Life & fun · alternatives · 2026
24 alternatives to Painless1099 – automated self-employment taxes
Painless1099 is an automated tax service designed for self-employed individuals and freelancers. The platform simplifies the process of calculating and managing 1099 tax obligations by automating tax computations based… Below are 24 products that do a similar job, ranked by how close each is in meaning and then by launch-day votes. Painless1099 – automated self-employment taxes launched in 2016; newer entries below may have overtaken it.
- 1

- 2

- 3

Automatically generate tax forms for contractors
2017 · support.stripe.com · its alternatives →
- 4
Numeral▲366Spend less than 5 minutes per month on sales tax compliance
2025 · numeral.com · its alternatives →
- 5
TaxZap▲81File your UK Self Assessment in 15 minutes with AI
Apr 2026 · taxzap.com · its alternatives →
- 6

- 7

- 8
99Deductions▲214Simple tax deduction finder for freelancers & entrepreneurs
2016 · hurdlr.com · its alternatives →
- 9

- 10

- 11

Track your self-employed income, mileage and tax owed.
2016 · quickbooks.intuit.com · its alternatives →
- 12

- 13

- 14

- 15

- 16

- 17

Stress-free tax management for small biz owners
2022 · complyant.co · its alternatives →
- 18

- 19
Taxorly▲350+ free tax calculators for freelancers & 1099 workers
Jun 2026 · taxorly.com · its alternatives →
- 20

Calculate your 1099 tax bill in seconds
May 2026 · calc1099.com · its alternatives →
- 21

The freelance rate calculator that accounts for SE tax
May 2026 · chargewhat.app · its alternatives →
- 22
Norman▲14Accounting & tax autopilot for entrepreneurs in Germany
2025 · norman.finance · its alternatives →
- 23

Free tax & money calculators for freelancers
Aug 2026 · everycentcalc.biz.id · its alternatives →
- 24

Tax calculation for self-employed professionals in Portugal
2025 · its alternatives →
Also compare
Ranked by how close each launch is in meaning, then by votes. Prices were read from each product’s own site when checked and can change. Refine with your own description →