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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.

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Page 38 of 89, newest first.

Small Business & Bookkeeping

S-Corp Shareholder Basis Tracking: Why It Matters and How to Do It

S-Corp shareholders must track their stock basis and debt basis separately. Distributions exceeding basis are taxable as capital gains.

Sep 5, 2026
Small Business & Bookkeeping

S-Corp Late Election Relief: Rev. Proc. 2013-30 Explained

Missed the March 15 deadline for S-Corp election? Rev. Proc. 2013-30 allows late filing if (1) the entity intended to be an S-Corp.

Sep 5, 2026
Small Business & Bookkeeping

S-Corp Payroll Setup Guide: How to Pay Yourself a Reasonable Salary

S-Corp payroll requirements: 1. Obtain an EIN from the IRS (if the S-Corp does not already have one) using Form SS-4 2. Obtai.

Sep 5, 2026
Small Business & Bookkeeping

S-Corp Reasonable Compensation: How to Set Your Owner Salary

How the IRS determines reasonable compensation: The IRS uses the factors from *Revenue Ruling 1974-44* and the *Watson v. Commissioner* line of cases: 1.

Sep 5, 2026
Small Business & Bookkeeping

S-Corp Reasonable Salary: How to Set It by Industry Without Triggering an IRS Audit

The IRS requires S-Corp shareholder-employees to pay themselves a reasonable salary before taking distributions. Compare LLC, S-Corp, and sole.

Sep 5, 2026
Tax Planning

Tax Planning for Seasonal Businesses: Cash Flow, Estimated Taxes, and Year-Round Deductions

Seasonal businesses face unique tax challenges because income is concentrated in a few months while many expenses occur year-round.

Sep 5, 2026
Small Business & Bookkeeping

Section 1031 Like-Kind Exchanges: Deferring Tax on Real Property Sales

A Section 1031 exchange allows a business owner to sell real property and defer all capital gains tax by reinvesting the proceeds into replacement.

Sep 5, 2026
Small Business & Bookkeeping

Section 1202 QSBS Exclusion: How to Exclude Up to $10 Million in Capital Gains

IRC Section 1202 allows founders to exclude up to $10 million (or 10x basis) in capital gains from the sale of Qualified Small Business Stock held for 5+.

Sep 5, 2026
Small Business & Bookkeeping

Section 1202 QSBS: How to Exclude Up to 100% of Capital Gains on Qualified Small Business Stock

IRC 1202 lets founders exclude up to 100% of capital gains on qualifying small business stock held for five years. The exclusion can reach $10M or 10x.

Sep 5, 2026
Small Business & Bookkeeping

Section 1244 Stock: How to Deduct Small Business Stock Losses as Ordinary (Not Capital) Losses

Section 1244 of the Internal Revenue Code allows founders and original investors in small businesses to deduct stock losses as ordinary losses (up.

Sep 5, 2026
Small Business & Bookkeeping

Section 1244 Small Business Stock: Converting a Business Loss into an Ordinary Tax Deduction

IRC Section 1244 allows founders to deduct up to $50,000 ($100,000 MFJ) of losses on qualifying small business stock as ordinary losses instead of capital.

Sep 5, 2026
Small Business & Bookkeeping

Section 1244 Stock: Converting Capital Losses to Ordinary Losses on Small Business Stock

Section 1244 of the IRC allows individual shareholders of qualifying small business corporations to treat losses on the sale or worthlessness.

Sep 5, 2026
Small Business & Bookkeeping

Section 179 and Bonus Depreciation: The Complete Guide for Small Business Owners

Section 179 and 100% bonus depreciation let small businesses deduct the full cost of equipment and vehicles in year one, but Section 179 can't create a loss.

Sep 5, 2026
Small Business & Bookkeeping

Section 179D: Energy-Efficient Commercial Building Deduction for Building Owners and Designers

Section 179D of the Internal Revenue Code provides a deduction for energy-efficient improvements to commercial buildings.

Sep 5, 2026
Tax Planning

Section 199A QBI Deduction: Aggregation, SSTB Rules, and Maximizing the 20% Pass-Through Deduction

The Section 199A qualified business income (QBI) deduction allows pass-through business owners to deduct up to 20% of qualified business income.

Sep 5, 2026
Tax Planning

Section 199A QBI Deduction: The Complete Guide for Small Business Owners

The qualified business income deduction under IRC 199A provides a 20% deduction on pass-through business income. QBI deduction framework: Below the income.

Sep 5, 2026
Small Business & Bookkeeping

QBI Deduction W-2 Wages and UBIA Limitation: How to Maximize the 20% Deduction Above the Income Threshold

Above the income threshold ($191,950 single / $383,900 MFJ), the Section 199A QBI deduction for non-SSTB businesses is limited to the greater of 50%.

Sep 5, 2026
Small Business & Bookkeeping

Section 409A Deferred Compensation: Rules, Penalties, and Compliance for Small Businesses

IRC 409A governs nonqualified deferred compensation arrangements. Violations trigger a 20% penalty tax plus interest on the deferred amount.

Sep 5, 2026
Small Business & Bookkeeping

IRC 409A Deferred Compensation: Rules, Penalties, and Planning for Business Owners

IRC 409A governs all nonqualified deferred compensation arrangements and imposes severe penalties for noncompliance. Covers key rules, filing.

Sep 5, 2026
Tax Planning

Section 529 Plans for Business Owners: Using Your Business to Fund Education

529 plan basics for business owners: 1. Federal tax treatment. Contributions are NOT deductible for federal income tax purposes. Growth is tax-free.

Sep 5, 2026
Tax Planning

Self-Employed Health Insurance Deduction: Rules for Sole Proprietors and S-Corp Owners

Self-employed individuals can deduct 100% of health insurance premiums (medical, dental, vision) for themselves, their spouse, and dependents.

Sep 5, 2026
Small Business & Bookkeeping

Self-Employed Quarterly Tax Payment Calendar and Deadlines for 2025

Self-employed individuals must pay estimated taxes quarterly: April 15, June 15, September 15, and January 15. 2025 estimated tax payment calendar: |.

Sep 5, 2026
Small Business & Bookkeeping

Self-Employment Tax: How It's Calculated, Who Pays It, and How to Reduce It

Self-employment tax calculation: The formula: 1. Start with Schedule C net profit (or K-1 self-employment income) 2. Start.

Sep 5, 2026
Small Business & Bookkeeping

Self-Employment Tax Reduction Strategies for Small Business Owners

Self-employment tax is 15.3% on the first $168,600 of net earnings (2024), then 2.9% above that. The S-Corp election is the primary reduction strategy.

Sep 5, 2026