#self-employment
Self-Employment
Learn about self-employment taxes, LLC owner compensation, and freelancer financial management
You Can Lose the Hobby-Loss Case and Still Beat the Penalty
In Schumacher v. Commissioner, the Tax Court ruled an 18-year money-losing quarter horse operation a hobby under Section 183 and disallowed $191,179 in deductions — yet waived the full $33,520 accuracy-related penalty because the couple reasonably relied on their enrolled agent of 20 years. How the reasonable-cause defense works, and what side-business owners should document.
Converting Personal Property to Business Use: Why Your Depreciable Basis Is Lower Than You Think
When you convert personal property to business use, IRS rules set your depreciable basis at the lower of adjusted cost or fair market value on the conversion date — and converted assets are ineligible for Section 179, though bonus depreciation and MACRS still apply.
A Divorce Mediator's Guide to Bookkeeping: Retainers, Referrals, and the Home-Office Deduction
Divorce mediators should book retainers as a liability until sessions are billed, claim the home-office deduction on genuinely low overhead, and track referral relationships with attorneys and therapists as a real marketing channel.
Bookkeeping for Freelance Translators and Interpreters: Rates, Rush Fees, and Currency Spread
A freelance translator invoicing €450 can receive as little as $431 due to a 3%-4% PayPal exchange-rate markup that never appears as a labeled fee, which is why translators and interpreters need to log invoiced and received amounts as separate figures and post the difference to a dedicated Bank & FX fees expense category.
Home Inspection Business Bookkeeping: E&O Insurance, Schedule C, and Job Costing
Home inspectors average one liability claim over a career and pay roughly $989/year for E&O insurance, so amortizing that premium per job and tracking mileage, report-writing time, and licensing renewals on Schedule C is what separates a profitable inspection business from one guessing at its margins.
The OBBBA's Gambling Loss Cap Means You Can Owe Tax on Money You Never Actually Won
Starting in tax year 2026, the OBBBA caps gambling loss deductions at 90% of winnings, meaning gamblers and gaming-adjacent businesses can owe tax on breakeven or even losing years, prompting three bipartisan repeal bills in Congress.
Bookkeeping for Private Music Lesson Studios: Prepaid Packages, Instrument Depreciation, and Travel Costs
Prepaid lesson packages are a liability, not income, until each lesson is taught. This guide covers deferred revenue for tuition bundles, depreciating instruments over $2,500 with Section 179 and Form 4562, deducting in-home lesson mileage, and a chart of accounts built for private music studios.
Professional Organizer Bookkeeping: Package Pricing, Client Property Liability, and Why the Donation Deduction Isn't Yours
A bookkeeping guide for professional organizers covering how to book package deposits and maintenance retainers as unearned revenue, the insurance clients expect (general liability, E&O, workers' comp — roughly $1,500–$3,000/year), why the Goodwill donation deduction belongs to the client rather than the organizer, and when a day helper must be classified W-2 instead of 1099.
Sneaker Resale Bookkeeping: Cost Basis, Cop-and-Flip Inventory Tracking, and Why StockX/GOAT 1099-Ks Rarely Match Your Actual Profit
A 1099-K from StockX or GOAT reports gross payments, not profit. Here's how sneaker resellers track per-pair cost basis, apply FIFO to cop-and-flip inventory, deduct platform fees that run 10-12% per sale, and meet the restored $20,000/200-transaction reporting threshold with clean books.
Freelance Personal Stylist and Wardrobe Consultant Taxes: A Bookkeeping Guide
Client wardrobe advances are pass-through funds, not revenue — the bookkeeping distinction that determines whether a freelance stylist's books reconcile. Covers Schedule C, why work clothing is almost never deductible, the home-office exclusivity test, sales tax on markup resale, 1099-NEC vs 1099-K, and a minimal chart of accounts.
How to Start a Bookkeeping Business in 2026: Certifications, Costs, Pricing, and Your First Clients
A solo bookkeeper with 15–20 clients on $300–$500 monthly retainers can earn $54,000–$120,000 a year, often with under $3,000 in startup costs. This guide covers certification tiers (free QuickBooks/Xero, NACPB CPB at $80–$100, AIPB CB at $479–$574), a realistic startup budget, 2026 retainer benchmarks by client size, niche selection, and the client-acquisition channels that work for new practices.
Boat Rental Bookkeeping: Boatsetter, GetMyBoat, and the Schedule C/Schedule E Split
Boatsetter and GetMyBoat report gross transaction volume on Form 1099-K, not your net payout, so record the full charter price as revenue and the platform commission as a separate expense — and track bareboat versus captained bookings separately, since adding a captain shifts income from Schedule E to Schedule C self-employment tax.