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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

Work Opportunity Tax Credit (WOTC) for Small Businesses

The WOTC provides a tax credit of $2,400-$9,600 per eligible new hire from targeted groups (veterans, SNAP recipients, ex-felons, long-term unemployed).

Sep 5, 2026
Small Business & Bookkeeping

Small Business Tax Deadlines: Complete Calendar (2025-2026)

Every tax deadline for sole proprietors, S-Corps, C-Corps, and partnerships. Missing a tax deadline triggers automatic penalties.

Sep 5, 2026
Small Business & Bookkeeping

Business Insurance Tax Deductions: What Is Deductible, What Is Not, and How to Document

Business insurance premiums are among the most straightforward tax deductions available, yet they're often miscategorized or underreported.

Sep 5, 2026
Small Business & Bookkeeping

Business Use of a Personal Vehicle: How to Split Expenses and Maximize the Deduction

When a business owner uses a personal vehicle for both business and personal purposes, only the business-use percentage is deductible.

Sep 5, 2026
Small Business & Bookkeeping

Small Business Tax Deduction Checklist: 40+ Commonly Missed Deductions

A checklist of 40+ commonly missed deductions for small business owners: vehicle, home office, insurance, retirement, health premiums, and more.

Sep 5, 2026
Small Business & Bookkeeping

Startup Cost Deduction: How to Write Off Business Formation and Pre-Opening Expenses (IRC 195)

Businesses can deduct up to $5,000 in startup costs and $5,000 in organizational costs in the first year. Startup cost rules: IRC 195: Startup costs -.

Sep 5, 2026
Small Business & Bookkeeping

Tax Deductions for Small Business Startup Costs: IRC 195 Rules

The first $5,000 of startup costs can be deducted in Year 1 (phases out between $50,000 and $55,000 in total startup costs).

Sep 5, 2026
Small Business & Bookkeeping

Tax-Free Fringe Benefits: What a Small Business Can Provide Employees Without Tax

The tax code allows employers to provide certain benefits to employees completely tax-free, meaning no income tax, no FICA, and no FUTA.

Sep 5, 2026
Small Business & Bookkeeping

Tax-Free Fringe Benefits for Small Business Owners: What You Can Provide Without Taxation

Certain fringe benefits are tax-free to employees and deductible to the employer under IRC 132. What small business owners can provide without tax.

Sep 5, 2026
Small Business & Bookkeeping

IRC 368: The 7 Types of Tax-Free Reorganizations (A to G)

IRC 368 defines the corporate reorganizations, Types A through G, in which shareholders can swap stock without recognizing gain, and what each type requires.

Sep 5, 2026
Small Business & Bookkeeping

Selling Your Company for Stock: Tax-Free Merger or Cash Sale

If a buyer pays you in its own stock through a qualifying merger, your gain waits until you sell the shares. Cash is taxed now, and boot in a stock deal is taxed up to its value.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Accepting Tips: Reporting, Withholding, and FICA Obligations

Tips are fully taxable income. Employees must report tips to the employer (Form 4070). Employers must withhold income tax and FICA on reported tips.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Bartering for Small Businesses

Bartering is fully taxable at fair market value even when no cash changes hands. How small businesses report barter income and avoid IRS penalties.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Bartering and Trade Exchanges: When Cashless Transactions Create Taxable Income

Bartering, the exchange of goods or services without using cash, is fully taxable under the Internal Revenue Code. Covers key rules, filing requirements,.

Sep 5, 2026
Small Business & Bookkeeping

Business Gifts and Entertainment: What You Can and Cannot Deduct After Tax Reform

Business gift deductions are limited to $25 per recipient per year under IRC 274(b). Business gift, meal, and entertainment deduction rules (current.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Business Insurance Claims and Payouts

Insurance proceeds for property damage are taxable only to the extent they exceed the adjusted basis of the destroyed property.

Sep 5, 2026
Small Business & Bookkeeping

Tax Treatment of Business Insurance Proceeds: When Payouts Are Taxable vs. Tax-Free

Business insurance proceeds receive different tax treatment depending on the type of insurance. Tax treatment by insurance type.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Business Insurance Proceeds: Key Person, Property, Liability, and Buy-Sell Funding

Business insurance proceeds have different tax treatments depending on the type of policy and how the proceeds are used.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Business Loans: Interest Deductions, Forgiven Debt, and PPP Lessons

Business loan proceeds are not taxable income. Interest on business loans is deductible under IRC 163. This guide covers the key tax rules for borrowing.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Business Loans: Interest Deductions, Loan Proceeds, and Forgiveness

Business loan proceeds are NOT taxable income (you have to pay them back). Business loan interest is deductible as a business expense.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Business Loans and Debt for Small Businesses

Business loan proceeds are NOT taxable income. Interest on business loans is deductible. Forgiven debt IS taxable income (with exceptions).

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Business Loans, Debt Restructuring, and Interest Deductions

Business debt creates multiple tax implications that owners frequently misunderstand: loan proceeds are not income, loan repayments are not deductions.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Business Partnerships: Guaranteed Payments, Special Allocations, and Partner Basis

Partnership taxation under Subchapter K of the Internal Revenue Code (IRC 701-777) is the most complex area of business tax law.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Relocating a Business: State-to-State Moves, Domicile Changes, and Exit Taxes

Relocating a business from one state to another creates a complex set of tax consequences that go beyond simply changing a mailing address.

Sep 5, 2026