Agents not tested on this yet

Gather tax documents and fill in a draft

Tax season means hunting through email and bank accounts. An agent can collect the documents and draft the forms for you to review.

Short answer

We haven't tested agents on this yet. In our feed, one person had Grok Bot gather documents and fill in an overseas tax filing, then reviewed and submitted it himself. Another had Claude Cowork draft a rental property Schedule E and show its plan first. Agents that work well with files, like Claude Cowork and ChatGPT Work, are natural picks. Always review the result, and ask a professional if your situation is complicated.

Agents that can do this

Claude CoworkFrom $20/mo · Where Claude is available

Seen drafting a Schedule E in our feed. Strong with files. Pro $20/mo.

Grok BotFrom $30/mo · Not confirmed

Seen gathering documents from email and bank accounts.

ChatGPT WorkFrom $0 · Worldwide (where ChatGPT works)

Free in the desktop app for a first try.

How to do it

  1. Make a folder

    Put last year's return and this year's statements in one place, or let the agent collect them.

  2. Ask for a plan first

    Have it list every document and number it needs before it fills anything in.

  3. Review every number

    Check each figure against its source file.

  4. Submit it yourself

    Never let an agent file a tax return on its own.

Copy-paste setup

I need to file [FORM OR FILING] for tax year [YEAR]. First list every document and number this filing needs and where each usually comes from. Then search my email for those documents and put them in one folder. Fill in a draft, mark every field you're unsure about, and don't submit anything. I'll review it myself and may ask a tax professional to check it.

Our own prompt. We have not tested it on every agent yet. Text in [BRACKETS] is what you replace.

Watch out for

  • An AI agent is not a tax advisor. Mistakes are your responsibility.
  • Think about which accounts you connect. Read-only access is safer.

Our test results

Not tested yet. We haven't run our own tests on this yet. When we do, results will appear here with the date, agent version, time, cost, how often we had to step in, and screenshots. How we test.

Test plan: A made-up household with sample documents: every number checked against a correct return, plus how many fields were flagged as unsure.

Seen in the feed