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Guides · Small Business & Bookkeeping

Small Business & Bookkeeping guides

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

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Page 17 of 21, newest first.

Small Business & Bookkeeping

Self-Rental Rules: When Renting Property to Your Own Business Creates a Tax Trap

Renting property to your own S-corp or C-corp is common, but the self-rental rules under IRC 469 can recharacterize the income as non-passive.

Sep 5, 2026
Small Business & Bookkeeping

Short-Term Rental Tax Rules: Airbnb and VRBO Income Reporting, Deductions, and the Material Participation Loophole

Short-term rentals (Airbnb, VRBO, and other vacation rental platforms) have tax rules that differ significantly from traditional long-term rentals.

Sep 5, 2026
Small Business & Bookkeeping

Sole Proprietor Audit Defense: Schedule C Documentation That Survives IRS Examination

Schedule C filers are audited at 3-5x the rate of W-2 employees. Schedule C audit defense documentation system: Income documentation: - Separate business.

Sep 5, 2026
Small Business & Bookkeeping

Converting from Sole Proprietor to S-Corp: When, How, and What It Costs

Converting to S-Corp requires filing Form 2553 (due March 15 for calendar-year businesses). Conversion mechanics: Step 1: Ensure you have an LLC.

Sep 5, 2026
Small Business & Bookkeeping

Sole Proprietorship to LLC: When the Tax Math Favors Switching Business Structures

An LLC and a sole proprietorship are taxed identically for federal income tax purposes (both report on Schedule C). Compare LLC, S-Corp, and sole.

Sep 5, 2026
Small Business & Bookkeeping

Hiring Your Spouse: Tax Benefits of Employing a Spouse in Your Small Business

Hiring a spouse as a W-2 employee unlocks health insurance deductions, doubles retirement contributions, and creates legitimate business deductions.

Sep 5, 2026
Small Business & Bookkeeping

Startup Cost Deduction: How to Write Off Business Launch Expenses Under IRC 195

IRC 195 allows new businesses to deduct up to $5,000 of startup costs and $5,000 of organizational costs in the first year.

Sep 5, 2026
Small Business & Bookkeeping

Business Startup Costs: IRC 195 Deduction and Amortization Rules

The first $5,000 in startup costs is deductible immediately under IRC 195 (phased out between $50,000 and $55,000 in total costs).

Sep 5, 2026
Small Business & Bookkeeping

Startup Costs (IRC 195): What's Deductible Immediately vs. Amortized Over 15 Years

Under IRC 195, a new business can deduct up to $5,000 of startup costs immediately in the first year (phasing out dollar-for-dollar above $50,000 in total.

Sep 5, 2026
Small Business & Bookkeeping

State Franchise Tax Obligations for Small Businesses

Several states impose franchise taxes on LLCs, S-Corps, and C-Corps regardless of profitability. Major state franchise tax regimes: California: - $800.

Sep 5, 2026
Small Business & Bookkeeping

No Income Tax States for Business Owners: What You Actually Save (and What You Don't)

Nine states have no individual income tax. Moving a business to a no-income-tax state eliminates state income tax but does not eliminate federal tax.

Sep 5, 2026
Small Business & Bookkeeping

Multi-State Tax Obligations: When Your Business Creates Nexus in Another State

If your business has employees, property, or significant sales in another state, you may owe income tax there. Covers economic nexus thresholds,.

Sep 5, 2026
Small Business & Bookkeeping

State Nexus and Multistate Taxation: When Your Business Owes Taxes in Another State

State nexus determines whether a business has sufficient connection to a state to be subject to that state's income tax, franchise tax, or sales tax.

Sep 5, 2026
Small Business & Bookkeeping

State Tax Nexus for Remote Businesses: When Remote Workers Create Filing Obligations

A remote employee or independent contractor in another state can create income tax nexus for the business. Before 2020. Covers economic nexus thresholds,.

Sep 5, 2026
Small Business & Bookkeeping

State Nexus and Sales Tax for Small Businesses: Complete Guide

You owe sales tax in another state if you have physical presence there or pass its own threshold, such as $100,000 in Florida or Pennsylvania and $500,000 in California or Texas.

Sep 5, 2026
Small Business & Bookkeeping

State Pass-Through Entity Tax (PTET): The SALT Cap Workaround for S-Corp and Partnership Owners

The pass-through entity tax (PTET) is a state-level election that allows S-Corps, partnerships. The pass-through entity tax is the most widely adopted.

Sep 5, 2026
Small Business & Bookkeeping

State Tax Planning for Businesses: Choosing the Right State of Incorporation and Minimizing Multi-State Taxes

Where a business is incorporated and where it operates can have a dramatic impact on its total state tax burden. State income tax rates (2025, selected.

Sep 5, 2026
Small Business & Bookkeeping

State Tax Planning for Small Businesses: No-Income-Tax States, Nexus, and Multi-State Strategies

State income taxes can add 3-13% to a business owner's effective tax rate. State income tax rates (selected, 2025):. Covers economic nexus thresholds,.

Sep 5, 2026
Small Business & Bookkeeping

IRS Audit Guide for Small Business: What Triggers an Audit and How to Survive One

An IRS audit is a review of your return and records. The statute of limitations is generally 3 years from filing (IRC 6501), with exceptions for omissions.

Sep 5, 2026
Small Business & Bookkeeping

Electric Vehicle Tax Benefits for Business Owners: Credits, Depreciation, and Charging Deductions

Business owners can claim the clean vehicle credit (up to $7,500 for new EVs, $4,000 for used), plus Section 179 or bonus depreciation on the vehicle.

Sep 5, 2026
Small Business & Bookkeeping

Health Savings Account (HSA) for Self-Employed: Triple Tax Advantage and Contribution Strategy

An HSA offers the only triple tax advantage in the tax code: contributions are tax-deductible, growth is tax-free. 2025 HSA contribution limits: |.

Sep 5, 2026
Small Business & Bookkeeping

Tax Benefits of Hiring Family Members in Your Small Business

Hiring family members provides significant tax benefits. Children under 18 employed by a parent's sole proprietorship are exempt from FICA (IRC.

Sep 5, 2026
Small Business & Bookkeeping

Small Business Tax Calendar: Every Federal Deadline for Sole Proprietors, S-Corps, and Partnerships

A complete calendar of federal tax deadlines for small businesses: estimated tax payments, payroll deposits, Form 941, W-2/1099 filing, S-Corp returns.

Sep 5, 2026
Small Business & Bookkeeping

Small Business Tax Calendar 2025: Every Filing Deadline

A complete calendar of federal tax filing deadlines for small businesses in 2025, including quarterly estimated taxes, payroll deposits, Form 941.

Sep 5, 2026