Self-Employment Tax Questions & Answers

Freelancer taxes, 1099 income, quarterly estimated payments, and business expenses.

23 questions — IRS-sourced, AI-assisted answers

Self-Employment

Can I write off my gym membership as a self-employed personal trainer in 2025?

1.9k2 answers
Self-Employment

What business expenses can I deduct as a freelancer on Schedule C in 2025?

4.3k4 answers
Self-Employment

How do I pay quarterly estimated taxes as a self-employed person in 2025?

3.8k4 answers
Self-Employment

Can I deduct health insurance premiums if I am self-employed in 2025?

2.9k3 answers
Self-Employment

What tax deductions can Uber and Lyft drivers claim in 2025?

3.2k5 answers
Self-Employment

How do DoorDash and Instacart delivery drivers file taxes in 2025?

2.6k3 answers
Self-Employment

Do I have to pay taxes on Etsy and eBay sales in 2025?

2.8k3 answers
Self-Employment

How do I report freelance income from a 1099-NEC in 2025?

2.5k4 answers
Self-Employment

When does a side hustle need to be reported on taxes in 2025?

2.3k3 answers
Self-Employment

What can YouTubers and content creators deduct on taxes in 2025?

1.9k4 answers
Self-Employment

How do I file taxes with multiple 1099 forms in 2025?

2.1k3 answers
Self-Employment

I got a 1099 from my internship. How do I file taxes on it in 2025?

1.6k3 answers
Self-Employment

Is crypto mining a business or hobby for tax purposes in 2025?

1.3k3 answers
Self-Employment

Is the 20% QBI deduction still available for my small business in 2025?

01 answer
Self-Employment

What are the estimated tax payment due dates for 2026 and how do I avoid the underpayment penalty?

01 answer
Self-Employment

I use Venmo and PayPal for side work — will I receive a Form 1099-K for 2025, and do I owe taxes?

8.4k5 answers
Self-Employment

What are the biggest IRS audit red flags for self-employed people filing Schedule C in 2025?

9.2k5 answers
Self-Employment

What is the 1099-K threshold for 2025 — will I get one from Venmo or PayPal for my side hustle?

8.9k7 answers
Self-Employment

What is the IRS standard mileage rate for 2025 and how do I deduct vehicle expenses?

01 answer
Self-Employment

Can I deduct health insurance premiums if I'm self-employed in 2025?

01 answer
Self-Employment

Do I need to pay quarterly estimated taxes as a gig worker in 2026?

01 answer
Self-Employment

How do I calculate my Q1 2026 estimated tax payment as a freelancer?

01 answer
Self-Employment

I received both a W-2 and 1099-NEC income this year. How do I file my taxes?

01 answer