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Guides

Straight answers, written by the CPA who’d file it.

2,121 plain-English guides on cross-border moves, US and Canadian returns, and small-business money. Each one ends in what to do next, and says when a written Diagnostic is the smarter first step.

All Cross-BorderUS TaxCanadian TaxSmall Business & BookkeepingCFO & AdvisoryTax Planning

Page 20 of 89, newest first.

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

The IRS keeps its audit scoring formulas secret, but some Schedule C patterns draw questions: repeated losses, deductions out of line with income, and thin records.

Sep 5, 2026
Small Business & Bookkeeping

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

Common Schedule C audit triggers: losses year after year, deductions out of line with income, cash businesses, 100% vehicle use, and records that can't back up the numbers.

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
Tax Planning

Backdoor Roth IRA for Business Owners: Step-by-Step Process and the Pro Rata Rule Trap

High-income business owners can use the backdoor Roth IRA strategy to contribute to a Roth IRA regardless of income. Covers key rules, filing.

Sep 5, 2026
Tax Planning

Backdoor Roth IRA for High-Income Business Owners

High-income business owners blocked from direct Roth contributions can use the backdoor Roth IRA. Step-by-step mechanics and the pro-rata trap.

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
CFO & Advisory

Tax Implications of Business Bankruptcy: Chapter 7 Liquidation vs. Chapter 11 Reorganization

Business bankruptcy creates significant tax consequences that differ based on the chapter filed. Business bankruptcy triggers a complex set of tax.

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

IRC 7872: Below-Market Loan Rules and the AFR

IRC 7872 treats a loan below the applicable federal rate as if interest were charged: a gift, wages or a dividend plus interest, depending on who lends. Exceptions and examples.

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
Small Business & Bookkeeping

Bonus Depreciation vs. Section 179: Which Should Your Business Use?

Both Section 179 and 100% bonus depreciation allow full first-year deduction of asset costs, but they differ in loss treatment, income limits.

Sep 5, 2026
Small Business & Bookkeeping

Small Business Bookkeeping Basics: Chart of Accounts, Categories, and Tax-Ready Records

Proper bookkeeping starts with a chart of accounts that matches IRS expense categories on Schedule C. Schedule C expense categories (the tax return drives.

Sep 5, 2026
Small Business & Bookkeeping

Bookkeeping Basics for Small Business Tax Reporting: What the IRS Actually Needs

The IRS requires adequate records to support income, expenses, and deductions. Minimum bookkeeping requirements for tax compliance: 1.

Sep 5, 2026
Small Business & Bookkeeping

Small Business Bookkeeping: The Deduction Categories Every Owner Needs to Track

Small business owners must track expenses in the correct categories to maximize deductions and prepare for tax filing. The Schedule C expense categories.

Sep 5, 2026
Small Business & Bookkeeping

DIY Bookkeeping vs. Professional: What Small Business Owners Need to Know

DIY bookkeeping with QuickBooks or Wave works for simple businesses under $200,000 in revenue with few transactions. When to DIY vs.

Sep 5, 2026
Small Business & Bookkeeping

Built-In Gains Tax (IRC 1374): Converting from C-Corp to S-Corp Without the Tax Trap

When a C-Corp converts to S-Corp status, any unrealized appreciation in the corporation's assets at the time of conversion is subject to the built-in.

Sep 5, 2026