Self-Employed & Gig Work
Every Self-Employed & Gig Work post from Okeyma Armstrong, newest first.
Gig Worker Tax Deductions (Uber, DoorDash & More)
The deductions rideshare and delivery drivers actually qualify for: mileage, phone, hot bags, fees, plus how 1099-K and 1099-NEC income reporting works in 2026.
· 6 min read
House Cleaner Tax Deductions for the Self-Employed (2026)
House cleaners on Schedule C can deduct mileage between clients, supplies, phone, insurance, and marketing. What counts, what doesn't, and the records that hold up.
· 5 min read
Do You Need to Pay Quarterly Estimated Taxes? (2026)
You owe quarterly estimated taxes if you'll owe $1,000 or more at filing. The two-minute test, the safe harbor rule that protects you from penalties, and the 2026 due dates.
· 6 min read
Self-Employed Tax Deductions: The 2026 List
Every deduction self-employed workers can claim in 2026, with records to keep and the forms each one lands on. Written for solo owners, not corporations.
· 7 min read
How to Calculate Self-Employment Tax (2026)
Self-employment tax is 15.3% of 92.35% of your net profit. The three-step formula, the 2026 wage base, a worked example, and where the deduction goes.
· 4 min read
1099 vs. W-2: What It Means for Your Taxes (2026 Guide)
Compare W-2 wages with self-employment income: payroll taxes, business expenses, estimated payments, and what a contractor rate needs to cover.
· 6 min read