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Guides · Small Business & Bookkeeping

Small Business & Bookkeeping guides

493 plain-English guides on small business & bookkeeping, each one ending in what to do next.

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Small Business & Bookkeeping

Accumulated Earnings Tax (IRC 531): When Retaining Too Much Profit in a C-Corp Costs You

The accumulated earnings tax under IRC 531 imposes a 20% penalty tax on C-Corporations that retain earnings beyond the reasonable needs of the business.

Sep 5, 2026
Small Business & Bookkeeping

Accumulated Earnings Tax: When Retaining Profits in a C-Corp Triggers a 20% Penalty

The accumulated earnings tax (AET) under IRC 531-537 is a 20% penalty tax on C-Corporations that accumulate earnings beyond the reasonable needs.

Sep 5, 2026
Small Business & Bookkeeping

Excess Business Loss Limitation: How IRC 461(l) Caps Your Business Loss Deduction

IRC 461(l) limits the amount of business losses that non-corporate taxpayers can deduct against non-business income to $305,000 (single) or $610,000 (MFJ).

Sep 5, 2026
Small Business & Bookkeeping

Amended Tax Returns (Form 1040-X): When and How to Fix a Mistake

File Form 1040-X to correct errors on a filed return within 3 years of filing or 2 years of paying the tax, whichever is later.

Sep 5, 2026
Small Business & Bookkeeping

Amending Your Tax Return: Form 1040-X Timing, Strategy, and When It Actually Makes Sense

Form 1040-X allows taxpayers to amend previously filed returns within 3 years of the original filing date (or 2 years from the date tax was paid.

Sep 5, 2026
Small Business & Bookkeeping

Annualized Installment Method: How to Avoid Estimated Tax Penalties With Irregular Income

Business owners with seasonal or irregular income can use the annualized installment method (Form 2210 Schedule AI) to calculate estimated tax payments.

Sep 5, 2026
Small Business & Bookkeeping

Assignment of Income Doctrine: Why You Cannot Shift Business Income to a Lower-Bracket Family Member

The assignment of income doctrine prevents a taxpayer from avoiding taxes by directing income they have earned to another person or entity.

Sep 5, 2026
Small Business & Bookkeeping

At-Risk Rules (IRC 465): How Much of Your Business Loss You Can Actually Deduct

The at-risk rules under IRC 465 limit a taxpayer's deductible losses from a business activity to the amount they have 'at risk' in that activity.

Sep 5, 2026
Small Business & Bookkeeping

IRS Audit Red Flags for Small Businesses: What Triggers an Audit and How to Prevent It

The IRS audits approximately 0.4% of individual returns but targets specific patterns: high Schedule C deductions relative to income.

Sep 5, 2026
Small Business & Bookkeeping

IRS Audit Triggers: The Red Flags That Increase Your Audit Risk and How to Prevent Them

The overall individual audit rate is approximately 0.4%, but certain factors dramatically increase the odds: high Schedule C income with large deductions.

Sep 5, 2026
Small Business & Bookkeeping

Schedule C Audit Triggers: What the IRS Looks For in Small Business Returns

Certain patterns on Schedule C increase the likelihood of an IRS audit: high deductions relative to income, cash-intensive businesses, consistent losses.

Sep 5, 2026
Small Business & Bookkeeping

IRS Audit Triggers: Schedule C Red Flags for Small Business Owners

Schedule C is the most-audited form on a personal return. Common triggers: reporting a loss (especially multiple years in a row).

Sep 5, 2026
Small Business & Bookkeeping

The Augusta Rule: Renting Your Home to Your Business for 14 Days Tax-Free (IRC 280A(g))

IRC 280A(g) allows homeowners to rent their home for up to 14 days per year without reporting the rental income. Augusta Rule mechanics: 1.

Sep 5, 2026
Small Business & Bookkeeping

Vehicle Expense Deductions for Small Businesses: Standard Mileage vs Actual Expenses

The standard mileage rate for 2025 is 70 cents per mile. The actual expense method deducts fuel, insurance, repairs, depreciation, and registration.

Sep 5, 2026
Small Business & Bookkeeping

Backup Withholding and Form W-9: When You Must Withhold 24% from Contractor Payments

If a contractor doesn't give you a valid TIN on Form W-9, you must withhold 24% of every payment as backup withholding and report it to the IRS on Form 945.

Sep 5, 2026
Small Business & Bookkeeping

Backup Withholding (IRC 3406): When and Why the IRS Withholds 24% From Your Payments

Backup withholding under IRC 3406 requires payers to withhold 24% of certain payments (interest, dividends, rents, royalties, commissions.

Sep 5, 2026
Small Business & Bookkeeping

Business Bad Debt Deduction: Writing Off Unpaid Invoices (IRC 166)

A business bad debt is deductible when the amount owed becomes uncollectible. Accrual-basis businesses deduct bad debts; cash-basis businesses.

Sep 5, 2026
Small Business & Bookkeeping

Tax Rules for Bartering: Reporting Barter Income, Fair Market Value, and Common Mistakes

Bartered services and goods are fully taxable at fair market value. How to report barter income, handle 1099-B from exchanges, and avoid mistakes.

Sep 5, 2026
Small Business & Bookkeeping

Bartering Tax Rules for Small Businesses: FMV Reporting, 1099-B, and Barter Exchanges

The IRS taxes bartering at fair market value. If you trade services worth $5,000 for goods worth $5,000, you each report $5,000 in income.

Sep 5, 2026
Small Business & Bookkeeping

Bartering and Trade: Why Exchanging Services Is Taxable and How to Report It

Bartering (exchanging goods or services without cash) creates taxable income equal to the fair market value of what is received.

Sep 5, 2026
Small Business & Bookkeeping

Bartering and Trade Exchanges: How Bartered Services Are Taxed for Small Businesses

Bartering is taxable income at fair market value even when no cash changes hands. How trade exchanges, 1099-B reporting, and SE tax apply.

Sep 5, 2026
Small Business & Bookkeeping

Below-Market Loans and Business Interest Rules: IRC 7872 and the AFR Requirement

Loans at interest below the Applicable Federal Rate trigger IRC 7872 imputed interest, taxed as a dividend, wages, or a gift depending on who lends to whom.

Sep 5, 2026
Small Business & Bookkeeping

Beneficial Ownership Information (BOI) Reporting: FinCEN Requirements for Small Businesses

The Corporate Transparency Act requires most LLCs and corporations to report their beneficial owners to FinCEN. BOI reporting requirements: 1.

Sep 5, 2026
Small Business & Bookkeeping

Bonus Depreciation vs. Section 179: When to Use Each and How They Interact

Both bonus depreciation and Section 179 allow full expensing of asset purchases, but they have different limitations, requirements, and use cases.

Sep 5, 2026