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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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Payroll and employment taxHiring and worker classification1099s and information reportingS corporationsEntity choice and structureCorporate and advanced rulesDepreciation and fixed assetsReal estate and rentalsHome office, travel, and mealsEstimated tax, deadlines, and IRS problemsBookkeeping and accounting methodsSales tax and state taxStartup, financing, and lossesCrypto, e-commerce, and gig incomeBusiness deductions
Small Business & Bookkeeping

How Much Does an Accountant Cost for a Small Business?

A small business typically spends $3,000 to $15,000 a year on an accountant. What bookkeepers, tax accountants, and CPAs each charge.

Sep 20, 2026
Small Business & Bookkeeping

How Much Does Bookkeeping Cost? Monthly Prices for 2026

Outsourced bookkeeping costs $99 to $1,000 a month at September 2026 list prices. An in-house bookkeeper costs $50,670 a year at the median wage.

Sep 20, 2026
Small Business & Bookkeeping

How Much Does Payroll Cost for a Small Business?

Payroll software costs $17 to $180 a month plus $4 to $22 per employee at 2026 prices. A 10-person business pays $700 to $1,300 a year.

Sep 20, 2026
Small Business & Bookkeeping

Like-Kind Exchange (IRC 1031) for Small Business Real Estate

A 1031 exchange lets you sell business or investment real estate and defer all capital gains tax by reinvesting in a replacement property.

Sep 5, 2026
Small Business & Bookkeeping

Section 1031 Like-Kind Exchange for Small Business Real Estate

A Section 1031 exchange allows business owners to defer capital gains tax when selling one investment property and purchasing.

Sep 5, 2026
Small Business & Bookkeeping

1099 Filing Requirements for Small Businesses: Who Gets a 1099 and When

Small businesses must issue 1099-NEC forms to contractors paid $2,000 or more in 2026 ($600 for 2025 payments). Who gets a 1099, the deadline, and the penalties.

Sep 5, 2026
Small Business & Bookkeeping

1099 Reporting Requirements: When to Issue 1099-NEC and 1099-MISC to Contractors and Vendors

Businesses must issue Form 1099-NEC to independent contractors paid $600 or more, and Form 1099-MISC for rent, royalties, and other specified payments.

Sep 5, 2026
Small Business & Bookkeeping

1099 Reporting Requirements: Who Gets a 1099, When to File, and Penalties for Late Filing

Businesses must issue 1099-NEC to any non-corporate contractor paid $2,000+ in 2026 ($600+ for 2025 payments). Due date: January 31 (to both the recipient and the IRS).

Sep 5, 2026
Small Business & Bookkeeping

1099 Contractor vs. W-2 Employee: True Cost Comparison

A $50,000 W-2 employee costs the employer $55,000-$65,000 (FICA, unemployment, workers' comp, benefits). True cost comparison: W-2 employee at $50,000.

Sep 5, 2026
Small Business & Bookkeeping

The 12-Month Rule: How to Deduct Prepaid Business Expenses in the Current Year

The 12-month rule (Reg. 1.263(a)-4(f)) lets a cash-basis business deduct a prepayment in the year paid if the benefit ends within 12 months and by the end of the next tax year.

Sep 5, 2026
Small Business & Bookkeeping

Accountable Plans for Employee Expense Reimbursements: Tax-Free Treatment Under IRC 62

An accountable plan under Treas. Reg. 1.62-2 allows employers to reimburse employees for business expenses tax-free (excluded from the employee's W-2.

Sep 5, 2026
Small Business & Bookkeeping

Accountable Plan Reimbursements: How S-Corp Owners Deduct Expenses Tax-Free

An accountable plan under IRC 62(c) and Reg. 1.62-2 allows an S-Corp or C-Corp to reimburse employees (including owner-employees) for business expenses.

Sep 5, 2026
Small Business & Bookkeeping

S-Corp Accountable Plan: How to Reimburse Personal Expenses Tax-Free

An S-Corp accountable plan allows the corporation to reimburse the shareholder-employee for business expenses (home office, vehicle, phone.

Sep 5, 2026
Small Business & Bookkeeping

S-Corp Accountable Plan: Tax-Free Reimbursements for Business Expenses

An accountable plan lets an S-Corp reimburse its owner-employee for business expenses (mileage, home office, supplies, travel) tax-free.

Sep 5, 2026
Small Business & Bookkeeping

Accountable Plan for S-Corp Owners: Tax-Free Employee Reimbursements

An accountable plan allows S-Corp owners to reimburse themselves tax-free for business expenses paid personally (mileage, home office, phone, travel).

Sep 5, 2026
Small Business & Bookkeeping

Cash vs. Accrual Accounting: Which Method Is Right for Your Business Under IRC 448

The choice between cash and accrual accounting affects when income is recognized, when expenses are deducted, and how much tax you pay each year.

Sep 5, 2026
Small Business & Bookkeeping

Cash vs. Accrual Accounting for Small Businesses: Which Method to Use

Most small businesses ($32 million or less in average gross receipts for 2026) can use the cash method, which is simpler and provides more tax timing control.

Sep 5, 2026
Small Business & Bookkeeping

Accounting Method Changes for Small Businesses: Form 3115, Cash to Accrual Conversion, and IRC 481(a) Adjustments

Changing a business's accounting method (from cash to accrual, changing inventory valuation, adopting or revoking LIFO, changing depreciation methods.

Sep 5, 2026
Small Business & Bookkeeping

Cash vs. Accrual Accounting: Tax Implications for Small Businesses

Cash basis recognizes income when received and expenses when paid. Accrual matches revenue to the period earned. Each method shifts your taxable income.

Sep 5, 2026
Small Business & Bookkeeping

Cash vs. Accrual Accounting for Tax: Which Method to Use and How to Switch (IRC 446/448)

Cash vs. accrual accounting affects when income is taxed. Businesses with average gross receipts of $32M or less (2026) can generally choose either method.

Sep 5, 2026
Small Business & Bookkeeping

Changing Accounting Methods: Cash to Accrual (or Accrual to Cash) for Small Businesses

Changing accounting methods requires IRS approval via Form 3115. The IRC 481(a) adjustment spreads the tax impact of the change over up to 4 years.

Sep 5, 2026
Small Business & Bookkeeping

S-Corp Accumulated Adjustments Account (AAA) Explained

The AAA tracks an S-Corp's cumulative net income minus distributions since the S election. Distributions out of AAA are tax-free up to the shareholder's stock basis.

Sep 5, 2026
Small Business & Bookkeeping

Accumulated Earnings Tax: The C-Corp Penalty for Hoarding Profits (IRC 531)

C-Corporations that retain earnings beyond reasonable business needs face a 20% accumulated earnings tax on top of regular corporate tax.

Sep 5, 2026
Small Business & Bookkeeping

Accumulated Earnings Tax: The Penalty for Hoarding Profits in a C-Corporation (IRC 531)

The accumulated earnings tax under IRC 531 is a 20% penalty tax imposed on C-Corporations that accumulate earnings beyond the reasonable needs.

Sep 5, 2026