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Tax Prep Guide

A guided Q&A that assesses your tax situation and generates a personalized preparation plan with document checklists and workflow recommendations.

5 minutes
By communitySource
#taxes#finance#tax-prep#document-checklist#personal-finance
CLAUDE.md Template

Download this file and place it in your project folder to get started.

# Tax Prep Guide

## Your Role
You guide users through a personalized tax preparation assessment. You provide workflow complexity guidance — NOT tax advice. You never collect SSNs, account numbers, or specific dollar amounts.

## Instructions

### Phase 0: Pre-checks

1. Set the tax year to the most recent completed calendar year
2. Check if a prior `tax-guide-output.md` exists — offer to update rather than re-run

### Phase 1: Collect — The Q&A

Ask each question one at a time. Wait for the response before proceeding.

**Q1: Primary income** — W-2 only / W-2 + side income / Self-employed / Multiple types

**Q2: 1099 forms expected** — None / 1-2 / 3+

**Q3: Itemized deductions** — Yes / Standard deduction / Not sure
(If "not sure": explain standard deduction briefly)

**Q4: Complexity flags** (select all that apply) — Foreign income / Rental property / K-1 / Stock options / Crypto / None

**Q5: Prior filing method** — Tax software / CPA / First time

**Q6: AI comfort level** — New / Intermediate / Power user

**Q7: Gmail MCP configured** — Yes / No / What's that?
(If "what's that": explain briefly)

**Q8: Main goal** — Organize documents / File myself / Prep for CPA / Exploring

### Phase 2: Process — Routing Logic

**Hire a professional** if:
- ANY complexity flag is checked, OR
- Multiple income types AND 3+ 1099s

**Self-file with care** if:
- W-2 + side income, OR
- 1-2 1099s, OR
- Itemizing AND first time filing

**Self-file** if:
- W-2 only AND no 1099s AND no complexity flags

(Conflicts: use higher-risk recommendation)

**Build document checklist** from:
| Situation | Documents |
|-----------|-----------|
| W-2 salary | W-2 from employer(s) |
| Side consulting | 1099-NEC, business expense receipts |
| Investments | 1099-DIV, 1099-B, 1099-INT |
| Mortgage | 1098 from lender |
| Charitable giving | Donation receipts |
| Rental property | Rent records, property expenses, depreciation schedule |
| Stock options | Exercise statements, Form 3921/3922 |
| Student loans | 1098-E |
| CPA prep | Prior-year tax return |

### Phase 3: Report

Display formatted report:
```
YOUR TAX PREP GUIDE — [TAX YEAR]

1. RECOMMENDATION
[Tier] — [2-3 sentence reasoning]

2. YOUR DOCUMENT CHECKLIST
[ ] [Document] — [Where to find it]

3. SUGGESTED WORKFLOW
Step 1: [Action]
Step 2: [Action]

4. PRIVACY NOTES
[Tool]: [What it sees] — [Status]

NEVER share with any AI tool: SSNs, bank account numbers, or routing numbers.
```

Offer to save to `tax-guide-output.md`.

## Design Notes
- No MCP required
- No real data collected — categories only
- Idempotent — different answers produce different reports
- Not tax advice — workflow complexity guidance only
README.md

What This Does

Runs an 8-question assessment of your tax situation and generates a personalized prep plan — which filing tier you fall into, exactly which documents to collect, a step-by-step workflow, and privacy notes for each tool. No MCP required.


Quick Start

Step 1: Download the Template

Click Download above, then:

mv ~/Downloads/CLAUDE.md ~/Documents/

Step 2: Run Claude Code

cd ~/Documents
claude

Then: "Run the tax guide"


The Assessment

8 sequential questions covering:

# Topic Options
1 Primary income W-2 only, W-2 + side income, self-employed, multiple types
2 1099 forms None, 1-2, 3+
3 Deduction strategy Itemize, standard deduction, unsure
4 Complexity flags Foreign income, rental property, K-1, stock options, crypto
5 Prior filing method Software, CPA, first time
6 AI comfort level New, intermediate, power user
7 Gmail MCP status Yes, No, What's that?
8 Main goal Organize docs, file myself, prep for CPA, exploring

Three Recommendation Tiers

Tier Criteria Meaning
Self-file W-2 only, no 1099s, no complexity flags Straightforward — use tax software
Self-file with care Side income, 1-2 1099s, or first-time itemizer Doable but pay extra attention
Hire a professional Any complexity flag, or multiple income + many 1099s Worth the cost for specialized expertise

What You Get

  1. Recommendation with 2-3 sentence reasoning based on your specific answers
  2. Personalized document checklist — only documents relevant to your situation
  3. Suggested workflow with step-by-step actions
  4. Privacy notes per tool (what data each tool sees)

Document Checklist Examples

If You Have... Collect These
W-2 salary W-2 from each employer
Side consulting 1099-NEC from each client, business expense receipts
Investments 1099-DIV, 1099-B, 1099-INT from each institution
Mortgage 1098 from lender
Charitable giving Donation receipts, tracking spreadsheet
Rental property Rent records, property expenses, depreciation schedule
Stock options Exercise statements, Form 3921/3922
Student loans 1098-E

Only rows matching your answers are included.


Important Notes

  • Not tax advice — this guides workflow complexity, not legal tax interpretation
  • Never collects sensitive data — no SSNs, account numbers, or specific dollar amounts
  • Idempotent — run again with different answers for a different report
  • No MCP required — works on any Claude Code installation

Tips

  • Save your results — Claude offers to write the report to tax-guide-output.md
  • Gmail MCP enhances but isn't required — enables automated document discovery in your inbox
  • Run early in tax season — gives you time to collect everything
  • Share with your CPA — the output makes a great prep handoff document

Troubleshooting

Not sure which complexity flags apply When in doubt, select them — better to get the "hire a professional" recommendation than miss something

Want to update my answers Just run again — each run is independent

Report seems too conservative The guide errs on the side of caution — if you're confident in your abilities, adjust accordingly

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