Tax season makes me want to hide under a blanket. Receipts everywhere, last year’s refund amount lost in some email from March, and that special panic of opening TurboTax and realizing you have no idea where to start. So when I saw this incredible walkthrough from an AI professional on LinkedIn, I had to break it down for you.
The original poster shared a clean 3-file system for filing your 2026 taxes using Claude, and what I love about it is how each step has a real reason behind it. No fluff. Just a workflow you can copy today and actually finish before April. The expert structures it as three files that build on each other, so each one feeds the next.
File 1: Build your tax profile
This is your tax identity in one document. Claude needs context to be useful, and a profile file gives it everything in one shot so you never have to re-explain your situation in every chat.
- Create a Google Doc and call it TAX-PROFILE. One source of truth beats scattered notes.
- Add your filing status, state, and dependents. These three facts change almost every calculation downstream.
- List your income sources, W-2, freelance, dividends, anything that pays you. Claude can’t suggest deductions for income it doesn’t know about.
- List deductions you’ve claimed in past years. Patterns matter, and last year’s deductions are usually this year’s starting point.
- Add last year’s refund or amount owed. It anchors expectations for this year.
- Save it as a .md file. Markdown stays clean when Claude reads it, no weird formatting noise.
Why this matters: most people start tax prep by digging through documents. The author flips it. Start with who you are, then go find the paperwork that fits.
File 2: Generate your tax checklist
Now you turn that profile into a custom to-do list. This is where Projects in Claude earn their keep.
- Open Claude, go to Projects, and create one called 2026 Taxes. Projects keep memory across chats so you don’t restart from zero every time.
- Upload your tax-profile.md into the Project. It becomes shared context for every conversation inside.
- Run this prompt: “I’m [filing status] in [state] with [income types]. Build me a checklist.” The brackets force you to fill in your specifics, which makes the output specific too.
- Add every document the checklist names into the Project. W-2s, 1099s, mortgage interest forms, charity receipts, all of it.
- Every new chat inside that Project remembers your profile and your documents. No copy-paste tax sleeves needed.
The rationale here is brilliant. Most AI workflows fail because people start over with each new chat. The original poster solves that with Projects, so the context compounds instead of evaporating.
File 3: Wire up Connectors and run the export
This last file is where the magic actually happens. The creator connects Claude to your tools so it can pull and push files without you babysitting downloads.
- Go to Settings → Connectors and connect Google Drive and Gmail. This is the bridge between Claude and your real-world tax mess.
- Stop downloading and re-uploading the same PDFs. Connectors mean Claude reads them in place.
- Open Cowork and point it at your tax folder. Cowork is the workspace where Claude can actually create files, not just describe them.
- Run this prompt: “Create a TurboTax-ready import table with all my income, deductions, and credits. Include the IRS form and line number for each item.” The form-and-line-number detail is the unlock, that’s what makes the output usable instead of decorative.
- Claude exports a real .xlsx and .pdf into your folder. Both formats, because TurboTax sometimes wants one and your records always want the other.
- Paste the table into TurboTax. Done.
Why this workflow actually works
I think the genius of this approach is how it separates the three jobs that usually get mashed together. File 1 is identity. File 2 is planning. File 3 is execution. When you mash them, you get confusion. When you split them, each step is small enough to finish in one sitting.
A few things I’d add from my own reaction watching this:
- Do File 1 first, even if it’s January. The profile is reusable every year, you only update it.
- Be specific in the checklist prompt. Vague inputs make vague checklists. Brackets force precision.
- Trust the form-and-line-number detail. That single phrase turns a generic table into something TurboTax can actually accept.
Tax prep stops being a wall when you have a system. The mind behind this turned a four-hour panic session into something closer to a 30-minute review, and the pieces transfer cleanly to next year too.
Check out the full LinkedIn post for the original walkthrough and screenshots from this savvy professional. Worth saving before April hits.