
• The document: metadata helps Fava (Beancount's web interface) render a clickable link directly to the invoice PDF.

2. Record Full Payment​

When Acme Co. pays the invoice in full, you clear their receivable balance.

2025-07-25 * "Acme Co." "Payment for INV-2025-045" ^INV-2025-045 #ar
  Assets:Bank:Checking                1200.00 USD
  Assets:AR:Clients:Acme-Co          -1200.00 USD

Using the same ^INV-2025-045 link creates a clear audit trail connecting the invoice and the payment.

3. Handling Partial Payments​

If a client makes a partial payment, the process is the same. The link keeps everything connected.

2025-07-20 * "Acme Co." "Partial payment INV-2025-045" ^INV-2025-045 #ar
  Assets:Bank:Checking                 400.00 USD
  Assets:AR:Clients:Acme-Co           -400.00 USD

A query on ^INV-2025-045 would show the original $1200 invoice and this$400 payment, leaving an $800 balance.

4. Handling an Early-Payment Discount​

Let's say you offer a 2% discount on a $1000 invoice if paid early.

2025-07-10 * "Acme Co." "2% early-payment discount on INV-2025-046" ^INV-2025-046 #ar
  Assets:Bank:Checking                 980.00 USD
  Expenses:SalesDiscounts               20.00 USD
  Assets:AR:Clients:Acme-Co          -1000.00 USD

Here, you clear the full $1000 receivable, record the$980 cash received, and book the $20 discount as an expense. Note: Many ledgers treat sales discounts as contra-revenue instead of an expense. Using an expense account is often simpler for smaller ledgers. The key is to choose one method and use it consistently.

5. Including Sales Tax on Invoices​

If you collect sales tax, you record it as a liability at the time of invoicing.

2025-07-01 * "Acme Co." "INV-2025-047 · Hardware + tax" ^INV-2025-047 #ar
  invoice: "2025-047"
  due: "2025-07-31"
  Assets:AR:Clients:Acme-Co           1100.00 USD
  Income:Sales                       -1000.00 USD
  Liabilities:Tax:Sales               -100.00 USD

You've invoiced for $1100, recognized$1000 in revenue, and now owe $100 to the tax authority.

6. Handling Bad Debts (Allowance Method)​

The allowance method is preferred under Generally Accepted Accounting Principles (GAAP) as it better matches expenses to revenues.

Step 1: Estimate and Create the Allowance (e.g., at Year-End) Based on historical data, you estimate a percentage of your receivables may be uncollectible.

2025-12-31 * "Allowance for doubtful accounts (2% of AR)"
  Expenses:BadDebt                     300.00 USD
  Assets:AR:Allowance                 -300.00 USD

This creates a contra-asset account (Assets:AR:Allowance) that reduces the book value of your total receivables.

Step 2: Write Off a Specific Uncollectible Invoice Later When you are certain an invoice will not be paid, you write it off against the allowance.

2026-03-05 * "Write-off INV-2025-049 for Insolvent Client" ^INV-2025-049 #ar
  Assets:AR:Allowance                 1200.00 USD
  Assets:AR:Clients:Insolvent-Client -1200.00 USD

Notice this transaction does not impact your expenses; the expense was already recognized when you created the allowance.

Minimal Reporting & Queries​

You can get quick snapshots of your AR using Fava or bean-query.

Open Receivables by Customer

SELECT account, SUM(position)
WHERE account ~ '^Assets:AR'
GROUP BY account
ORDER BY account;

Journal of AR Activity for a Period

JOURNAL
WHERE account ~ '^Assets:AR'
  AND date >= 2025-07-01 AND date < 2025-08-01;

Core AR Metrics (With Quick Formulas)​

For these ratios, a practical approach is to use bean-query to export the necessary numbers (period sales, beginning/ending AR balances) and then perform the calculations in a spreadsheet or a script. This keeps your ledger clean and your math explicit.

AR Turnover Ratio​

This measures how many times per period your business collects its average accounts receivable. Higher is better.

$AR\\ Turnover = \\frac{Net\\ Credit\\ Sales}{Average\\ AR}$

DSO (Days Sales Outstanding)​

This tells you the average number of days it takes to collect payment after a sale has been made. Lower is better.

$DSO = (\\frac{Accounts\\ Receivable}{Total\\ Credit\\ Sales}) \\times Number\\ of\\ Days$

Together, these metrics indicate how efficiently you convert invoices into cash.

A Simple Beancount Starter File (Copy/Paste)​

; --- Accounts ---------------------------------------------------------------
1970-01-01 open Assets:Bank:Checking           USD
1970-01-01 open Assets:AR
1970-01-01 open Assets:AR:Clients:Acme-Co
1970-01-01 open Assets:AR:Allowance
1970-01-01 open Income:Sales
1970-01-01 open Expenses:SalesDiscounts
1970-01-01 open Expenses:BadDebt
1970-01-01 open Liabilities:Tax:Sales          USD
; ---------------------------------------------------------------------------

; Example invoice
2025-07-01 * "Acme Co." "Invoice 2025-045 · Web design" ^INV-2025-045 #ar
  invoice: "2025-045"
  due: "2025-07-31"
  document: "/invoices/2025/INV-2025-045.pdf"
  Assets:AR:Clients:Acme-Co           1200.00 USD
  Income:Sales                       -1200.00 USD

; Payment received
2025-07-25 * "Acme Co." "Payment INV-2025-045" ^INV-2025-045 #ar
  Assets:Bank:Checking                1200.00 USD
  Assets:AR:Clients:Acme-Co          -1200.00 USD

Operational Tips to Keep AR Healthy​

• Set Clear Terms: Include the due date, late fee policies, and any early-payment discount terms on every invoice.
• Link Everything: Use consistent ^INV-... links to tie invoices, payments, and credit memos together for a clear audit trail.
• Attach Documents: Use the document: metadata to link to PDFs of invoices, purchase orders, and contracts.
• Review Monthly: Check your open AR report at least once a month and follow up on past-due invoices. Watch your AR Turnover and DSO trends to spot problems early.

Further Reading (Sources Used)​

• Investopedia on AR basics and DSO
• Beancount documentation for syntax, links/tags, and the query language
• Lumen Learning on the allowance vs. direct write-off methods

Choosing the right business entity is one of the most critical decisions a founder makes. It impacts your taxes, your ability to raise money, and your administrative workload. Two of the most common structures for incorporated businesses are the C corporation and the S corporation. What’s the difference, and which one is right for you?

TL;DR​

C corporations are taxed at the corporate level, and shareholders are taxed again when they receive dividends—a system known as double taxation. S corporations are "pass-through" entities, meaning profits are taxed just once on the owners’ personal tax returns, but they come with strict ownership limits. If you plan to reinvest heavily and raise venture capital, the C corp is often the cleaner, more scalable choice. If you're a profitable, owner-operated business and want to distribute cash while paying yourself a reasonable salary, an S corp can significantly lower your tax bill.

Either way, Beancount.io is built to keep your books clean with plain-text, auditable entries and export-ready financials that make tax time a breeze.

Quick Comparison​

Note: The federal corporate income tax is a flat 21%. However, state rules for both C corps and S corps vary widely. Always verify the tax treatment in your state of incorporation and operation.

What is a C Corporation?​

A C corporation is the standard, default corporate structure in the United States. When you file articles of incorporation with a state, you create a C corp unless you elect otherwise. This structure provides limited liability protection for its owners (shareholders), requires formal governance (a board of directors, officers, bylaws), and creates a legal entity that investors and banks recognize and understand.

How C Corps Are Taxed​

C corps have a distinct tax identity. They file their own corporate tax return, IRS Form 1120, and pay taxes on their net income at the corporate level. If the corporation then distributes its after-tax profits to shareholders in the form of dividends, those shareholders must report that dividend income on their personal tax returns and pay taxes on it again. This is the "double taxation" C corps are known for.

Why Choose a C Corp?​

• Fundraising & Equity: This is the biggest draw for startups. C corps can issue multiple classes of stock (e.g., common and preferred), which is essential for venture capital deals. Structuring option pools, SAFEs, and convertible notes is straightforward.
• Reinvestment: If you plan to plow all your profits back into growing the business, you can avoid the second layer of tax by simply not paying dividends. The profits are taxed once at the corporate rate and remain in the company.
• Signaling: For better or worse, incorporating as a Delaware C corp signals to investors that you intend to build a venture-scale company.

Drawbacks of a C Corp​

• Double Taxation: The primary disadvantage. If you plan to distribute profits regularly, you’ll pay tax twice on the same dollar.
• Administrative Burden: C corps come with more compliance requirements, including holding board meetings, maintaining corporate minutes, and handling more complex state and federal filings.
• Limited Deductions: Certain tax credits and deductions available to individuals or pass-through entities are not available at the corporate level.

What is an S Corporation?​

An S corporation is not a different type of legal entity but rather a special tax election made with the IRS. A domestic corporation (or an LLC that elects to be taxed as a corporation) can file to become an S corp, which allows it to be treated as a pass-through entity for federal tax purposes.

Eligibility Snapshot​

To qualify for and maintain S corp status, a company must meet strict criteria:

• Have no more than 100 shareholders.
• All shareholders must be U.S. individuals, certain trusts, or estates. No corporations, partnerships, or non-resident aliens can be shareholders.
• Have only one class of stock economically. (Differences in voting rights are allowed, but all shares must have the same rights to profits and assets).
• Not be an ineligible corporation, such as a bank or insurance company.
• You must file Form 2553 on time. For an existing business, this is generally by the 15th day of the third month of the tax year (March 15th for a calendar-year business).

Why Choose an S Corp?​

• Single Layer of Tax: Profits and losses "pass through" the business directly to the owners' personal tax returns, reported via a Schedule K-1. The corporation itself does not pay federal income tax.
• Self-Employment Tax Savings: This is a key benefit. Owner-employees must pay themselves a "reasonable salary," which is subject to FICA taxes (Social Security and Medicare). However, any additional profits can be paid out as distributions, which are not subject to self-employment taxes.

Drawbacks of an S Corp​

• Strict Rules: The ownership restrictions are rigid. Accidentally violating one (e.g., selling stock to an ineligible shareholder) can lead to an "inadvertent termination" of S corp status, which can have messy tax consequences.
• "Reasonable Compensation" Scrutiny: The IRS pays close attention to whether the salary paid to owner-employees is reasonable. Paying yourself an artificially low salary to maximize tax-free distributions is a major red flag for an audit.
• State Variability: Not all states recognize the S corp election. Some tax S corps as if they were C corps, or they may impose a separate entity-level tax, partially negating the federal tax benefit.

Which Should You Pick?​

The decision boils down to your goals for ownership, funding, and cash flow.

Consider a C corp if you expect to:

• Seek institutional investment from venture capitalists.
• Create different classes of stock for founders and investors (e.g., preferred shares).
• Use complex equity instruments like SAFEs or convertible notes.
• Have non-U.S. owners, either now or in the near future.
• Reinvest profits for several years before taking significant cash out of the business.

Consider an S corp if you:

• Are 100% owned by U.S. individuals who meet the criteria.
• Are already profitable and want to distribute cash to owners efficiently.
• Can confidently run payroll and pay owner-operators a defensible, market-rate salary.
• Do not need complex equity classes for different types of owners.

If you’re unsure, many businesses start as a Delaware C corp to maintain maximum flexibility. You can evaluate making an S corp election later if your profitability and ownership structure make it advantageous.

Beancount.io: How Your Books Differ (with Examples)​

Whether you choose a C or S corp, Beancount.io’s plain-text ledger makes the flow of money for taxes and equity explicit and auditable. Here are a few examples illustrating the key differences in your journal entries.

1) C Corp: Accruing and Paying Corporate Income Tax​

A C corp is responsible for its own income tax. You'll accrue this liability and then pay it.

2025-03-31 * "Accrue federal corporate income tax for Q1"
  Expenses:Taxes:Income            12500.00 USD
  Liabilities:Taxes:Federal       -12500.00 USD

2025-04-15 * "Pay Q1 2025 federal estimated tax"
  Liabilities:Taxes:Federal        12500.00 USD
  Assets:Bank:Checking            -12500.00 USD

2) C Corp: Paying a Dividend vs. Retaining Earnings​

When a C corp distributes profits, it's a dividend. This is a reduction of equity, not an expense.

2025-06-30 * "Board declares and pays cash dividend"
  Equity:Dividends                 50000.00 USD
  Assets:Bank:Checking            -50000.00 USD

If you retain the earnings instead, you simply don’t post this transaction. The profit stays in your Equity:RetainedEarnings account.

3) S Corp: Reasonable Salary & Payroll Taxes​

S corp owners must be paid a salary. This is a standard payroll expense, complete with employer-side taxes.

2025-01-31 * "Owner payroll (gross wages and employer taxes)"
  Expenses:Payroll:Wages            8000.00 USD  ; Gross salary
  Expenses:Payroll:EmployerFICA      612.00 USD  ; Employer portion of taxes
  Liabilities:Payroll:Federal       -2000.00 USD  ; Withholding + FICA
  Liabilities:Payroll:State           -400.00 USD  ; State withholding
  Assets:Bank:Checking              -6212.00 USD  ; Net pay to owner

2025-02-15 * "Remit payroll taxes to agencies"
  Liabilities:Payroll:Federal        2000.00 USD
  Liabilities:Payroll:State           400.00 USD
  Assets:Bank:Checking              -2400.00 USD

4) S Corp: Owner Distribution​

This is how profits beyond salary are paid out in an S corp. Notice it is not an expense. It's a direct draw from equity, similar to a dividend, but with different tax implications for the owner.

2025-03-15 * "Owner distribution (profit pass-through)"
  Equity:Distributions:OwnerA       20000.00 USD
  Assets:Bank:Checking             -20000.00 USD

The owner receives a Schedule K-1 detailing their share of the company's profit and handles the tax on their personal return.

Chart-of-Accounts Tips​

• Taxes:
  • C corp: You'll need Expenses:Taxes:Income and Liabilities:Taxes:Federal.
  • S corp: This income tax account is often unused at the federal level, but accounts for payroll taxes (Expenses:Payroll:Taxes and Liabilities:Payroll:*) are essential.
• Equity:
  • C corp: A standard setup includes Equity:CommonStock, Equity:AdditionalPaidInCapital, Equity:RetainedEarnings, and Equity:Dividends.
  • S corp: Your chart will look similar but often uses Equity:Distributions instead of dividends. Some track Equity:AAA (Accumulated Adjustments Account) to manage distribution basis.
• Payroll:
  • Both structures will need robust Expenses:Payroll:* and Liabilities:Payroll:* accounts if they have employees (including owner-employees).

Required IRS Forms (Common Cases)​

• C corp: Form 1120 (Annual Income Tax Return), Form 1120-W (Estimated Tax), Form 941 (Quarterly Payroll), Form 940 (Annual Unemployment/FUTA), Form 1099-DIV (for each shareholder receiving dividends), W-2/W-3.
• S corp: Form 1120-S (Annual Income Tax Return), Schedule K-1 (for each shareholder), Form 941/940, W-2/W-3.
• States: Remember that separate state income, franchise, and payroll tax returns will likely apply to both.

FAQ Quick Hits​

• Can an LLC be an S corp? Yes. An LLC can file Form 8832 to elect to be taxed as a corporation, and then file Form 2553 to elect S corp status (assuming it meets all eligibility rules).

• Is an S corp “always cheaper” for taxes? Not necessarily. The benefit depends entirely on your profit levels, the owner's reasonable salary, state tax laws, and the individual owner's tax bracket.

• Can S corps have preferred stock? No, not in an economic sense. S corps can only have one class of stock. You can have different voting rights (e.g., voting and non-voting common stock), but all shares must have identical rights to distributions and liquidation assets.

• Can I switch from one to the other later? Yes, but it can be complex. Converting from a C corp to an S corp is common, but you must be mindful of timing and potential built-in gains (BIG) tax rules. Converting from an S corp to a C corp is also possible and often required before a VC funding round.

How Beancount.io Helps​

No matter which entity you choose, Beancount.io provides the clarity and control you need.

• Plain-text, version-controlled books that scale from a single-owner S corp to a venture-backed C corp.
• Clear payroll and equity workflows that make it easy to distinguish distributions from dividends, track stock option expenses, and manage retained earnings.
• Clean exports for your CPA, including a trial balance, income statement, and balance sheet, with a fully auditable trail for every number.
• Powerful automations for bank feeds and document capture, without ever sacrificing the transparency of a human-readable ledger.

Want a head start? Ask for our sample C-corp and S-corp Beancount charts of accounts and example journal bundle.

*Disclaimer: This guide is for informational purposes only and does not constitute legal or tax advice. Tax laws and entity regulations vary by state and are subject to change. You should consult with a qualified CPA or attorney before choosing or changing your business entity type.*

For decades, the world of business accounting has been dominated by a familiar cast of closed, GUI-based systems like QuickBooks, Xero, and FreshBooks. They have set the standard, offering ease-of-use and visual workflows that cater to non-technical users. But for developers, power users, and anyone who values absolute transparency and control, a radically different approach has emerged: Beancount.io.

This article provides a direct comparison of Beancount.io with traditional accounting software. We'll break down their core differences in philosophy, flexibility, cost, and long-term maintainability to help you decide which system truly fits your needs.

1. Philosophy and Workflow​

The most fundamental difference between these two approaches lies in their core philosophy.

Beancount.io Beancount.io is built on the philosophy of plain-text accounting. At its heart, every single financial transaction is an entry in a simple text file. This "accounting as code" model prioritizes human-readable, version-controllable records. Your financial data lives in a timeless, open format that you own completely—it can never be locked away by a vendor. This workflow is designed for users who are comfortable with code editors, version control systems like Git, and command-line tools.

Traditional Software Traditional accounting platforms are GUI-based and form-driven. You enter data using wizards, dropdown menus, and visual forms. This approach prioritizes immediacy and accessibility, making it easy for non-technical users to get started without a steep learning curve. However, your data is stored in a proprietary format or a cloud database, often requiring complex export and import procedures if you ever decide to migrate to another service.

Verdict: If you prioritize full control, data ownership, transparency, and automation, Beancount.io is the clear winner. If you need a "click and go" interface with a minimal learning curve, traditional software will feel more natural.

2. Flexibility and Customization​

How well can the software adapt to your specific needs?

Beancount.io Being 100% scriptable is Beancount.io’s superpower. It integrates seamlessly with Python, allowing you to connect to any API, automate data fetching from bank feeds, programmatically tag transactions based on complex rules, and generate custom reports tailored to your exact specifications. Your ability to extend and customize is practically infinite, free from any vendor-imposed limitations.

Traditional Software These platforms offer a curated selection of integrations with popular tools like PayPal, Stripe, and various payroll services. While convenient, you are operating within the vendor's walled garden. Customization is limited to what the platform allows, and advanced reporting or automation often requires upgrading to a higher-tier plan or purchasing third-party add-ons. You can work with their APIs, but you'll always be bound by their ecosystem's rules and rate limits.

Verdict: Beancount.io provides unmatched flexibility for developers and technical users. Traditional tools are better suited for standard, plug-and-play workflows with popular business applications.

3. Collaboration and Transparency​

How you work with others and audit your records differs significantly.

Beancount.io Collaboration on Beancount.io is managed through Git. This makes every change to your financial ledger completely transparent and auditable. You can see who changed what, when, and why—just like a code review workflow. This is ideal for distributed teams that already embrace tools like GitHub or GitLab. Furthermore, there are no hidden calculations; every number in a report can be traced back to the exact line-item entry in your ledger file, ensuring complete auditability.

Traditional Software Collaboration is handled through built-in user roles and permissions. You can invite your accountant, bookkeeper, or business partners to access the books directly through the web interface. This is highly effective for businesses that follow a traditional model of financial oversight. The downside is that some internal operations, like tax calculations or automated balance adjustments, can be opaque "black boxes," making it difficult to independently verify the logic.

Verdict: Beancount.io is perfect for teams that value granular auditability and code-style collaboration. Traditional systems are more accountant-friendly for real-time, shared GUI access.

4. Cost and Ownership​

The financial models and the concept of data ownership are worlds apart.

Beancount.io The core Beancount software is open-source and free. You only pay for the value-added services of Beancount.io, which include hosting, intelligent automation, and premium features. There are no per-seat licensing fees, so you can scale your team without incurring extra costs. Most importantly, there is zero vendor lock-in. Your data is a collection of text files that you can move, edit, or store anywhere, anytime.

Traditional Software These services operate on a subscription model, typically billed monthly or yearly. Pricing is often tiered based on features, and you may face per-user or per-company fees that scale with your organization. This creates a dependency; if you stop paying, you risk losing access to your data and the software's functionality. This vendor lock-in is a significant long-term risk.

Verdict: Beancount.io is significantly more cost-effective in the long run, especially for technical teams that value data sovereignty. Traditional software offers predictable subscription costs but creates long-term dependency.

5. Learning Curve and Adoption​

How quickly can you get up and running?

Beancount.io The learning curve is undeniably steeper. Adopting this system requires comfort with text-based editing, understanding basic syntax, and familiarity with tools like Git. However, the initial investment pays off. Once mastered, Beancount enables incredibly fast, repeatable workflows and provides a much deeper, foundational understanding of your financial picture.

Traditional Software These platforms are designed for non-technical business owners and offer minimal onboarding friction. You can be up and running, sending invoices and categorizing expenses, within minutes. That said, learning the more advanced features, such as custom report building or setting up multi-entity accounting, still requires a significant time investment.

Verdict: Beancount.io is the right choice if you're willing to invest time in learning a powerful system. Traditional software is faster to start with for non-technical users who need immediate results.

Side-by-Side Comparison​

When to Choose Each​

The decision ultimately comes down to your team's skills, priorities, and workflow.

Choose Beancount.io if you:

• Are a developer, data analyst, or technically-inclined power user.
• Value absolute transparency, control, and long-term data portability above all else.
• Want to fully automate your accounting and integrate it deeply into your custom workflows.
• Are comfortable treating your financial records with the same rigor as source code.

Choose Traditional Accounting Software if you:

• Want a quick-start, visual interface without any technical setup.
• Need to provide immediate, accountant-friendly access with minimal training.
• Prefer a managed, hosted solution where the vendor handles all updates and compliance.
• Your integration needs are met by popular, off-the-shelf apps.

Final Thoughts​

Beancount.io isn’t trying to be a better QuickBooks—it’s a fundamentally different way of thinking. It represents accounting as code. For technical professionals, this shift offers the same leap forward that version control with Git brought to software development: complete transparency, perfect reproducibility, and ultimate control.

At the same time, traditional accounting software continues to win on out-of-the-box ease-of-use and ready-made integrations for non-technical teams. The right choice isn't about which is "better" overall, but which is the perfect fit for your workflow, your priorities, and the degree of control you demand over your financial data.

What it is, when it pays off, and how to model it cleanly in your ledger (with examples).

⚠️ This guide is U.S.-specific and for education only. Talk to a tax pro for your situation.

TL;DR​

• An S-corp is a tax status you choose with the IRS (via Form 2553) so that business profits pass through to the owners' personal tax returns. A key requirement is that you must pay owner-operators a reasonable W-2 salary before taking any profit as dividends or distributions.
• Deadlines matter: For an existing business, you must file no later than the 15th day of the 3rd month of the tax year you want the S-corp status to begin. For a calendar-year 2025 election, March 15, 2025, falls on a Saturday, so the practical deadline is the next business day, Monday, March 17, 2025.
• Why do this? The main attraction is potential self-employment tax savings. While your W-2 salary is subject to FICA taxes, distributions are not. However, this benefit comes with added costs for payroll, compliance, and, in some states, extra entity-level taxes.
• In Beancount, it's critical to separate wages from distributions. You'll need to track payroll liabilities, handle the special accounting for health insurance for shareholders owning more than 2% of the company, and record distributions explicitly through equity accounts.

What is an S-corp election?​

At its core, an S-corp election is a request you make to the IRS to change how your business is taxed. By filing Form 2553, you ask the IRS to tax your corporation or LLC under Subchapter S of the Internal Revenue Code. This makes your business a "pass-through" entity, meaning its income, losses, deductions, and credits are passed directly to the shareholders' personal tax returns. It’s purely a tax classification, not a different type of legal business entity.

Key effects for an owner-operator​

Once the election is active, your role fundamentally splits in two: you are now both a shareholder and an employee of your company.

This distinction is crucial. The compensation you receive for your labor must be paid as W-2 wages, which are subject to standard payroll taxes (Social Security and Medicare). Any remaining profit can then be paid out as distributions, which are generally not subject to self-employment taxes. The IRS insists that you pay yourself a reasonable salary for your work before you take any distributions.

Should you elect S-corp status?​

The S-corp election is often worth evaluating once your business generates steady and meaningful profit. A common rule of thumb is to consider it when your ongoing business profit can comfortably support a market-rate salary for your role, with enough left over to make distributions worthwhile after covering all the new administrative costs.

The exact break-even point is unique to your situation and depends on several factors:

• Your "Reasonable Salary": What would a business pay for someone with your skills and responsibilities in your industry? This figure is the baseline for your W-2 wages and is subject to IRS scrutiny.
• State Taxes and Fees: Some states have their own rules. California, for example, imposes a 1.5% tax on an S-corp's net income, plus a minimum annual franchise tax of $800.
• Added Costs: You'll need a payroll service, and you'll be paying for unemployment insurance. Your bookkeeping and tax preparation fees will also likely increase due to the added complexity.
• QBI Deduction (Section 199A): The S-corp election can impact your Qualified Business Income deduction. The W-2 wages you pay yourself can either help you qualify for the full deduction or, at higher income levels, become a limiting factor.

Eligibility & Timing​

Not every business can become an S-corp. Here are the high-level requirements:

• It must be a domestic corporation or an eligible LLC.
• It can have no more than 100 shareholders.
• It can only have one class of stock.
• Shareholders must be individuals, certain trusts, or estates (i.e., no partnerships, corporations, or non-resident alien shareholders).

When to file Form 2553​

Timing is critical, and the rules differ slightly for new versus existing businesses.

• For a new business: You must file within 2 months and 15 days after the first day of your first tax year. For example, if your business's tax year begins on January 7, your deadline is March 21.
• For an existing C-corp (or an LLC taxed as a C-corp): You can file at any time during the preceding tax year or by the 15th day of the 3rd month of the year you want the election to take effect. If this date falls on a weekend or holiday, the deadline shifts to the next business day, a provision granted under IRC Section 7503.

What if you missed the deadline? Don't panic. The IRS provides a path for late-election relief under Revenue Procedure 2013-30. You can often file for this relief within 3 years and 75 days of the intended effective date, provided you have a reasonable cause for the late filing.

Reasonable Salary: The Part That Trips People Up​

This is the most scrutinized aspect of the S-corp structure. The IRS is very clear: shareholder-employees must be paid reasonable compensation for the services they provide before any profits are taken as distributions.

What does "reasonable" mean? There's no single dollar amount. The IRS and courts look at a variety of factors to determine if your salary is appropriate, including your duties and responsibilities, the time you spend working, your level of experience, and what comparable businesses would pay for similar services. Expect the IRS to take a close look if you pay yourself a very low W-2 salary while taking large distributions. This is often seen as a red flag for attempting to evade payroll taxes.

Health Insurance & Fringe Benefits for >2% Shareholders​

There's a special rule for how S-corps handle health insurance for shareholders who own more than 2% of the company. If the S-corp pays or reimburses these health insurance premiums, the cost is deductible by the S-corp.

However, the value of those premiums must also be included in the shareholder-employee's W-2 wages. While this amount is subject to federal income tax withholding, it is exempt from Social Security and Medicare (FICA) taxes as long as it's handled correctly. You must coordinate with your payroll provider to ensure these amounts are reported properly on your W-2.

State-Level Gotchas (Examples)​

Federal S-corp status doesn't always translate directly at the state level. Always check your state's specific rules.

• California: S-corps are subject to a 1.5% tax on their California-source net income. Additionally, most corporations must pay an $800 minimum franchise tax each year (though some exceptions apply for the first year).
• New York: Making a federal S-corp election is not enough. You must also file a separate state-level election, Form CT-6, to be treated as a New York S-corporation. Failure to do so means you'll be taxed as a standard C-corp at the state level.

How to Model an S-corp Cleanly in Beancount​

Plain text accounting is perfect for managing the added complexity of an S-corp. Here’s how to structure your ledger.

Suggested Chart of Accounts (Starter)​

This basic structure separates your payroll expenses from distributions and creates liability accounts to track taxes you owe.

; Core bank & income
1970-01-01 open Assets:Bank:Checking              USD
1970-01-01 open Income:Sales                      USD
1970-01-01 open Income:Other                      USD

; Payroll expenses & liabilities
1970-01-01 open Expenses:Payroll:Wages            USD
1970-01-01 open Expenses:Payroll:EmployerTaxes    USD
1970-01-01 open Expenses:Benefits:HealthInsurance USD
1970-01-01 open Liabilities:Payroll:Federal:FIT    USD
1970-01-01 open Liabilities:Payroll:FICA          USD
1970-01-01 open Liabilities:Payroll:Medicare      USD
1970-01-01 open Liabilities:Payroll:State:Withholding USD

; Equity
1970-01-01 open Equity:ContributedCapital         USD
1970-01-01 open Equity:Distributions              USD
1970-01-01 open Equity:RetainedEarnings           USD

Typical Payroll Run (Simplified)​

Your payroll provider (e.g., Gusto, ADP) will debit your bank account for your net pay and the total tax liability. Your Beancount transaction should break this down into the gross wages, employer taxes, and the corresponding liabilities.

; This transaction records a $100k annual salary, paid monthly.
2025-01-31 * "Gusto" "Jan payroll — shareholder-employee"
  Expenses:Payroll:Wages                   8,333.33 USD ; Gross wages
  Expenses:Payroll:EmployerTaxes             637.50 USD ; Employer-side FICA/Medicare
  Liabilities:Payroll:Federal:FIT         -1,200.00 USD ; Employee withholding
  Liabilities:Payroll:FICA                  -516.67 USD ; Employee withholding
  Liabilities:Payroll:Medicare              -120.83 USD ; Employee withholding
  Assets:Bank:Checking                    -7,133.33 USD ; Net pay debited from bank

When your payroll provider remits those taxes to the government on your behalf, you'll record another transaction to clear out the liabilities.

; This represents the tax payment made by your payroll provider.
2025-02-15 * "EFTPS" "Federal payroll tax deposit"
  Liabilities:Payroll:Federal:FIT          1,200.00 USD
  Liabilities:Payroll:FICA                   516.67 USD
  Liabilities:Payroll:Medicare               120.83 USD
  Assets:Bank:Checking                    -1,837.50 USD ; This amount matches the tax portion of the Gusto debit.

Health Insurance for a >2% Shareholder​

Record the premium payment as a business expense. You can use metadata to remind yourself that this needs to be reported on the W-2.

2025-02-01 * "BlueCross" "Shareholder health insurance (report on W-2)"
  Expenses:Benefits:HealthInsurance          600.00 USD  ; w2: "true"
  Assets:Bank:Checking                      -600.00 USD

Owner Distributions (Not Wages)​

Distributions are a reduction of equity, not a business expense. Record them separately from payroll.

2025-03-31 * "Owner Distribution" "Q1 distribution"
  Equity:Distributions                    20,000.00 USD
  Assets:Bank:Checking                   -20,000.00 USD

Tracking Shareholder Basis (Optional, but Recommended)​

Your shareholder basis determines whether distributions are tax-free and whether you can deduct business losses on your personal return. While the official calculation is done on your tax return, you can track an estimate in Beancount using a dedicated equity subaccount or metadata. You'll reconcile this to the Schedule K-1 you receive from the S-corp annually.

A Note on the QBI Deduction (Section 199A)​

Owners of pass-through businesses, including S-corps, may be eligible for up to a 20% deduction on their qualified business income (QBI). However, for taxpayers with income above a certain threshold, this deduction can be limited by the amount of W-2 wages the business pays. This creates a complex interplay: paying a reasonable salary is required for an S-corp, and those same wages can impact your QBI deduction—sometimes helping it, sometimes limiting it. This is a key area to model with your tax professional.

What Changes Operationally After You Elect?​

Switching to an S-corp adds a few administrative layers:

• Run Payroll: You must formally run payroll, complete with tax withholdings, employer tax payments, quarterly filings, and year-end W-2s.
• File Form 1120-S: This is the annual S-corporation tax return. You'll also issue a Schedule K-1 to each shareholder detailing their share of the company's financial results.
• Handle Shareholder Health Insurance Correctly: Ensure premiums for >2% owners are included in their W-2 wages.
• Mind State Rules: Stay on top of any required state-level S-corp elections or entity taxes (like in CA and NY).

Common Pitfalls to Avoid​

• Late or Invalid Election: Double-check deadlines and ensure all required shareholders sign Form 2553. If you miss it, investigate relief under Rev. Proc. 2013-30.
• Unreasonable Salary: Don't be tempted to pay yourself an artificially low salary. Document why your compensation is reasonable based on your role and market data.
• Mixing Wages and Distributions: Keep these transactions clean and separate in your books. Distributions are not payroll.
• Ignoring State Requirements: Forgetting a state election or failing to pay an entity-level tax can lead to penalties and compliance headaches.

Quick Checklist​

• Confirm you are eligible and that the potential tax savings outweigh the new costs.
• Calendar the Form 2553 filing deadline (and remember the weekend/holiday rule).
• Set up a payroll service and determine a well-documented, reasonable salary.
• Plan to take distributions only after salary and business expenses are paid.
• Investigate and comply with your state's specific S-corp filing requirements and taxes.
• Update your Beancount ledger with the necessary accounts for payroll, liabilities, and shareholder equity.

Beancount S‑Corp Starter (neutral template)

;
; Beancount S‑Corp Starter (neutral template)
; Generated: 2025-08-09
; ---
; How to use this:
; 1) Search for "TODO" and fill in your state(s), payroll provider, EIN, and bank names.
; 2) Keep wages and owner distributions separate.
; 3) Coordinate with your payroll provider to report >2% shareholder health insurance on the W‑2 (Box 1).
; 4) Delete or adapt the CA/NY examples if you’re in a different state.
;
; Notes:
; - This is a bookkeeping template, not tax advice.
; - Operating currency assumed USD. Change as needed.
;

option "title" "S‑Corp Ledger"
option "operating_currency" "USD"
commodity USD

; === Accounts (open as of 2025-01-01; adjust dates as needed) ==================
2025-01-01 open Assets:Bank:Checking                    USD  ; TODO: Rename to your bank (e.g., Assets:Bank:Chase:Operating)
2025-01-01 open Assets:Bank:Savings                     USD
2025-01-01 open Assets:AccountsReceivable               USD
2025-01-01 open Assets:PrepaidExpenses                  USD

2025-01-01 open Liabilities:CreditCard:Corporate        USD
2025-01-01 open Liabilities:Payroll:Federal:FIT         USD
2025-01-01 open Liabilities:Payroll:Federal:FICA        USD
2025-01-01 open Liabilities:Payroll:Federal:Medicare    USD
2025-01-01 open Liabilities:Payroll:Federal:FUTA        USD
2025-01-01 open Liabilities:Payroll:State:Withholding   USD   ; TODO: Rename state (e.g., CA, NY)
2025-01-01 open Liabilities:Payroll:State:Unemployment  USD
2025-01-01 open Liabilities:Payroll:Local               USD

2025-01-01 open Equity:ContributedCapital               USD
2025-01-01 open Equity:Distributions                    USD
2025-01-01 open Equity:RetainedEarnings                 USD
2025-01-01 open Equity:OpeningBalances                  USD

2025-01-01 open Income:Sales                            USD
2025-01-01 open Income:Other                            USD

2025-01-01 open Expenses:COGS                            USD
2025-01-01 open Expenses:Payroll:Wages                   USD
2025-01-01 open Expenses:Payroll:EmployerTaxes:FICA      USD
2025-01-01 open Expenses:Payroll:EmployerTaxes:Medicare  USD
2025-01-01 open Expenses:Payroll:EmployerTaxes:FUTA      USD
2025-01-01 open Expenses:Payroll:EmployerTaxes:State     USD
2025-01-01 open Expenses:Benefits:HealthInsurance        USD
2025-01-01 open Expenses:Benefits:HSA                    USD
2025-01-01 open Expenses:Benefits:Retirement:Match       USD
2025-01-01 open Expenses:Taxes:State:S‑Corp              USD  ; e.g., CA 1.5% entity‑level tax
2025-01-01 open Expenses:Taxes:State:Franchise           USD  ; e.g., CA $800 minimum franchise tax
2025-01-01 open Expenses:Professional:Payroll            USD
2025-01-01 open Expenses:Professional:Accounting         USD
2025-01-01 open Expenses:Professional:Legal              USD
2025-01-01 open Expenses:BankFees                        USD
2025-01-01 open Expenses:Software                        USD
2025-01-01 open Expenses:Office                          USD
2025-01-01 open Expenses:Meals                           USD
2025-01-01 open Expenses:Travel                          USD
2025-01-01 open Expenses:Insurance:GeneralLiability      USD

; === Example: Owner capitalization =================================================
2025-01-02 * "Owner" "Initial capital contribution"
  Assets:Bank:Checking                        25,000.00 USD
  Equity:ContributedCapital                  -25,000.00 USD

; === Example: Customer payment =====================================================
2025-01-15 * "Stripe" "January subscription receipts"
  Assets:Bank:Checking                        12,000.00 USD
  Income:Sales                               -12,000.00 USD

; === Example: Monthly payroll (single shareholder‑employee) ========================
; Numbers chosen to balance perfectly. Adapt FIT/State numbers to your reality.
; Gross wages: 8,333.33 | Employee FIT: 1,200.00 | State Withholding: 300.00
; Employee FICA (6.2%): 516.67 | Employee Medicare (1.45%): 120.83
; Employer FICA: 516.67 | Employer Medicare: 120.83
; Net pay: 6,195.83
2025-01-31 * "Gusto" "Jan payroll — shareholder‑employee"
  Expenses:Payroll:Wages                         8,333.33 USD
  Expenses:Payroll:EmployerTaxes:FICA              516.67 USD
  Expenses:Payroll:EmployerTaxes:Medicare          120.83 USD
  Liabilities:Payroll:Federal:FIT               -1,200.00 USD
  Liabilities:Payroll:Federal:FICA              -1,033.34 USD  ; employee + employer
  Liabilities:Payroll:Federal:Medicare            -241.66 USD  ; employee + employer
  Liabilities:Payroll:State:Withholding           -300.00 USD
  Assets:Bank:Checking                          -6,195.83 USD

; === Example: Payroll tax deposits (EFTPS & State) =================================
2025-02-15 * "EFTPS" "Federal payroll deposit (FIT, FICA, Medicare)"
  Liabilities:Payroll:Federal:FIT                1,200.00 USD
  Liabilities:Payroll:Federal:FICA               1,033.34 USD
  Liabilities:Payroll:Federal:Medicare             241.66 USD
  Assets:Bank:Checking                          -2,475.00 USD

2025-02-16 * "STATE DOR" "State payroll withholding"
  Liabilities:Payroll:State:Withholding            300.00 USD
  Assets:Bank:Checking                            -300.00 USD

; === Example: Health insurance for >2% shareholder =================================
; Coordinate with payroll so the annual premium total is included in W‑2 Box 1.
; The premium itself is deductible here; do NOT withhold SS/Medicare on it when handled properly.
2025-02-01 * "BlueCross" "Shareholder health insurance (W‑2 inclusion handled by payroll)"
  Expenses:Benefits:HealthInsurance                600.00 USD  ; w2: "true"
  Assets:Bank:Checking                            -600.00 USD

; === Example: Owner distribution (not wages) =======================================
2025-03-31 * "Owner Distribution" "Q1 distribution"
  Equity:Distributions                         20,000.00 USD
  Assets:Bank:Checking                        -20,000.00 USD

; === State examples (delete/edit if not applicable) =================================
; California minimum franchise tax (not always first year; check rules)
2025-04-15 * "California FTB" "Annual franchise tax"
  Expenses:Taxes:State:Franchise                   800.00 USD
  Assets:Bank:Checking                            -800.00 USD

; California S‑Corp 1.5% entity‑level tax (example estimate payment)
2025-06-15 * "California FTB" "S‑Corp tax estimate"
  Expenses:Taxes:State:S‑Corp                    1,500.00 USD
  Assets:Bank:Checking                          -1,500.00 USD

; New York separate S election (CT‑6) has no direct ledger impact; placeholder note.
2025-01-05 note Equity:RetainedEarnings "NY S‑election (CT‑6) filed — bookkeeping note only (no entry)"

; === Basis tracking (optional — off‑book memo) =====================================
2025-12-31 note Equity:RetainedEarnings "Basis rollforward: +Capital 25,000 +Income 60,000 −Distributions 20,000 = End basis 65,000 (reconcile to K‑1)"

; === Import hints (CSV from Gusto/ADP) =============================================
; - For Gusto payroll register CSVs, map columns:
;   Gross Pay -> Expenses:Payroll:Wages
;   Employee FIT/FICA/Medicare -> Liabilities:Payroll:Federal:FIT/FICA/Medicare (negative)
;   State Withholding -> Liabilities:Payroll:State:Withholding (negative)
;   Employer FICA/Medicare/FUTA/SUTA -> Expenses:Payroll:EmployerTaxes:* (positive) AND
;       if your CSV lists employer taxes as amounts owed, mirror them as Liabilities:* (negative),
;       then clear with your EFTPS/state payments.
;   Net Pay -> Assets:Bank:Checking (negative, matches pay date)
; - Health insurance paid by company:
;   Vendor payment -> Expenses:Benefits:HealthInsurance (positive) / Bank (negative);
;   ensure payroll includes the annual premium in W‑2 Box 1 for >2% shareholder.
;
; Tips:
; - Keep distributions out of payroll accounts.
; - Use tags like #payroll #distribution to filter in Fava.
; - Consider separate bank subaccounts for tax set‑asides (federal/state).

Choosing a business structure is one of the first real “finance” decisions you’ll make. For most small teams and solo founders who want liability protection and pass-through taxation, the short list is usually an LLC or an S corporation.

This guide explains how they differ—legally, operationally, and on your tax return—and shows how to keep clean, audit-proof records for either structure in Beancount.io (plain-text, double-entry accounting that scales from freelancer to S corp).

At a Glance​

How They Actually Differ​

While both LLCs and S corps offer a crucial liability shield, their legal and financial mechanics are fundamentally different. Here’s a deeper look at what sets them apart.

Formation and Formalities​

A Limited Liability Company (LLC) is a legal entity created by state law. The process involves filing "articles of organization" with your state and adopting an "operating agreement," which is a flexible internal document that outlines how the business will be run and how profits will be split.

An S corporation, on the other hand, is not a legal entity itself but a tax election made with the IRS by filing Form 2553. This election can be applied to either a standard C corporation or an LLC. Once you elect S corp status, you must adhere to stricter corporate formalities, including drafting bylaws, appointing a board of directors and officers, holding annual meetings, and keeping detailed records of those meetings (known as "minutes").

Ownership & Investors​

Ownership flexibility is a hallmark of the LLC. You can have an unlimited number of owners (called "members"), including individuals, other corporations, and foreign citizens. The operating agreement allows for custom profit splits ("waterfalls") and different classes of membership, which is ideal for complex partnerships.

The S corp is far more restrictive. It can have no more than 100 owners (called "shareholders"), all of whom must be U.S. citizens or residents. Other entities (like corporations or partnerships) cannot be shareholders. Furthermore, S corps can only have one class of stock, meaning all shareholders have identical economic rights (profits and distributions must be allocated proportionally to ownership). This simplicity can make the cap table cleaner but severely limits who can invest.

Taxes & Filings​

By default, an LLC is a pass-through entity.

• A single-member LLC is a "disregarded entity," meaning its income and expenses are reported on a Schedule C filed with the owner’s personal Form 1040.
• A multi-member LLC files a partnership tax return, Form 1065, and issues a Schedule K-1 to each member detailing their share of the profit or loss.

An S corp is also a pass-through entity, but it files its own business tax return, Form 1120-S, and also issues K-1s to its shareholders. The key difference is that any owner who works for the company must be treated as an employee and paid a reasonable salary through a formal payroll system.

How Owners Get Paid​

This is one of the most significant distinctions. LLC members are not employees. They get paid by taking distributions (or "draws") of the company's profits. Members are responsible for paying their own income and self-employment taxes (Social Security and Medicare) on their entire share of the net profits, regardless of how much cash they actually took out.

S corp owner-employees face a two-part system.

1. Reasonable Salary: They must be paid a reasonable wage for the work they perform, which is subject to standard payroll taxes (FICA). The company pays the employer portion, and the employee pays their portion.
2. Distributions: Any remaining profits can be paid out as distributions, which are not subject to self-employment or FICA taxes. This potential tax saving is the primary reason businesses elect S corp status. The IRS requires the salary to be "reasonable," so you can't pay yourself $1 and take the rest in distributions; you must document how you determined the salary amount.

Transferability & Lifespan​

S corp stock functions like typical corporate shares. It is generally freely transferable (unless restricted by a shareholder agreement), and the corporation has a perpetual existence, meaning it continues even if a shareholder leaves or passes away.

Transferring ownership in an LLC is often more complex. The operating agreement dictates the rules, and it typically requires the consent of the other members to sell or transfer ownership units. This protects members from being forced into business with strangers but can make exiting the business more cumbersome.

Should You Elect S Corp Status for Your LLC?​

A very common path for successful small businesses is to start as an LLC and elect S corp taxation later. This "LLC now, S corp when profitable" strategy allows you to enjoy the simplicity of an LLC in the early stages and switch for tax optimization once your income grows.

Founders typically make the switch when:

• Profits are steady and significant. The amount paid in self-employment tax as an LLC member becomes greater than the FICA taxes on a reasonable salary plus the compliance costs of an S corp.
• They desire more structure. The formal requirements of an S corp can enforce better financial discipline and send a more "serious" signal to lenders or future investors.

Electing S corp status for your LLC brings concrete changes:

• You must set up and run payroll for all owner-employees.
• You must adhere to corporate record-keeping, including holding meetings and documenting them with minutes.
• Your annual tax preparation becomes more complex, requiring Form 1120-S and K-1s.

When is it better to remain an LLC?

• You need flexible ownership structures, like special profit allocations or having a corporation or foreign partner as a member.
• Your profit is volatile or you are still in the early stages. The overhead and cost of running payroll might not be worth it yet.
• You plan to issue complex equity, like token-based compensation or preferred units, that don't fit the S corp's "one class of stock" rule.

Practical Rule of Thumb: Before you switch, model your next 12 months of expected profit. Calculate your total tax burden (income + self-employment tax) as an LLC. Then, calculate your total tax burden as an S corp (income tax + FICA tax on a reasonable salary). If the savings from the S corp structure are clear, recurring, and outweigh the added compliance costs, the election is worth a serious look. Be sure to document your analysis for determining a "reasonable salary."

How to Keep Either Structure Clean in Beancount.io​

No matter which entity you choose, chaotic books can undermine your liability protection and create tax-time nightmares. Beancount.io gives you a plain-text, double-entry ledger with automated imports and tax-ready reports, so your legal structure doesn’t turn into bookkeeping sprawl.

Chart of Accounts Suggestions​

A clean chart of accounts is the foundation. Here are our recommendations:

• For an LLC:
  • Equity:Member-Capital (for initial and subsequent contributions)
  • Equity:Member-Distributions (for owner draws)
  • Standard Income and Expense accounts.
• For an S corp:
  • Equity:Common-Stock (for capital contributions)
  • Equity:Retained-Earnings (where profits accumulate)
  • Expenses:Payroll:Wages
  • Expenses:Payroll:EmployerTaxes
  • Equity:Shareholder-Distributions (for payments out of profit)

Example Entries​

Here’s how common owner payments look in a Beancount.io ledger.

LLC member distribution: This transaction records a $5,000 payment to a member, reducing cash and tracking the draw in a dedicated equity account.

2025-03-15 * "Member distribution"
  Assets:Bank:Checking             -5,000 USD
  Equity:Member-Distributions       5,000 USD

S corp owner salary (from a payroll run): This entry captures the gross wage, the employer's share of payroll taxes, and the total cash leaving the bank. Withholding liabilities would also be tracked here.

2025-03-31 * "Owner payroll"
  Expenses:Payroll:Wages            8,000 USD
  Expenses:Payroll:EmployerTaxes      612 USD
  Assets:Bank:Checking             -8,612 USD
  Liabilities:Payroll:Withholding     0 USD  ; Net pay + withholdings

S corp shareholder distribution: This is a simple transfer from cash to the shareholder distribution equity account, separate from payroll.

2025-04-10 * "Shareholder distribution"
  Assets:Bank:Checking            -10,000 USD
  Equity:Shareholder-Distributions  10,000 USD

Close the Loop at Tax Time​

With a clean Beancount.io ledger, tax season is streamlined:

• Generate your Profit & Loss and Balance Sheet statements directly from your transactions.
• Export the data your accountant needs for your specific tax form (Schedule C, 1065, or 1120-S).
• Keep your reasonable salary memos, meeting minutes, and other compliance documents alongside your transactions for a complete, audit-ready financial record.

When Each Choice Shines​

Here's the decision in a nutshell.

Choose (or remain) an LLC if you want:

• Maximum flexibility in ownership, profit splits, or bringing in entity/foreign members.
• Minimal corporate formalities and no mandatory owner payroll.
• Simpler compliance while you are finding product-market fit or have inconsistent profits.

Choose (or elect) an S corp if you want:

• Potential savings on self-employment (FICA) taxes once your profits can justify a formal payroll.
• A clean, traditional corporate structure with straightforward stock transferability.
• A governance model that investors and lenders often prefer for established operating companies.

Bottom Line​

Both LLCs and S corps protect your personal assets and allow business profits to pass through to the owners for tax purposes. The best fit depends entirely on your ownership structure, your expected profitability, and your appetite for formal governance and payroll.

Whichever you choose, disciplined bookkeeping matters far more than the entity's label. Keep your financial records precise, searchable, and reproducible with Beancount.io.

Build Tax-Ready, Investor-Ready Books with Beancount.io​

• Plain-text, version-controlled double-entry accounting.
• Clean charts of accounts designed for LLCs and S corps.
• Automated bank, credit card, and processor imports and reconciliations.
• Tax-ready exports and seamless accountant collaboration.
• A system that scales from a solo founder to a multi-entity enterprise.

Start a streamlined ledger for your entity today with Beancount.io.

This guide is for informational purposes and is not legal or tax advice. Consult your attorney or tax advisor for guidance specific to your situation.

If you run an S corporation, shareholder basis is the quiet number that decides whether your losses are deductible and whether distributions are tax-free. It changes every year, and it’s your responsibility (as a shareholder) to track it. Here’s the plain-English version—plus how to model basis cleanly in Beancount.io.

What “Basis” Means (Fast)​

Think of your stock basis as your personal investment scorecard in the S corporation. It starts with your initial contribution—what you paid for your shares or the value of property you put into the company. From there, it's a dynamic figure.

Your basis increases when the company makes money (your share of its income, even tax-exempt income) or when you contribute more capital. It decreases when you take tax-free distributions, or when the company has losses, deductions, or nondeductible expenses.

Crucially, your stock basis can never drop below zero. If the company’s losses are greater than your basis, the excess losses become suspended. You can't deduct them now, but you can carry them forward to use in a future year when you have enough basis. You'll use Form 7203, filed with your personal Form 1040, to report your basis calculation and track any suspended losses.

If you've also made a direct loan to your S corp, you might have debt basis, which provides a second layer to absorb losses after your stock basis is wiped out.

S Corp vs. C Corp Basis (TL;DR)​

The concept of basis is completely different between S and C corporations.

• S corp basis is fluid and must be adjusted annually. It directly reflects the company's performance because of its pass-through nature. Profits and losses flow through to you and directly impact your basis.
• C corp stock basis is generally static. It’s simply what you paid for the stock. It only changes due to specific corporate actions like stock splits or a formal return of capital, not because the company had a profitable or unprofitable year.

How to Compute S Corp Basis (The Correct Order)​

Calculating your basis isn't just about adding and subtracting; it’s about doing it in the right sequence. The IRS mandates a specific order of operations. Each year, you’ll take your Schedule K-1 (from the S corp's Form 1120-S) and adjust your basis from the beginning of the year as follows:

1. Increase for all income items, including both taxable income and tax-exempt income (like municipal bond interest).
2. Decrease for distributions you received during the year (but not below zero).
3. Decrease for nondeductible expenses (like certain penalties or entertainment expenses).
4. Decrease for losses and deductions (like ordinary business loss or charitable contributions).

If the total losses and deductions in Step 4 exceed your remaining basis, you must prorate them. The excess is suspended and carried forward until you restore your basis through future income or capital contributions.

Important Notes:

• Personally guaranteeing a company loan does not create basis. You only get basis when you actually pay on that guarantee out of your own pocket.
• Owner wages (your salary from the S corp) do not affect your basis. This is compensation for your labor and is treated as a business expense for the company and W-2 income for you, completely separate from your role as an owner.

Worked Example (Numbers That Reconcile)​

Let's walk through an example to see the ordering rules in action.

Facts for a single shareholder for the year:

• Initial capital contribution: $18,000
• Ordinary dividends (K-1 Box 5a): $2,000
• Distributions received (K-1 Box 16D): $7,000
• Share of nondeductible expenses (K-1 Box 16C): $3,000
• Share of ordinary business loss (K-1 Box 1): ($9,000)
• Share of charitable contribution (K-1 Box 12A): $6,000
• The shareholder has no debt basis.

Here is the step-by-step calculation:

Step 1 — Increase for income Your starting basis of $18,000 increases by the$2,000 of dividend income. $18,000 +$2,000 = $20,000

Step 2 — Decrease for distributions Next, reduce the basis by the cash distributions you took. $20,000 −$7,000 = $13,000

Step 3 — Decrease for nondeductible expenses Now, subtract the nondeductible expenses. Your basis before applying losses is $10,000.$13,000 − $3,000 = **$10,000**

Step 4 — Apply losses and deductions Your total losses and deductions are $15,000 ($9,000 ordinary loss + $6,000 charitable). Since this exceeds your remaining basis of$10,000, you can only deduct a proportional amount.

• Allowable ordinary loss = ($9,000 ÷$15,000) × $10,000 = **$6,000**
• Allowable charitable contribution = ($6,000 ÷$15,000) × $10,000 = **$4,000**

The remaining amounts are suspended and carried forward to next year: a $3,000 ordinary loss and a$2,000 charitable contribution.

Your ending stock basis for the year is $0, as it can’t go negative. You'll report the allowed loss and deduction on your tax return and track the suspended amounts for future use.

Tracking S Corp Basis in Beancount.io (Plain-Text Pattern)​

Instead of a messy spreadsheet, you can maintain a simple, auditable basis ledger directly in Beancount.io. This can live in your corporate books or a personal mirror file. The key is to use a "memo" equity account to track the running basis calculation.

Suggested Accounts:

• Equity:Shareholder:Paid-In-Capital
• Equity:Shareholder:Distributions
• Equity:Shareholder:Stock-Basis (This is your off-balance-sheet "memo" account that tracks the official running basis for Form 7203.)
• Income:PassThrough:*
• Expenses:Nondeductible
• Expenses:Charitable

Example Entries:

Initial Capital Contribution: This entry records the cash coming into the company and simultaneously sets the initial stock basis in your memo account.

2025-01-10 * "Initial capital"
  Assets:Bank:Operating                    -18,000 USD
  Equity:Shareholder:Paid-In-Capital        18,000 USD
  Equity:Shareholder:Stock-Basis            18,000 USD

K-1 Ordinary Dividends: Record the pass-through income and the corresponding increase to your basis.

2025-12-31 * "K-1 Box 5a ordinary dividends"
  Income:PassThrough:Dividends             -2,000 USD
  Equity:Shareholder:Stock-Basis            2,000 USD

Distribution to Shareholder: This captures the cash leaving the company and the corresponding reduction in your basis.

2025-07-15 * "Shareholder distribution"
  Equity:Shareholder:Distributions          7,000 USD
  Assets:Bank:Operating                    -7,000 USD
  Equity:Shareholder:Stock-Basis           -7,000 USD

Nondeductible Expenses: Log the expense and the basis reduction.

2025-12-31 * "K-1 Box 16C nondeductible"
  Expenses:Nondeductible                    3,000 USD
  Assets:Bank:Operating                    -3,000 USD
  Equity:Shareholder:Stock-Basis           -3,000 USD

Allowable Losses/Deductions: Record only the portion of losses allowed this year, reducing your basis to zero. Use a comment to track suspended items.

2025-12-31 * "K-1 losses allowed this year (Box 1 + Box 12A, limited by basis)"
  Income:PassThrough:Ordinary-Loss          6,000 USD
  Expenses:Charitable                       4,000 USD
  Equity:Shareholder:Stock-Basis          -10,000 USD
  ; Suspended to next year: 3,000 ordinary loss, 2,000 charitable

This pattern keeps a transparent running basis in the Equity:Shareholder:Stock-Basis account that ties exactly to your Form 7203. Auditors love it because every change is a dated, traceable transaction.

Common Pitfalls​

Avoid these frequent mistakes when managing your S corp basis:

• Treating guarantees as basis. A loan guarantee is just a promise. It doesn't become basis until you actually use your personal funds to pay down the corporate debt.
• Taking distributions with insufficient basis. If you take a distribution that exceeds your basis, the excess amount is not tax-free. It's typically taxed as a capital gain.
• Forgetting to include tax-exempt income. Tax-exempt income (like life insurance proceeds or certain interest) still increases your basis, which can create more room to deduct losses.
• Mixing up owner wages and distributions. Your salary is an expense to the business and taxable compensation to you. It does not affect basis. Distributions are returns of capital/profit and directly reduce basis.

Bottom Line​

Your S corp basis is the throttle on your loss deductions and the shield for your tax-free distributions. It is essential to track it methodically, follow the official ordering rules, and attach a complete Form 7203 to your tax return each year. Whether you started as an S corp or are an LLC taxed as one, clean, disciplined books make basis calculations straightforward and defensible.

Keep Basis (and Everything Else) Tidy with Beancount.io​

• Plain-text, double-entry ledgers that are version-controlled and auditable.
• K-1-friendly categories and dedicated memo accounts for basis tracking.
• Automated imports from banks, credit cards, and processors to reduce manual entry.
• Tax-ready reports that your preparer can use directly.

Start a clean, auditable S-corp workflow with Beancount.io today.

This article is for informational purposes only and is not tax or legal advice. Consult your advisor for guidance specific to your situation.

The accounting world is buzzing with the promise of AI, and few companies are making bolder claims than Digits. With its recent announcement of an Autonomous General Ledger powered by Accounting Agents, Digits is publicly targeting ~95% automation of bookkeeping workflows. This sets an incredibly high bar, shifting the conversation from "AI-assisted" to "AI-led" finance.

But what do actual users—the founders, bookkeepers, and accountants on the front lines—think?

By synthesizing recent reviews and community discussions from platforms like G2, Capterra, Reddit, and Product Hunt, a clear picture emerges. Digits is celebrated for its speed and polish, but its ambitious vision runs headlong into the professional's need for trust, transparency, and control.

The "Wow" Factor: Speed, Polish, and Insight​

Across the board, early adopters are impressed with the user experience, especially those who feel bogged down by legacy software. The praise clusters around three key areas:

• An Executive-Ready Interface: Founders and operators are a key audience, and the feedback from Product Hunt is littered with praise for the "beautiful" and "seamless" UI. The dashboards are designed to give leaders a quick, intuitive grasp of cash flow, burn rate, and runway without needing to be an accounting expert.
• Superior Reporting and Drill-Downs: A common refrain is the quality of the financial reports. One G2 reviewer contrasted it favorably with QuickBooks, noting they were proud to share Digits' reports with clients. The ability to instantly drill down from a high-level trend to the specific transaction behind it is a frequently cited "wow" moment. As one user on Reddit described it, the financial reporting “looks incredible.”
• AI That Feels Like a Real Step Forward: For practitioners tired of empty "AI" marketing, Digits is often seen as delivering on the promise. A sentiment echoed on Reddit's accounting forums is that Digits represents one of the "first market-ready examples" of a genuinely useful AI applied to a general ledger. For businesses with straightforward needs, some call it a "game-changer."

The Trust Deficit: Where AI's "Magic" Meets Reality​

Despite the praise, a strong current of professional skepticism runs through the feedback. For accountants and experienced bookkeepers, the core tension is simple: AI is not autopilot.

This concern manifests in several ways:

1. The Need for Oversight and Explainability: As Accounting Today reported, even Digits acknowledges that complex scenarios like advanced accruals still require manual intervention. Accountants on Reddit warn that AI can easily stumble on edge cases. They don't want a "black box"; they want to see why the AI made a decision and have a robust system for reviewing and correcting exceptions. Without this, the risk of silent, compounding errors is too high.
2. Fragile Foundations: Digits, like many fintech tools, relies on Plaid to connect to bank accounts. While this provides broad coverage, the reality is that these connections can break. As users across finance forums report, bank connections can suddenly fail and require re-authentication. For a system that promises autonomous operation, this external dependency is a significant point of fragility that demands a resilient user experience for "repairing" broken links.
3. Critical UX Gaps: Small usability friction can create major doubts about a product's maturity. One G2 review mentioned the user initially thought exporting reports wasn't possible because the feature was hard to find. While support clarified how to do it, this discoverability gap is telling. For a professional tool, import/export capabilities are not a "nice-to-have"; they are a core requirement that should be unmistakable.

Actionable Opportunities: Bridging the Gap Between Promise and Practice​

The gap between Digits' powerful vision and the user's need for control presents clear opportunities. Turning user feedback into features could transform cautious skepticism into confident adoption.

1. Build Trust Through Transparency: The 95% automation claim from CPA Practice Advisor must be backed by radical transparency.

   • "Why & Confidence" Scores: Every automated transaction should display why it was categorized (e.g., "matched rule," "similar to past 5 transactions") alongside a confidence score. A one-click "Correct & Learn" button would build both user trust and a smarter model.
   • A True Exception Inbox: Lean into the "inbox" metaphor. Create a dedicated queue for transactions the AI is unsure about, allowing for batch corrections, previews of changes, and clear status indicators ("Needs a receipt," "Needs a policy rule").

2. Nail the Professional Fundamentals:

   • An Unmistakable Export Center: Elevate "Export" to a primary action on all reports. Create a central "Export Center" where users can manage scheduled reports and download historical data packs, closing the discoverability gap.
   • A "Connection Health" Dashboard: Since Plaid connections can be fragile, provide users with a persistent status widget showing the health of each bank feed, the last sync time, and a proactive workflow to guide them through re-authentication when needed.

3. Design for Different Jobs-to-be-Done:

   • Role-Based Views: The founder and the accountant need different things. Maintain the fast, visual "Operator Mode" for leaders. Add an "Accountant Mode" that surfaces journal tools, accrual workflows, and detailed audit trails.
   • Seamless Human Handoff: Users on Capterra value being able to reach a real person. When the AI assistant hits its limit, the "Talk to a human" escape hatch should be clearly labeled and pass the entire conversation context to the support agent for a seamless experience.

The Path Forward​

Digits has successfully captured the imagination of a market hungry for innovation. It has proven it can build beautiful, insightful software that solves a real pain point for business leaders.

The next, and perhaps harder, challenge is to earn the deep, operational trust of the accounting professionals who are ultimately responsible for the integrity of the books. By embracing transparency, designing for oversight, and nailing the fundamentals of professional workflows, Digits can bridge the gap between a compelling promise and the reliable practice its users demand.

Accounting can feel like a chore, especially for startup founders who would rather be building their product than wrestling with spreadsheets and clunky software. Enter Puzzle.io, an AI-driven accounting platform that promises to make bookkeeping autonomous and even... enjoyable?

It's positioned as a modern alternative to giants like QuickBooks, specifically for startups. But does it live up to the hype? We dove into user feedback from all corners of the internet—G2, Reddit, Twitter, and more—to analyze what real users are saying. Here’s the good, the bad, and the AI.

The Bright Side: Why Founders Are Raving About Puzzle.io​

The overall sentiment skews positive, especially among early adopters and non-accountants. Users praise Puzzle for being a "game changer" that simplifies their financial lives.

• It's Just... Easy to Use: The most common praise is for Puzzle's simplicity and clean user interface. Founders without a finance background love it. One user noted that with Puzzle, “you don’t need one” to manage your startup's finances. Its modern UI is often called “the best UI from any competitor.”

• "Magic" Time-Saving Automation: Puzzle's core promise is autonomous bookkeeping, and users say it delivers. A bookkeeper on Reddit described it as “magic…a rare gem in a sea of bad software,” explaining that it makes their life easier and keeps clients better informed. The real-time sync with bank accounts eliminates manual data entry, a feature many see as a massive win.

• Real-Time Insights on Demand: Instead of digging through reports, founders get a clear, consolidated dashboard showing crucial metrics like cash burn, runway, and MRR. One founder said, "before Puzzle... figuring out the current state of our finances... was a headache. Now I can see the financial health of our company quickly!" It provides a single, easy-to-interpret source of truth.

• A Startup-Friendly Price Tag: Puzzle’s free tier for companies with under $5k in monthly expenses is a huge hit. One user called the offer “way too generous.” This, combined with features tailored to early-stage companies, makes founders feel like the product was built specifically for them.

The Reality Check: The Growing Pains of a New Platform​

No product is perfect, especially a new one. While many users are thrilled, others have pointed out some significant pain points and rough edges.

• Over-reliance on AI (And When It Fails): The biggest concern revolves around the AI. While the automation is a key strength, what happens when it gets something wrong? Some users, especially accountants, are wary of fully trusting an AI with transaction categorization. A Reddit user who tried the platform came away "pretty frustrated" because “if they get something wrong, it’s difficult/impossible to fix.” This lack of an easy manual override is a major point of friction.

• Feels Like a "Beta" Product: Some feedback suggests Puzzle still feels like an early-stage product that's “being built as they go.” Users have run into missing basic features, like a field to add a memo or notes to a transaction. Others have noted occasional sluggishness or lag in the app.

• Support and Onboarding Hiccups: A few users reported frustrating experiences with customer support. In one instance, a bookkeeper couldn't get access, and after scheduling an onboarding call, “no-one from Puzzle joined the call.” For a platform handling critical financial data, responsive support is a must.

How Does Puzzle Stack Up Against Competitors?​

Users constantly compare Puzzle to the tools they're trying to replace, mainly QuickBooks.

• vs. QuickBooks: Users flee QuickBooks for Puzzle to escape its complexity, clunky interface, and high cost. Puzzle is seen as far more intuitive and modern. However, QuickBooks remains the industry standard for a reason. Its feature depth is immense, it integrates with everything, and as one commenter noted, your bank and investors are used to it. The choice is often Puzzle for ease of use vs. QuickBooks for comprehensive power and universal acceptance.

• vs. Other AI Startups (like Digits): Puzzle and Digits are often mentioned together as the new wave of AI accounting. Based on current user feedback, Puzzle seems to have a slight edge in organic, positive reviews from actual users who feel its automation delivers effectively.

• vs. Hiring an Accountant: For some, the real competitor is simply paying a human. An accountant offers peace of mind and can handle complex situations. However, this comes at a high cost. Many users find a happy middle ground: using Puzzle for daily bookkeeping to save thousands and bringing in a CPA for year-end taxes and audits.

The Final Verdict: Should You Use Puzzle.io?​

Based on a year's worth of user feedback, Puzzle.io is a resounding success with its target audience: startup founders and small businesses who prioritize simplicity and automation. It effectively solves the pain of traditional bookkeeping and provides invaluable real-time financial clarity.

However, it's a young platform with clear growing pains. The inflexibility in correcting AI errors and some missing basic features can be frustrating, especially for professional accountants or more complex businesses.

So, here's the bottom line:

• If you're an early-stage founder who wants to get a clear handle on your finances without an accounting degree, Puzzle.io is a fantastic choice. It's a "rare gem" that could save you a ton of time and money.
• If you're a larger company or have complex accounting needs, you might find Puzzle's current feature set limiting. It may be best to wait for it to mature or use it in tandem with a professional bookkeeper.

Users see the potential in Puzzle. They just want to see the gem fully polished. If Puzzle can address its current weaknesses without sacrificing the simplicity that users love, it’s well on its way to becoming a true leader in modern accounting.

You formed an S-corp to keep your business lean and tax-efficient. But while the "pass-through" concept sounds simple, the reality involves payroll taxes, potential entity-level charges, and crucial state-by-state differences.

Here’s how the taxes actually work for an S-corp in 2025—and how to keep a clean, audit-proof record in Beancount.

What Gets Taxed (and Where)​

The core of the S-corp structure is how it handles profit. It's a three-part system: pass-through income, entity-level taxes, and payroll taxes.

• Pass-Through at the Federal Level: An S-corp generally pays no federal income tax on its ordinary business profit. Instead, that profit (along with other tax items like credits and deductions) flows through to the shareholders via a Schedule K-1. Shareholders report this income on their personal tax returns, whether or not they actually took the cash out of the business. Crucially, this K-1 profit is not subject to self-employment tax.
• But... Entity-Level Taxes Can Apply: The "no corporate tax" rule isn't absolute. In specific cases, an S-corp may owe tax directly. The most common triggers are the built-in gains (BIG) tax (for recent C-corp conversions) and the excess net passive income tax.
• Payroll Taxes Are Real: This is the most important rule for shareholder-employees. If you work in your business, you must be paid reasonable compensation as W-2 wages before you take any tax-favored distributions. These wages are subject to FICA (Social Security & Medicare) and income tax withholding, just like any other employee's pay.

Payroll, at a Glance (2025) payroll​

For any shareholder-employee, you'll be running payroll and filing standard payroll tax forms, including quarterly Form 941 (for income tax withholding and FICA) and annual Form 940 (for federal unemployment tax, or FUTA).

The key 2025 rates are:

• Social Security (OASDI): The wage base is $176,100. The tax rate is 6.2% for the employee and 6.2% for the employer on wages up to this cap.
• Medicare: There is no wage cap. The rate is 1.45% for the employee and 1.45% for the employer on all wages.
• Additional Medicare Tax: A 0.9% tax is withheld from an employee's wages that exceed $200,000 in a year. There is no employer match for this portion.

Entity-Level Taxes You Might See​

While less common, you must be aware of taxes the S-corp itself might owe.

• Built-in Gains (BIG) Tax: If you converted your business from a C-corp to an S-corp, you face a 5-year recognition period. If you sell appreciated assets that the company held during its C-corp days within this window, the S-corp itself will owe a corporate-rate tax on those gains. This is calculated on Schedule D of Form 1120-S.
• Excess Net Passive Income Tax: This applies if your S-corp has accumulated earnings & profits (AE&P) from a prior life as a C-corp and its passive income (like rents, royalties, and interest) exceeds 25% of its gross receipts.
• Quarterly Estimates for These Taxes: If you expect the total of BIG tax, passive income tax, and certain other recapture taxes to be $500 or more, the S-corp must make quarterly estimated payments. For 2025, the calendar-year due dates are April 15, June 16, September 15, and December 15.

State & Local Gotchas 🗺️​

Never assume federal rules apply at the state or city level. Tax treatment varies widely.

• California: S-corps must pay an $800 minimum franchise tax each year, plus a 1.5% tax on net income.
• New York City: NYC does not recognize the S-corp election. A federal S-corp is generally subject to the full NYC General Corporation Tax.
• Elective Pass-Through Entity (PTE) Taxes: As a workaround to the federal $10,000 SALT deduction cap, many states now allow S-corps to elect to pay state income tax at the entity level. The rules are complex and shifting—talk to your CPA before making a PTE election.

What the Owners Pay​

As a shareholder, your personal tax picture is directly linked to the S-corp's performance.

• K-1 Income on Your 1040: You will report the income, losses, deductions, and credits passed through to you on your Schedule K-1 on your personal Form 1040.
• Quarterly Estimated Taxes: Since your K-1 income doesn't have taxes withheld, you will likely need to make personal quarterly estimated tax payments to the IRS using Form 1040-ES to avoid underpayment penalties.
• The QBI Deduction (Section 199A): Your pass-through income may qualify for the valuable Qualified Business Income (QBI) deduction, which can be up to 20% of your business income. At higher income levels, this deduction can be limited by the amount of W-2 wages the S-corp pays—making your "reasonable compensation" figure even more important.

Baseline Filing & Forms​

At a minimum, your annual compliance will include:

• Form 1120-S: The S-corporation income tax return.
• Schedule K-1: For each shareholder.
• Payroll Forms: Quarterly 941s, annual 940, and W-2s/W-3s for employees.
• Form 1099-NEC: For payments of $600 or more to most independent contractors.

Beancount: Map It So You Never Wonder “Where Did That Go?”​

A clear chart of accounts is essential for tracking these moving parts.

Starter Accounts​

Assets:Bank:Operating
Assets:PrepaidTax:Federal            ; For S-corp level estimated payments
Expenses:Payroll:Wages
Expenses:Payroll:Employer:SocialSecurity
Expenses:Payroll:Employer:Medicare
Expenses:Payroll:Employer:FUTA
Expenses:Tax:Federal:S-Corp          ; For BIG/passive income tax expense
Liabilities:Payroll:Withholding:{Federal,SocialSecurity,Medicare}
Equity:Distributions

Transaction Examples​

Run Payroll (Company side + withholdings)

2025-02-28 * "Payroll - February"
  Assets:Bank:Operating                        -10350.00 USD
  Expenses:Payroll:Wages                         12500.00 USD
  Expenses:Payroll:Employer:SocialSecurity         775.00 USD
  Expenses:Payroll:Employer:Medicare               181.25 USD
  Liabilities:Payroll:Withholding:Federal        -3000.00 USD
  Liabilities:Payroll:Withholding:SocialSecurity  -775.00 USD
  Liabilities:Payroll:Withholding:Medicare        -181.25 USD

Owner Distribution (Non-wage)

2025-03-10 * "Shareholder distribution"
  Assets:Bank:Operating                         -5000.00 USD
  Equity:Distributions                           5000.00 USD

Corporate-Level Estimated Tax (If applicable)

2025-04-15 * "1120-S entity-level estimate (BIG/passive tax)"
  Assets:Bank:Operating                         -1200.00 USD
  Assets:PrepaidTax:Federal                      1200.00 USD

Marking Key Filing Dates

2026-03-15 note "E-filed 2025 Form 1120-S; furnished K-1s to all shareholders."

Sanity Checks (bean-query)​

Use queries to ensure your records are sound.

Wages vs. Distributions YTD (Reasonable Comp Reality Check)

SELECT account, SUM(position)
WHERE (account ~ "Expenses:Payroll:Wages" OR account ~ "Equity:Distributions")
  AND year = 2025
GROUP BY account;

Did We Record the K-1 Handoff?

SELECT date, narration WHERE narration ~ "K-1";

Practical Tips (So the IRS Doesn’t Call) ✅​

1. Document "Reasonable Compensation." Keep a simple memo with your job duties, time allocation, and links to market salary data. Pay this amount via formal W-2 payroll.
2. Separate Wages and Distributions Cleanly. Never mix them. Your Beancount ledger should make the distinction obvious.
3. Watch State Rules. Be aware of minimum taxes (like in CA) or S-corp non-recognition (like in NYC).
4. Revisit Estimates. If your income changes significantly mid-year, adjust both your personal 1040-ES and any S-corp level estimated payments.

This guide provides general information, not tax advice. Every business situation is different. Always consult with a qualified CPA for guidance specific to your circumstances.

Filing taxes for your S-corporation involves a few key deadlines that you can't afford to miss. Staying on top of them prevents costly penalties and keeps your financial records clean. Here’s the short, accountant-friendly version of what to file, when it’s due, what happens if you’re late—and how to keep it all tidy in your Beancount ledger.

The Big Dates (for Calendar-Year S-Corps) 🗓️​

For most S-corps operating on a standard calendar year, there are two primary dates to remember for your annual tax return, Form 1120-S.

• Return Due Date: The deadline to file is Monday, March 17, 2025. The official due date is always the 15th day of the 3rd month after the tax year ends (March 15), but because that date falls on a Saturday in 2025, the IRS "next business day" rule pushes the deadline to Monday.
• If You Need More Time: You can get an automatic 6-month extension by filing Form 7004 on or before the original March 17 deadline. This moves your filing due date to September 15, 2025. Remember, this is an extension to file, not an extension to pay any taxes owed.

Note for other filers: If you use a fiscal year, your return is due by the 15th day of the 3rd month after your tax year concludes. If your S-corp was dissolved, the final return is generally due by the 15th day of the 3rd month after the dissolution date.

What You Must Send to Shareholders​

A core responsibility of an S-corp is to report each shareholder's portion of the company's income, deductions, and credits.

You must furnish a Schedule K-1 to every shareholder by the same day your Form 1120-S is due. This applies whether you file by the original deadline or an extended one. The K-1 provides the information shareholders need to file their personal tax returns.

Penalties You Actually Care About​

The IRS imposes significant penalties for failing to file on time, so it pays to be punctual.

• Late 1120-S: The penalty is $245 per month (or part of a month) for each shareholder**, for up to 12 months. If your 2024 return (filed in 2025) is **60 or more days late**, the minimum penalty increases to the smaller of the tax due or **$510.
• Late/Incorrect K-1s: Failing to furnish correct K-1s on time carries a penalty of $330 per schedule. If the failure is due to intentional disregard, the penalty can double or be 10% of the amounts required to be reported, whichever is greater.
• Failure to Pay: Even if you file an extension with Form 7004, interest accrues on any tax due from the original March deadline. While most S-corps don't owe federal income tax, some can face corporate-level taxes in special situations.

If you get hit with a penalty, don't just pay it immediately. Check the IRS’s options for administrative penalty relief, such as first-time abatement or showing you had reasonable cause for the delay.

Corporate-Level Estimated Taxes (Edge Cases)​

While S-corps are pass-through entities, they can sometimes owe entity-level taxes on things like built-in gains or excess net passive income. If your S-corp is expected to owe more than $500 for these taxes, you must make quarterly estimated tax payments.

For the 2025 calendar year, these installments are due on:

• April 15, 2025
• June 16, 2025 (June 15 is a Sunday)
• September 15, 2025
• December 15, 2025

Payments should be made through the Electronic Federal Tax Payment System (EFTPS).

Beancount Setup: Keep Filings and Payments Obvious​

Use your ledger to create a clear audit trail of your tax compliance activities.

Starter Accounts​

Assets:Bank:Operating
Assets:PrepaidTax:Federal      ; For extension/estimate payments
Expenses:Tax:Federal:S-Corp    ; For corporate-level tax owed
Liabilities:Tax:Federal:Payable
Equity:Distributions
Income:Sales

Mark the Filing and K-1 Handoff​

Use note transactions to timestamp key compliance actions.

2025-03-10 note "Prepared 2024 Form 1120-S; K-1s ready for distribution."
2025-03-17 note "E-filed 2024 Form 1120-S; furnished all shareholder K-1s."

Recording an Extension​

If you file for an extension without a payment (the common case):

2025-03-17 note "Filed Form 7004 to extend 2024 1120-S to 2025-09-15."

If you make an estimated payment with your extension (rare for S-corps):

2025-03-17 * "2024 1120-S extension payment (estimate)"
  Assets:Bank:Operating      -2000 USD
  Assets:PrepaidTax:Federal   2000 USD

Recording a Final Tax Payment​

If you end up owing corporate-level tax when you file:

2025-09-15 * "Settle 2024 S-corp tax due with return"
  Assets:PrepaidTax:Federal      -2000 USD
  Expenses:Tax:Federal:S-Corp     2000 USD

Useful bean-query Checks​

Verify your actions with simple queries.

• Confirm you recorded the K-1 handoff:

  SELECT date, narration WHERE narration ~ "K-1s";
  

• See all federal tax cash movements this year:

  SELECT SUM(position) WHERE account ~ "Tax:Federal|PrepaidTax:Federal" AND year = 2025;
  

Quick Checklist ✅​

• Put March 17, 2025, on your calendar to file Form 1120-S, or file Form 7004 by that date to get an extension.
• Furnish Schedule K-1s to all shareholders by the same day you file your return (original or extended).
• If applicable, schedule quarterly estimated payments for any corporate-level taxes.
• Take deadlines seriously to avoid penalties, but seek penalty relief if something unavoidable slips through.

This guide provides general information and is not a substitute for professional tax advice. Consult with a qualified CPA to address your specific financial situation.