Fifty specific, ready-to-paste ChatGPT prompts for US crypto traders. Ten cover IRS reporting — Form 8949 boxes, Schedule D, cost basis, 1099-DA reconciliation. The other forty cover technical analysis, risk sizing, market sentiment and trading psychology.
What is inside
Part 1 — Technical analysis (10 prompts). Market structure, support and resistance, RSI divergence, volume and VWAP, multi-timeframe alignment, breakout versus fakeout, written trade plans.
Part 2 — Risk management (10 prompts). Position size from stop distance, R-multiples and expectancy, drawdown and risk of ruin, correlation, leverage and liquidation, scaling in and out.
Part 3 — US tax & IRS (10 prompts). Choosing the right Form 8949 box, a Schedule D walkthrough, cost basis methods, short versus long term, the wash sale rule, 1099-DA reconciliation, crypto received as income, crypto-to-crypto swaps, loss carryforward, audit-proof records.
Part 4 — Market sentiment (10 prompts). Funding rates and open interest, fear and greed, exchange flows, ETF flows, whale activity, the macro calendar, derivatives positioning.
Part 5 — Trading psychology (10 prompts). Pre-trade checklist, journal template, post-trade review, revenge-trading detection, bias inventory, a personal trading constitution.
Plus an IRS quick reference, a record-keeping template and a five-minute monthly routine.
I wrote every prompt in this pack because I wanted the version I could not find: specific, in plain language, and ready to paste without editing first.
28-page PDF + plain-text promptsUSDT / USDC · BEP20Works with ChatGPT Free50 prompts · 5 partsIRS-focused: Form 8949 + Schedule D
Automatic delivery after blockchain payment confirmation. Payment: USDT or USDC on the BEP20 network. How to pay
PRODUCT PREVIEW
Read one of the tax prompts in full
This is prompt 3.5, exactly as it appears in the pack. Most crypto content gets this question wrong — the pack does not.
PART 3 · WASH SALE RULEPrompt 3.5 of 50
Act as a US tax preparer who is precise about the current law. I sold [ASSET] at a loss on [DATE] and bought it back on [DATE], [NUMBER] days later.
1. State what the wash sale rule (IRC 1091) actually says: it disallows a loss when you acquire substantially identical stock or securities within the 30-day window before or after the sale.
2. State clearly that, as currently applied, this rule does not cover directly held cryptocurrency, because crypto is treated as property and not as a stock or security. So my crypto loss is generally still deductible.
3. Contrast this with crypto ETFs and shares, where the rule does apply.
4. Tell me what records I should keep for this sale in case the position changes.
5. Remind me to re-check the law each tax season, because proposals to extend the rule to crypto have been made repeatedly.
Do not tell me the rule applies to my crypto. If you are unsure, say so.
Example prompt only — not tax or legal advice. AI responses can be inaccurate; confirm current tax treatment with a qualified tax professional.
Get all 50 prompts, with the full IRS quick reference.
Three files, delivered together. No app, no account, no subscription.
50-AI-Prompts-US-Crypto-Tax-Trading.pdf
The full 28-page pack: every prompt, the IRS quick reference, a record-keeping template and a monthly routine.
prompts.md
The same 50 prompts as plain text, with nothing around them. This is the file to keep open while you work.
README.txt
How to get the most out of the pack, and the two facts about Form 8949 and the wash sale rule most guides get wrong.
What this is — and what it is not
It is
A set of 50 specific prompts that show their work, so you can check each step.
Written for the US system: USD, the IRS, Form 8949, Schedule D and Form 1099-DA.
Useful with the free version of ChatGPT.
A way to get organised and precise for the CPA who signs your return.
It is not
Tax, legal or investment advice.
A trading strategy, a signal service or a promise of returns.
A replacement for a qualified CPA.
Automatic. You still fill in your own numbers and check the answers.
Questions
Are these prompts tax advice?
No. They help you organise your records and prepare precise questions for a CPA or tax professional. Every figure an AI produces is a draft you must verify against your own records and the current IRS forms before you file.
Are the tax prompts accurate?
They are written against the current published IRS rules, and they show their work so you can check them. For example, they use boxes G, H and I for short-term digital assets and J, K and L for long-term, and they explain that the wash sale rule does not currently cover directly held crypto. Tax law changes, so the pack tells you to re-check each season — and it never replaces a CPA.
What format are the files?
A 28-page PDF, a plain-text prompts file and a README, delivered together after purchase. You copy a prompt into ChatGPT and replace the bracketed placeholders with your own details.
Do I need ChatGPT Plus?
No. The prompts work with the free version of ChatGPT. Paid plans may give longer or more detailed answers.
How do I pay?
We accept USDT and USDC on the BEP20 network (BNB Smart Chain) through our Sell.app checkout. See the How to pay page for step-by-step instructions.
How do I get my download?
Checkout is handled by Sell.app. Once your USDT or USDC payment is confirmed on the blockchain, your download link is sent to your email automatically.
What is the refund policy?
See the refund policy. Because this is a digital download, please read the sample prompt and the contents list above before buying so you know exactly what you are getting.
Do the numbers first
Work out your gains and losses with the Crypto Tax Tracker, then use the prompts to organise the result. A privacy-first, browser-based tool for US and Australian traders. $49 one-time.
Chameleon AI