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Tax Guides

Tax Guides

Tax guides, deductions, and compliance for freelancers and small businesses across US, UK, Canada, and Australia.

All Tax Guides AI & Technology Bookkeeping & Accounting Cash Flow Expense Tracking How to Find Receipts Mileage & Vehicle Expenses Product Updates Receipts & Record Keeping Software & Tools

OBBBA 2026 US Tax & IRS US Tax Deductions

Business Startup Costs: How the Section 195 Deduction Works

Business Startup Costs: How the Section 195 Deduction Works

The money you spend getting a business ready to open is not deductible the way normal expenses are. Section 195 lets you write off up to $5,000 the first year and amortize the rest over 15 years. Here is exactly how the deduction, the phaseout, and the timing work.

Sep 4, 2026·11 min read

Business Tax Extension: Deadlines, Forms, and the Pay Rule

Business Tax Extension: Deadlines, Forms, and the Pay Rule

A business tax extension buys six more months to file, not six more months to pay. This guide lays out the 2026 IRS deadlines entity by entity, which form each business uses (7004 or 4868), how the estimate-and-pay rule works, and what missing the date costs.

Sep 2, 2026·10 min read

Solo 401(k) Contribution Limits 2026: The Two-Hats Math

Solo 401(k) Contribution Limits 2026: The Two-Hats Math

A solo 401(k) lets you contribute as both employee and employer. For 2026 that stacks a $24,500 elective deferral on the 20%-of-net-earnings employer share, up to the $72,000 cap. See the arithmetic for a sole proprietor and an S-corp owner.

Sep 1, 2026·10 min read

Accountable Plan: Reimburse Yourself Tax-Free From an S Corp

Accountable Plan: Reimburse Yourself Tax-Free From an S Corp

An accountable plan is how a corporation reimburses its owner or employees for business costs without the payment becoming taxable wages. For a one-owner S corporation it is the only route left to pull home office, phone, and mileage out of the business tax-free. Here are the IRS rules.

Aug 31, 2026·11 min read

Estimated Tax Penalty: How Form 2210 Computes What You Owe

Estimated Tax Penalty: How Form 2210 Computes What You Owe

The estimated tax penalty is daily-compounded interest at the IRS underpayment rate, charged on each installment you paid late. This guide shows how Form 2210 figures the number, why the IRS usually computes it for you, and the three ways to reduce or erase it.

Aug 28, 2026·11 min read

Form 1099-K in 2026: The Real Threshold and 6 Myths

Form 1099-K in 2026: The Real Threshold and 6 Myths

For 2025 and 2026 the federal 1099-K floor is back to over $20,000 and 200 transactions, after the One Big Beautiful Bill reversed the $600 threshold. This guide corrects the six costliest 1099-K myths against the IRS, from taxing a friend's repayment to copying Box 1a onto Schedule C.

Aug 27, 2026·10 min read

Net Operating Loss Rules for the Self-Employed (2026)

Net Operating Loss Rules for the Self-Employed (2026)

When a sole proprietor's business deductions exceed all their income, the leftover can become a net operating loss that carries into future years. Here's how to figure an NOL for 2026, the excess-business-loss limit, the no-carryback and 80% rules, and how to claim it on Form 172.

Aug 24, 2026·11 min read

The Self-Employed Health Insurance Deduction, Explained

The Self-Employed Health Insurance Deduction, Explained

The self-employed health insurance deduction writes off your medical, dental, and long-term care premiums above the line on Schedule 1, not on Schedule C. This guide covers the net-profit cap, the month-by-month employer-plan test, and why it never lowers your self-employment tax.

Aug 23, 2026·10 min read

Backup Withholding: The 24% Rule and How to Stop It

Backup Withholding: The 24% Rule and How to Stop It

Backup withholding is a flat 24% the IRS makes a payer hold from your 1099 payments when your taxpayer ID is missing or wrong. This guide covers the payments it hits, the four triggers, how to stop it and get the money back, and the CP2100-to-Form-945 timeline if you pay contractors.

Aug 22, 2026·11 min read

S Corp Reasonable Salary: How to Set One That Survives Audit

S Corp Reasonable Salary: How to Set One That Survives Audit

An S corporation owner who works in the business must pay themselves a reasonable salary before taking tax-advantaged distributions. There is no IRS percentage rule. This guide walks the nine factors, a worked example, the Watson case, and what a lowball salary costs on audit.

Aug 18, 2026·11 min read

Depreciation Recapture: The Tax When You Sell a Business Asset

Depreciation Recapture: The Tax When You Sell a Business Asset

Selling a fully written-off truck or machine can produce a surprise tax bill: the gain is taxed as ordinary income up to the depreciation you claimed, not at the lower capital-gains rate. Here's how Section 1245 and 1250 recapture work on Form 4797, plus the Section 179 business-use trap.

Aug 17, 2026·11 min read

The Augusta Rule: Rent Your Home to Your Business

The Augusta Rule: Rent Your Home to Your Business

The Augusta Rule (IRC Section 280A(g)) lets a homeowner rent their residence to their business for up to 14 days a year and exclude the income entirely. Here's who can actually use it, the fair-market-rent standard the Tax Court enforces, and the records that keep the deduction.

Aug 16, 2026·10 min read

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