W-2
Is it worth paying someone to do my taxes?
Free software isn't free if your evening costs $600. The honest math on doing it yourself, the few cases where you should, and the mistakes that cost high earners money.
Updated October 2026 · 6 min read

You're good at your job, you make good money, and every spring you lose a weekend to a tax interview that asks you the same forty questions as last year. Whether that's worth it is a math problem, and most people never actually do the math.
The real cost of doing it yourself
Add up three things, not one:
- Your time. A W-2 return with a stock sale, a 401(k), and some interest takes most people 3 to 5 hours once you count finding the forms, logging into every brokerage, and second-guessing the screens. At $200 an hour, that's $600 to $1,000.
- The software. The free tier stops at the simple return. Stock sales, rental income, or a second state each move you up a tier, and the state return is usually its own charge. $100 to $250 is common for this kind of return.
- The mistakes. This is the line nobody budgets for, and for high earners it is often the biggest one. The next section covers the usual ones.
Next to that, a flat-fee tool that reads your documents and does the math for you is often the cheaper option, not the luxury one.
The mistakes that cost high earners money
- Paying tax twice on stock compensation. When RSUs vest or you sell ESPP shares, the income is already on your W-2. The 1099-B from the broker often shows a cost basis of $0, and software that trusts it taxes the same dollars again.
- Getting surprised by a balance due. Bonuses and RSU vests are usually withheld at a flat 22%, but at $240,000 of salary you're in the 32% bracket for 2025. Our guide on why W-2 employees owe explains the gap.
- Missing the Additional Medicare Tax. It's 0.9% on wages over $200,000 single or $250,000 married filing jointly. Two earners making $150,000 each owe it, and neither employer withholds a cent of it.
- Missing the 3.8% Net Investment Income Tax. It applies to investment income once your income is over the same $200,000 / $250,000 lines, so your first big stock sale can trigger it.
- Contributing to a Roth IRA over the income limit. The IRS charges 6% a year on the excess until you fix it.
When doing it yourself is the right call
Be honest with yourself here. If you had one W-2, no stock sales, no side income, and you take the standard deduction, your return is simple. IRS Free File (if your income is under its limit) or a low-cost tool like FreeTaxUSA will do it well, and paying anyone is a waste. The math above only flips once your year gets more complicated.
What to look for if you hand it over
- 01A price you know up front. Hourly billing and per-form pricing is how a $200 return becomes $700.
- 02You see the finished return before you pay. Every line, refund or balance included.
- 03Every number shows its source. You should be able to check where each line came from before you sign.
- 04You don't type your W-2. Uploading the document should be the whole job.
Hand it over. Keep the evening.
Upload your W-2s and 1099s, answer the short list of what's missing, and read your finished return, refund or balance included, before paying anything. $99 flat for the print-ready forms, and you sign and mail it.
Start my return, free →