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Guides · Small Business & Bookkeeping

Small Business & Bookkeeping guides

491 plain-English guides on small business & bookkeeping, each one ending in what to do next.

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Small Business & Bookkeeping

Cryptocurrency Taxes for Small Business Owners: Accepting Crypto, Mining Income, and Capital Gains

Small businesses that accept cryptocurrency as payment must report the fair market value as income. Crypto mining is self-employment income.

Sep 5, 2026
Small Business & Bookkeeping

Is Forgiven Business Debt or Credit Card Debt Taxable?

Settled a business loan or credit card for less than you owe? The forgiven amount is usually taxable unless you were insolvent right before the cancellation or in bankruptcy.

Sep 5, 2026
Small Business & Bookkeeping

Deducting Education and Training: When Business Owners Can Write Off Courses, Certifications, and Conferences

Business-related education is deductible if it maintains or improves skills in the current business. Education deduction rules (Treas.

Sep 5, 2026
Small Business & Bookkeeping

Organizational Costs for New Entities: IRC 248 and 709

Forming a corporation or partnership? Its organizational costs get their own $5,000 first-year deduction under IRC 248 or 709, on top of the IRC 195 startup cost deduction.

Sep 5, 2026
Small Business & Bookkeeping

Defined Benefit Plans for Small Business Owners: How to Shelter $200,000+ Per Year

A defined benefit plan allows a business owner to contribute (and deduct) far more than any other retirement plan. Defined benefit plan contribution.

Sep 5, 2026
Small Business & Bookkeeping

MACRS Depreciation Methods: Recovery Periods, Conventions, and Listed Property Rules

The Modified Accelerated Cost Recovery System (MACRS) under IRC 168 is the primary depreciation system for most business property placed in service.

Sep 5, 2026
Small Business & Bookkeeping

MACRS Depreciation: Recovery Periods, Conventions, and Methods for Business Assets

When Section 179 and bonus depreciation don't fully apply, MACRS (Modified Accelerated Cost Recovery System) determines how business assets.

Sep 5, 2026
Small Business & Bookkeeping

Business Depreciation Methods Compared: MACRS, Section 179, Bonus Depreciation, and Straight-Line

Businesses can depreciate assets using MACRS (accelerated), Section 179 (immediate), bonus depreciation (100% per OBBBA), or straight-line.

Sep 5, 2026
Small Business & Bookkeeping

Depreciation Methods for Small Business Assets: Section 179, Bonus, and MACRS

Depreciation is how businesses deduct the cost of long-lived assets (equipment, vehicles, machinery, furniture, computers) over time.

Sep 5, 2026
Small Business & Bookkeeping

Depreciation Methods for Small Business: Section 179, Bonus, and MACRS Explained

Section 179 lets you deduct equipment costs in year one. How it stacks with bonus depreciation and MACRS, and which method saves the most tax.

Sep 5, 2026
Small Business & Bookkeeping

Depreciation Methods Compared: MACRS, Straight-Line, ADS, Section 179, and Bonus Depreciation

MACRS, straight-line, ADS, Section 179, and bonus depreciation each apply to different assets and situations. How to pick the right method.

Sep 5, 2026
Small Business & Bookkeeping

Depreciation Recapture When Selling Business Assets: Section 1245, 1250, and the Tax Bill at Sale

Depreciation recapture is the tax you pay when you sell a business asset for more than its depreciated (adjusted) basis.

Sep 5, 2026
Small Business & Bookkeeping

Depreciation Recapture: What Happens When You Sell Business Assets

When you sell a business asset for more than its depreciated value, the IRS recaptures the depreciation deductions you took.

Sep 5, 2026
Small Business & Bookkeeping

Depreciation Recapture: What Happens When You Sell Business Assets (Sections 1245 and 1250)

Selling depreciated business assets triggers depreciation recapture under IRC Sections 1245 (equipment) and 1250 (real property).

Sep 5, 2026
Small Business & Bookkeeping

Disaster Loss Deduction: Tax Relief for Businesses Affected by Hurricanes, Floods, and Fires

Businesses in federally declared disaster areas can deduct casualty losses, claim the loss on the prior year's return for a faster refund.

Sep 5, 2026
Small Business & Bookkeeping

EIDL Loan Tax Treatment: Proceeds, Interest, Forgiveness, and Repayment Planning

EIDL loan proceeds are not taxable income. Interest is deductible as a business expense. If forgiven (rare for EIDL), the cancellation may be taxable.

Sep 5, 2026
Small Business & Bookkeeping

Economic Nexus and Sales Tax: When Your Business Owes Tax in States Where You Have No Office

Since the Supreme Court's 2018 Wayfair decision, states can require remote sellers to collect sales tax once they exceed economic nexus thresholds.

Sep 5, 2026
Small Business & Bookkeeping

Economic Substance Doctrine: When the IRS Can Disregard Your Tax Strategy as a Sham

The economic substance doctrine, codified in IRC 7701(o) by the Health Care and Education Reconciliation Act of 2010. The two-prong test (IRC 7701(o)): |.

Sep 5, 2026
Small Business & Bookkeeping

Economic Substance Doctrine: When the IRS Disallows Legitimate-Looking Tax Strategies

The economic substance doctrine (codified in IRC 7701(o)) requires that a transaction have meaningful economic effects apart from tax benefits.

Sep 5, 2026
Small Business & Bookkeeping

Economic Substance Doctrine: When the IRS Can Disallow a Legal Tax Strategy

The economic substance doctrine, codified under IRC 7701(o), allows the IRS to disallow tax benefits from a transaction that lacks economic substance.

Sep 5, 2026
Small Business & Bookkeeping

Education and Training Tax Deductions for Business Owners: When Learning Is Deductible

Business-related education is deductible if it maintains or improves skills in the current business. Deductible (maintains or improves current skills):.

Sep 5, 2026
Small Business & Bookkeeping

Deducting Education and Training Expenses: When Business Education Is Tax-Deductible

Education and training expenses are deductible as business expenses under IRC 162 when the education maintains or improves skills required.

Sep 5, 2026
Small Business & Bookkeeping

Business Education and Training Deductions: Continuing Education, Licenses, and Employee Tuition

Education expenses are deductible when they maintain or improve skills required in your current trade (Reg. 1.162-5). Education expense deductibility.

Sep 5, 2026
Small Business & Bookkeeping

EIN Application Guide: When Your Business Needs an Employer Identification Number

Most businesses need an EIN from the IRS. Sole proprietors without employees can use their SSN but should get an EIN for bank accounts.

Sep 5, 2026