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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

Hiring Family Members in Your Small Business: Tax Strategies and Rules

Hiring your spouse, children, or parents in your business creates legitimate tax savings. Family employee tax rules: Children under 18 (working for a sole.

Sep 5, 2026
Small Business & Bookkeeping

Hiring Your Children: Tax Benefits of Employing Kids in a Family Business

A sole proprietor can hire their child under 18 and the wages are exempt from FICA and FUTA. The tax math: - The business deducts the wages on Schedule C.

Sep 5, 2026
Small Business & Bookkeeping

2025 Small Business Tax Calendar: Every Federal Deadline You Need to Know

Every federal tax deadline for small businesses in 2025, organized by month. 2025 tax calendar (federal deadlines, calendar-year businesses): January: |.

Sep 5, 2026
Small Business & Bookkeeping

Estimated Taxes for First-Year Business Owners: What to Pay When You Have No Prior-Year Return

First-year business owners with no prior-year tax liability have no safe harbor and must estimate current-year taxes accurately.

Sep 5, 2026
Small Business & Bookkeeping

First-Year Business Tax Checklist: Everything New Business Owners Need to Do

A 15-item checklist for new business owners: EIN, entity selection, accounting method, estimated taxes, record-keeping, and first-year deductions.

Sep 5, 2026
Small Business & Bookkeeping

Foreign-Owned US Businesses: Tax Rules for ECI, FIRPTA, Branch Profits Tax, and Treaty Benefits

When a foreign person or entity owns a US business or invests in US real property, the US tax rules are significantly more complex than domestic taxation.

Sep 5, 2026
Small Business & Bookkeeping

Form 1099 Filing Requirements: Who Gets a 1099 and When (Complete Guide)

Businesses must file 1099-NEC for contractors paid $2,000+ in 2026 ($600+ for 2025 payments), 1099-MISC for rent and royalties, and 1099-INT for interest paid.

Sep 5, 2026
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 (such as switching from cash to accrual, adopting a new depreciation method. Common accounting method changes filed on Form.

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
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
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
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
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
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