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Tax

Tax strategies, planning, and compliance for individuals and businesses

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Cat Food, Body Oil, and Stage Costumes: Weird Tax Stories Every Business Owner Should Know
·mike

Cat Food, Body Oil, and Stage Costumes: Weird Tax Stories Every Business Owner Should Know

A walk through five tax-court rulings — Seacat's cat food, Wheir's body oil, ABBA's costumes, the Hess implants case, and Capone-style evasion — and the documentation, commingling, and "ordinary and necessary" rules they expose for small business owners.

tax
tax-deductions
tax-compliance
Stimulus Checks and Tax Debt: What Happens If You Owe the IRS
·mike

Stimulus Checks and Tax Debt: What Happens If You Owe the IRS

Direct stimulus payments were protected from IRS tax debt offsets, but Recovery Rebate Credits claimed on tax returns followed normal refund offset rules. Here's how owing back taxes affected each of the three rounds of economic impact payments and what options remain for resolving outstanding IRS balances.

tax
tax-compliance
personal-finance
Tax Resolution Demystified: How to Settle IRS Debt Without Falling for Scams
·mike

Tax Resolution Demystified: How to Settle IRS Debt Without Falling for Scams

A 2026 guide to the five legitimate IRS resolution programs—installment agreements, Offer in Compromise, Currently Not Collectible status, penalty abatement, and innocent spouse relief—plus the warning signs of OIC mill scams and the step-by-step process from a CP14 notice to a working agreement.

tax
tax-compliance
debt-management
TCJA and OBBBA Explained: A Small Business Owner's Tax Guide for 2026
·mike

TCJA and OBBBA Explained: A Small Business Owner's Tax Guide for 2026

The OBBBA made the QBI deduction permanent and raised it to 23% in 2026, expanded SALT to $40,000 through 2029, and lifted the estate exemption to $15 million. Here is how small business owners running pass-through entities, S corps, and LLCs should plan around it.

tax
tax-planning
tax-deductions
Engaged in a Trade or Business: The IRS Test That Decides Your Tax Bill in 2026
·mike

Engaged in a Trade or Business: The IRS Test That Decides Your Tax Bill in 2026

The IRS uses a nine-factor test under Section 183 to decide whether your side income is a business or a hobby. After the OBBBA took effect in 2026, hobbyists report income in full but can deduct no expenses against it — making the classification more consequential than ever.

tax
tax-compliance
self-employment
Form 1120-W and C Corporation Estimated Taxes: The Complete 2026 Guide
·mike

Form 1120-W and C Corporation Estimated Taxes: The Complete 2026 Guide

Form 1120-W was retired after 2022, but C corporations expecting to owe more than $500 in federal tax must still make quarterly estimated payments. This guide covers the 2026 due dates, the 21% rate calculation, the two safe harbors, the $1 million large-corporation trap, the annualized income installment method, and the EFTPS-only payment requirement.

tax
c-corp
tax-compliance
Form W-9 Demystified: The 2026 Guide for Freelancers, Contractors, and Small Businesses
·mike

Form W-9 Demystified: The 2026 Guide for Freelancers, Contractors, and Small Businesses

Form W-9 collects your taxpayer ID so payers can issue accurate 1099s. The 2026 OBBBA raised the reporting threshold from $600 to $2,000, and the IRS released a revised form. This guide explains the line-by-line mechanics, the single-member LLC mistake that triggers backup withholding, and the recordkeeping habits that keep January boring.

tax
tax-compliance
freelance
How to Pay Off IRS Tax Debt: 6 Options to Settle What You Owe
·mike

How to Pay Off IRS Tax Debt: 6 Options to Settle What You Owe

Six IRS-approved paths to clear back taxes — short-term plans, 72-month installment agreements, penalty abatement, Offer in Compromise, and Currently Not Collectible status — with eligibility, fees, and when to use each.

tax
tax-compliance
tax-planning
IRS Form 1099-MISC: The Complete Guide to Reporting Miscellaneous Payments in 2026
·mike

IRS Form 1099-MISC: The Complete Guide to Reporting Miscellaneous Payments in 2026

Form 1099-MISC reports rent, royalties, prizes, and attorney settlements. Under the One Big Beautiful Bill Act, the 2026 reporting threshold jumps from $600 to $2,000. This guide breaks down which box to use, the filing calendar, and the penalty tiers that turn small mistakes into thousands of dollars.

tax
tax-compliance
irs-reporting
IRS Form 433-D Explained: How to Set Up a Direct Debit Installment Agreement and Stop the Late Notices
·mike

IRS Form 433-D Explained: How to Set Up a Direct Debit Installment Agreement and Stop the Late Notices

Form 433-D authorizes a Direct Debit Installment Agreement (DDIA) with the IRS — $31 setup online with direct debit versus $130 without, automatic monthly payments, and a reduced 0.25% failure-to-pay penalty. A walkthrough of who needs the form, how to complete each section, and how it differs from Forms 9465, 433-A, and 433-F.

tax
tax-compliance
payments
IRS Penalties Explained: Every Type, Rate, and Way to Get Relief in 2026
·mike

IRS Penalties Explained: Every Type, Rate, and Way to Get Relief in 2026

A 2026 guide to the six most common IRS penalties—their rates, calculations, and the three relief paths that can reduce or remove them, including the newly automatic First-Time Abatement.

tax
tax-compliance
irs-requirements
What Is the LLC Tax Rate? A Complete Guide to How LLCs Are Actually Taxed
·mike

What Is the LLC Tax Rate? A Complete Guide to How LLCs Are Actually Taxed

An LLC has no federal tax classification of its own — it borrows the rules of a sole proprietorship, partnership, S corporation, or C corporation. This 2026 guide breaks down every regime, the actual rates that apply, the income thresholds where the S-corp election starts paying off, and the state and self-employment tax layers that determine your real effective LLC tax rate.

llc
tax
s-corp
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