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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.

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Page 29 of 89, newest first.

Small Business & Bookkeeping

Hobby Loss Audit Defense: What to Show the IRS

When the IRS says your side business is a hobby, records win the case: a separate account, a written plan, time logs and proof you changed course when you lost money.

Sep 5, 2026
Small Business & Bookkeeping

What Happens When the IRS Says Your Business Is a Hobby

If the IRS reclassifies your side business as a hobby, the income stays taxable, the losses no longer offset other income, and every open loss year can come back with penalties.

Sep 5, 2026
Small Business & Bookkeeping

How to Keep a Side Business From Being Treated as a Hobby

Running a side business at a loss? Set it up so it reads as a business before anyone asks: books, a plan, logged hours, pricing above cost, and a call on whether to file Form 5213.

Sep 5, 2026
Small Business & Bookkeeping

IRC 183: The Hobby Loss Rule and the 3-of-5 Year Presumption

IRC 183 is the hobby loss rule: an activity not engaged in for profit can't produce a deductible loss. Profit in 3 of 5 years (2 of 7 for horses) presumes a business.

Sep 5, 2026
Small Business & Bookkeeping

Hobby Loss Safe Harbor: The 3-of-5 Year Test and Form 5213

Profit in 3 of 5 years (2 of 7 for horses) presumes your activity is a business. Form 5213 lets a new activity wait out its first five years, and it's due within 3 years.

Sep 5, 2026
Small Business & Bookkeeping

Turning a Hobby Into a Business: When the Tax Treatment Changes and What to Do First

When a hobby starts generating consistent income, transitioning to a formal business structure unlocks deductions, retirement plan contributions.

Sep 5, 2026
Small Business & Bookkeeping

Hobby or Business? The IRS 9-Factor Profit Motive Test

The IRS decides hobby vs. business on nine factors in Treas. Reg. 1.183-2(b), from how you keep books to whether you enjoy it. No one factor decides the outcome.

Sep 5, 2026
Small Business & Bookkeeping

Home-Based Business Tax Deductions: Home Office, Storage, and Vehicle Rules

A home office converts otherwise non-deductible personal expenses (mortgage, rent, utilities) into business deductions. Home office deduction methods.

Sep 5, 2026
Small Business & Bookkeeping

Home Office Deduction: Simplified Method vs. Actual Expenses and How to Maximize Each

The home office deduction (IRC 280A) allows business owners who use part of their home regularly and exclusively for business to deduct a portion.

Sep 5, 2026
Small Business & Bookkeeping

Home Office Deduction: How to Make It Audit-Proof (Regular Method vs Simplified)

Home office deduction requirements (IRC 280A): The two tests (both must be met): 1. Regular use. The space must be used on a regular basis for business.

Sep 5, 2026
Small Business & Bookkeeping

Home Office Deduction: Complete Guide for Small Business Owners

The home office deduction requires exclusive and regular use of a dedicated space. Simplified method: $5/sq ft up to 300 sq ft ($1,500 max).

Sep 5, 2026
Small Business & Bookkeeping

Home Office Deduction: Simplified Method vs. Actual Expenses, Qualification Rules, and Audit Risk

The home office deduction requires exclusive and regular business use of a specific area. The simplified method offers $5/sq ft up to $1,500.

Sep 5, 2026
Small Business & Bookkeeping

Home Office Deduction for Small Business Owners: Regular vs Simplified Method

The home office deduction allows business owners to deduct expenses for the portion of their home used regularly and exclusively for business.

Sep 5, 2026
Small Business & Bookkeeping

Home Office Deduction: Simplified vs. Actual Method for Small Business Owners

The home office deduction is available to self-employed individuals who use a dedicated space regularly and exclusively for business.

Sep 5, 2026
Small Business & Bookkeeping

Simplified vs. Actual Home Office Deduction: Which Method Saves More?

The home office deduction is available to self-employed business owners who use a portion of their home regularly and exclusively for business.

Sep 5, 2026
Tax Planning

HSA Strategy for Small Business Owners: Triple Tax Advantage (2025)

An HSA paired with a high-deductible health plan offers triple tax savings: contributions are pre-tax, growth is tax-free.

Sep 5, 2026
Tax Planning

HSA for Business Owners: Triple Tax Advantage, Contribution Limits, and Investment Strategy

Health Savings Accounts (HSAs) offer a triple tax benefit: contributions are deductible, growth is tax-free, and qualified withdrawals are tax-free.

Sep 5, 2026
Tax Planning

Tax Planning for High-Income Years: Income Smoothing Strategies

A business owner earning $80,000 most years but $250,000 in one year pays more lifetime tax than one earning $120,000 every year.

Sep 5, 2026
Small Business & Bookkeeping

Independent Contractor Agreements: Tax Provisions Every Business Owner Should Include

A well-drafted independent contractor agreement protects the business from worker misclassification claims and clarifies tax obligations.

Sep 5, 2026
Small Business & Bookkeeping

Independent Contractor Tax Guide: Self-Employment Tax, Estimated Payments, and Deductions

The independent contractor tax picture: 1. Self-employment tax: 15.3% on net earnings. Self-employment tax: 15.3% on net.

Sep 5, 2026
Small Business & Bookkeeping

Independent Contractor vs. Employee: IRS Classification Rules for Small Businesses

Misclassifying an employee as a 1099 independent contractor creates significant liability: back employment taxes, penalties, interest.

Sep 5, 2026
Small Business & Bookkeeping

Independent Contractor vs. Employee: Tax Classification Rules

Misclassifying employees as independent contractors triggers back taxes, penalties, and interest. Worker classification is one of the highest-stakes.

Sep 5, 2026
Small Business & Bookkeeping

Independent Contractor vs. Employee: Classification Rules, IRS Tests, and Misclassification Penalties

Worker classification determines whether a business must withhold income taxes, pay employment taxes (FICA, FUTA, unemployment), and provide benefits.

Sep 5, 2026
Small Business & Bookkeeping

Innocent Spouse Relief: How to Remove Tax Liability from a Joint Return

IRC 6015 provides relief for spouses who filed joint returns and did not know about their spouse's understatement or omission.

Sep 5, 2026