Nobody warns you about quarterly taxes until you owe a penalty for skipping one. In the US, if you expect to owe more than a small threshold in tax for the year, the IRS wants payments four times a year, not once.

The dates that matter
Estimated tax payments are generally due in mid-April, June, September, and January of the following year. Missing one doesn’t mean you owe double later — it means a small penalty on top of what you already owe, which compounds the temptation to just… not deal with it.
A rough guide by tax bracket
| Effective rate range | Suggested set-aside | Who this fits |
|---|---|---|
| 10–15% | 20% | Part-time freelancers, lower total income |
| 15–24% | 28% | Full-time freelancers, mid income |
| 24%+ | 32%+ | High-income freelancers, multiple income streams |
The system
- Open a separate “taxes” savings account — not your emergency fund, not your business checking
- Every time you get paid, move your set-aside percentage immediately
- When a quarterly deadline hits, the money is already there — you’re just clicking submit
This removes the only hard part: having the cash when the deadline shows up. Everything else is paperwork.