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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 21 of 89, newest first.

Small Business & Bookkeeping

Built-In Gains Tax for S-Corps: How IRC 1374 Applies When Converting from C-Corp

When a C-Corporation elects S-Corporation status, the Built-In Gains (BIG) tax under IRC 1374 imposes a corporate-level tax on any appreciation.

Sep 5, 2026
Small Business & Bookkeeping

Business Bad Debt Deduction: When and How to Write Off Uncollectible Debts

Business bad debts are deductible as ordinary losses under IRC 166. Cash-basis taxpayers can only deduct bad debts they previously included in income.

Sep 5, 2026
Small Business & Bookkeeping

Business Bank Account: Why Separate Accounts Matter for Tax Compliance and Liability Protection

A separate business bank account simplifies bookkeeping, strengthens audit defense, protects LLC liability shielding, and makes tax preparation faster.

Sep 5, 2026
CFO & Advisory

Tax Implications of Business Bankruptcy and Debt Cancellation

Canceled business debt is generally taxable income under IRC 61(a)(12), but the insolvency exclusion under IRC 108 can eliminate the tax.

Sep 5, 2026
Tax Planning

Business Credit Card Tax Rules: Rewards, Interest, and Deductions

Business credit card interest is deductible if the card is used exclusively for business. Business credit card tax rules: Interest deductibility: - Credit.

Sep 5, 2026
Small Business & Bookkeeping

Business Credit Card Expenses: What Is Deductible and How to Handle Rewards Points

Business credit card tax rules: 1. The purchase is the deduction, not the payment: For cash-basis taxpayers, the expense.

Sep 5, 2026
Small Business & Bookkeeping

Business Credit Card Tax Rules: Deductions, Rewards, and Separating Personal from Business

Business credit card expenses are deductible when charged for legitimate business purposes. Business credit card tax rules.

Sep 5, 2026
Small Business & Bookkeeping

Separating Business and Personal Finances: Bank Accounts, Credit Cards, and the IRS Commingling Risk

Separating business and personal finances protects your deductions and limits IRS audit exposure. How commingling creates problems for businesses.

Sep 5, 2026
Small Business & Bookkeeping

Documenting Profit Motive: The Records That Protect Your Business from Hobby Classification

Documentation that supports each of the 9 factors: 1. Manner of conducting the activity: - Separate business bank account.

Sep 5, 2026
Small Business & Bookkeeping

Business Insurance Tax Deductions: GL, Professional Liability, Workers' Comp, and Commercial Auto

All ordinary and necessary business insurance premiums are deductible. Business insurance premiums are deductible as ordinary and necessary business.

Sep 5, 2026
Small Business & Bookkeeping

Tax Treatment of Business Insurance Proceeds: Casualty Gains, Business Interruption, and Involuntary Conversions

Business insurance proceeds are taxable to the extent they exceed the adjusted basis of the property destroyed or damaged.

Sep 5, 2026
Small Business & Bookkeeping

Business Insurance Tax Deductions: What's Deductible and What's Not

General liability, professional liability, commercial auto, workers' comp, and business property insurance are deductible business expenses.

Sep 5, 2026
Small Business & Bookkeeping

Tax Deductions for Business Insurance: GL, E&O, Workers' Comp, and More

All ordinary and necessary business insurance premiums are deductible under IRC 162. Deductible business insurance premiums: Always deductible.

Sep 5, 2026
Small Business & Bookkeeping

Business Meals Documentation: The IRS Requirements for the 50% Deduction

Business meals are 50% deductible if the meal has a clear business purpose and is properly documented. What is 50% deductible: - Meals with clients.

Sep 5, 2026
Small Business & Bookkeeping

Business Meals Documentation: The 5 Elements Required by IRC 274(d) and Common Mistakes

The 50% business meals deduction requires contemporaneous documentation of 5 elements: amount, date, place, business purpose, and business relationship.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Relocating Your Business: Deductions, State Tax Changes, and Moving Costs

Relocating a business triggers multiple tax considerations: moving expenses are generally deductible as ordinary business expenses under IRC 162 (though.

Sep 5, 2026
Small Business & Bookkeeping

Changing Your Business Structure After Marriage: Filing Status, QBI, and Community Property

Tax changes after marriage for business owners: 1. Filing status: MFJ nearly always produces a lower total tax than MFS.

Sep 5, 2026
CFO & Advisory

Buy-Sell Agreements: Protecting Business Continuity and Setting the Tax Value

A buy-sell agreement controls what happens to a business interest when an owner dies, becomes disabled, retires, or wants to sell.

Sep 5, 2026
CFO & Advisory

Business Succession Planning and Exit Strategies: Tax Implications of Selling, Gifting, and Transferring a Business

Selling, gifting, or transferring a business triggers capital gains, gift tax, and installment sale rules. How each exit strategy gets taxed.

Sep 5, 2026
CFO & Advisory

Business Succession Planning: Tax Strategies for Transferring Ownership

Business succession planning involves transferring ownership to family, partners, or a third-party buyer while minimizing estate, gift, and income taxes.

Sep 5, 2026
CFO & Advisory

Business Succession Planning: Tax-Efficient Exit Strategies for Owners

Business succession planning is the process of structuring the transfer of business ownership in the most tax-efficient manner possible.

Sep 5, 2026
CFO & Advisory

Business Succession Planning: Tax Strategies for Transferring Ownership to Family or Buyers

Business succession planning involves transferring ownership while minimizing transfer taxes (gift tax, estate tax, capital gains tax).

Sep 5, 2026
Tax Planning

Business Tax Credits You May Be Missing: WOTC, Disabled Access, Small Employer Health, and Energy Credits

Tax credits are more valuable than deductions because they reduce tax dollar-for-dollar rather than just reducing taxable income.

Sep 5, 2026
Small Business & Bookkeeping

Business Travel Deductions: What Qualifies, Documentation Requirements, and Common Mistakes

Business travel is deductible when the taxpayer travels away from their tax home overnight for business purposes. Includes IRS rules, documentation.

Sep 5, 2026