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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 28 of 89, newest first.

Small Business & Bookkeeping

Form 1099 Reporting Requirements for Small Businesses

Businesses must file 1099-NEC for payments of $2,000+ to independent contractors in 2026 ($600+ for 2025 payments). 1099-MISC for rent, royalties, and other payments.

Sep 5, 2026
Small Business & Bookkeeping

Form 3115: How to Change Your Business Accounting Method and Claim Catch-Up Deductions

Form 3115 changes your accounting method. A negative Section 481(a) adjustment is deducted in full in the year of change; a positive one spreads over 4 years.

Sep 5, 2026
Small Business & Bookkeeping

Form 3115 Accounting Method Changes: When to Switch and How Section 481(a) Adjustments Work

Changing an accounting method, like cash to accrual or a depreciation fix, takes Form 3115 and usually a 481(a) adjustment. How automatic consent and the spread work.

Sep 5, 2026
Small Business & Bookkeeping

Tax Considerations for Franchise Businesses: Fees, Royalties, and Amortization Rules

Franchise fees paid to a franchisor are treated differently for tax purposes depending on whether they are initial fees or ongoing royalties.

Sep 5, 2026
Small Business & Bookkeeping

Tax-Free Fringe Benefits for Small Business Owners and Employees

Certain fringe benefits are deductible by the business and tax-free to the recipient. Fringe benefits are compensation paid in a form other than cash.

Sep 5, 2026
Small Business & Bookkeeping

Tax-Free Fringe Benefits for Small Business Employees: What You Can Provide Without Triggering Taxable Income

The tax code provides a list of fringe benefits that employers can provide to employees tax-free (excluded from the employee's gross income) under IRC 132.

Sep 5, 2026
Small Business & Bookkeeping

Working Condition and De Minimis Fringe Benefits: Examples

A working condition fringe is anything your employee could deduct if they paid for it. A de minimis fringe is too small to track. Examples of each, and what doesn't count.

Sep 5, 2026
Tax Planning

General Business Credit: How Tax Credits Work Together and the Carryback and Carryforward Rules Under IRC 38

The general business credit under IRC 38 is not a single credit but an aggregation of over 30 individual business tax credits.

Sep 5, 2026
Small Business & Bookkeeping

Business Gift Tax Rules: The $25 Per Person Limit and What Actually Counts

Business gifts are deductible up to $25 per recipient per year under IRC 274(b). This limit has not been adjusted for inflation since 1962.

Sep 5, 2026
CFO & Advisory

Gift Tax Rules for Business Owners: Annual Exclusion, Lifetime Exemption, and Business Transfers

The gift tax under IRC 2501-2524 applies to transfers of property for less than full consideration. 2025 gift tax numbers.

Sep 5, 2026
Small Business & Bookkeeping

Tax Planning for Freelancers and Gig Economy Workers: A Complete Guide

Freelancers and gig workers face self-employment tax, quarterly estimated payments, and deduction tracking that W-2 employees never deal.

Sep 5, 2026
Small Business & Bookkeeping

Golden Parachute Rules (IRC 280G): Tax Penalties on Excess Change-in-Control Payments

Under IRC 280G, when a corporation undergoes a change in ownership or control and makes 'excess parachute payments' to certain officers, shareholders.

Sep 5, 2026
Tax Planning

Health Insurance Deduction Options for Small Business Owners

Self-employed business owners can deduct health insurance premiums as an above-the-line deduction. Health insurance is one of the largest personal.

Sep 5, 2026
Tax Planning

Self-Employed Health Insurance Deduction: How Business Owners Deduct Premiums Above the Line

Self-employed business owners can deduct health, dental, and vision insurance premiums for themselves and their families as an above-the-line deduction.

Sep 5, 2026
Tax Planning

Health Insurance Options for Self-Employed Business Owners: Marketplace, SHOP, ICHRA, and QSEHRA

Self-employed business owners can deduct health insurance premiums as an above-the-line deduction on Form 1040 (not on Schedule C).

Sep 5, 2026
Tax Planning

Health Savings Accounts (HSAs) for Small Business Owners: Triple Tax Advantage

HSAs offer a triple tax benefit: tax-deductible contributions, tax-free growth, and tax-free withdrawals for medical expenses.

Sep 5, 2026
Tax Planning

Health Savings Account (HSA) Strategy for Small Business Owners

HSAs provide a triple tax benefit: tax-deductible contributions ($4,300 individual, $8,550 family in 2025), tax-free growth.

Sep 5, 2026
Small Business & Bookkeeping

Hiring Your Children: Tax-Free Income, FICA Exemption, and the Sole Proprietorship Advantage

Hiring children to work in a family business is one of the few strategies that creates a deduction for the parent while generating tax-free income.

Sep 5, 2026
Small Business & Bookkeeping

Hiring Family Members in Your Business: Tax Benefits, Rules, and Common Mistakes

Hiring your child (under 18) in a sole proprietorship or partnership saves FICA (15.3%) and shifts income to the child's 0% bracket.

Sep 5, 2026
Tax Planning

Hiring Family Members: Tax Benefits, Kiddie Tax Rules, and Family Partnership Planning

Hiring family members in a small business can produce significant tax savings when structured properly. Family employment payroll tax exemptions: |.

Sep 5, 2026
Small Business & Bookkeeping

Hiring Your First Employee: Tax Obligations, Payroll Setup, and the Solo 401(k) Impact

Hiring the first W-2 employee triggers new tax obligations: payroll taxes, withholding, workers' comp, unemployment insurance.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Hiring Your First Employee

Hiring your first employee triggers employer tax obligations: Form 941 quarterly, FUTA (Form 940), state unemployment, workers' comp, and W-2 filing.

Sep 5, 2026
Small Business & Bookkeeping

Hiring Your Spouse: Tax Benefits, Retirement Plan Contributions, and Health Insurance Strategy

Hiring a spouse as an employee creates access to employer-sponsored health insurance, doubles retirement plan contributions.

Sep 5, 2026
Small Business & Bookkeeping

Work Opportunity Tax Credit (WOTC): How Hiring Veterans and Other Target Groups Reduces Your Tax Bill

The Work Opportunity Tax Credit (IRC 51) provides employers a credit of up to $9,600 per qualified veteran hired and $2,400-$9,000 per hire.

Sep 5, 2026