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Self-Employment Tax Cheat Sheet

Quarterly estimated tax deadlines, SE tax calculation, deductible expenses, and record-keeping essentials for freelancers and sole proprietors.

2026 Quarterly Estimated Tax Deadlines

ItemValueNotes
Q1 (Jan–Mar)April 15, 2026Form 1040-ES
Q2 (Apr–May)June 15, 2026Only 2-month quarter
Q3 (Jun–Aug)September 15, 20263-month quarter
Q4 (Sep–Dec)January 15, 2027Or file by Feb 1

Self-Employment Tax Calculation

ItemValueNotes
SE Tax Rate15.3% total12.4% Social Security + 2.9% Medicare
Social Security Wage Base$176,100 (2026)Only SS portion caps
Additional Medicare Tax0.9%On earnings over $200K/$250K
SE Tax Deduction50% of SE taxAbove-the-line deduction
Net SE Earnings Factor92.35%Multiply net profit × 0.9235

Common Deductible Business Expenses

ItemValueNotes
Home Office$5/sq ft (simplified)Max 300 sq ft = $1,500
Vehicle (Standard)$0.70/mile (2026)Track mileage log
Health Insurance100% deductibleSelf-employed health deduction
Retirement (SEP IRA)Up to 25% of net SE incomeMax $70,000
Software & Tools100% deductibleBusiness-use only
Professional Development100% deductibleCourses, books, conferences

Safe Harbor Rules (Avoid Penalties)

ItemValueNotes
Pay 100% of prior yearTotal tax from last year's returnSimplest safe harbor
Pay 110% of prior yearIf AGI > $150K ($75K MFS)Higher-income threshold
Pay 90% of current yearEstimated current year liabilityRequires forecasting
Penalty exceptionOwe less than $1,000No penalty if balance < $1K

Record-Keeping Essentials

ItemValueNotes
Income RecordsKeep 3–7 years1099s, invoices, bank statements
Expense ReceiptsKeep 3 years minimumDigital scans accepted
Mileage LogDate, destination, miles, purposeRequired for vehicle deduction
Home Office RecordsSq footage, mortgage/rent, utilitiesProportional calculation
Retirement ContributionsKeep indefinitelyBasis tracking for distributions

Tip: Use landscape orientation for wider tables

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