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The biggest tax mistake small business owners make is thinking about taxes only in March and April. In 2026, with the One Big Beautiful Bill Act (OBBBA) permanently extending the Tax Cuts and Jobs Act provisions and introducing several new changes, proactive year-round planning is essential to minimizing what you owe.
TCJA Is Now Permanent — The OBBBA, signed into law in July 2025, permanently extended the individual and small business provisions of the Tax Cuts and Jobs Act that were set to expire. This means favorable tax rates, the 20% QBI deduction (Section 199A), and enhanced standard deductions are here to stay.
Standard Deduction Increases — For 2026, the standard deduction is $32,200 for married filing jointly and $16,100 for single filers, reflecting inflation adjustments under the permanent TCJA structure.
1099 Threshold Raised to $2,000 — You no longer need to file a 1099-NEC or 1099-MISC for contractors paid less than $2,000 in the year (up from $600). This reduces paperwork significantly for small businesses using occasional freelancers. Note: all payments are still deductible and all income must still be reported by recipients.
Section 179: $2,560,000 Deduction Limit — You can immediately expense up to $2,560,000 of qualifying business equipment, software, and property placed in service in 2026. The deduction phases out dollar-for-dollar above $4,090,000 in total purchases.
100% Bonus Depreciation Restored — The OBBBA restored 100% first-year bonus depreciation for qualifying assets placed in service in 2026. This applies to new and used equipment, vehicles, and qualified improvement property.
New Mileage Rate: 72.5 Cents Per Mile — The IRS increased the standard business mileage rate to 72.5 cents per mile effective January 1, 2026 (up from 70 cents in 2025). If you or your employees drive for business, meticulous mileage logs are essential.
Home office deduction — If you use part of your home exclusively and regularly for business, you can deduct a proportional share of rent/mortgage, utilities, and insurance. The simplified method allows $5 per square foot up to 300 sq ft.
Vehicle expenses — At 72.5¢/mile for 2026, a business that drives 20,000 miles saves $14,500 in deductions. Use a mileage tracking app to log every trip automatically.
Health insurance premiums — Self-employed individuals can deduct 100% of health, dental, and vision insurance premiums for themselves and their families from gross income.
Retirement contributions — Contribute up to $24,500 to a 401(k) in 2026 ($32,500 if you're 50+, or up to $35,750 with the ages 60–63 super catch-up). SEP IRA contributions can reach $72,000. These are some of the most powerful pre-tax deductions available.
Professional development and software — Courses, certifications, industry subscriptions, accounting software, and CRM tools are all fully deductible.
Meals and entertainment — 50% of business meal costs with clients or team members are deductible. Document who was present and the business purpose.
If you expect to owe $1,000 or more in federal taxes, you must make quarterly estimated payments. The 2026 due dates are April 15, June 16, September 15, and January 15, 2027. Missing these results in underpayment penalties — typically 8% annualized in 2026.
The OBBBA's permanent QBI deduction makes S-Corp election especially valuable for profitable small businesses. By splitting income between salary and distributions, S-Corp owners can significantly reduce self-employment tax. Consult a tax professional to determine the optimal entity structure for your income level.
The team at Accounting BOSS specializes in year-round tax planning for Florida small businesses. Schedule a free consultation to review your 2026 tax strategy.