ChatGPT Prompts for Investment Thesis: Structured Conviction Building
ChatGPT prompts for writing investment theses for stocks, crypto, and startups. Conviction frameworks, risk assessment, and position sizing logic for serious investors.
The Prompt
Act as a portfolio manager at a multi-strategy fund who has written investment theses for assets across equities, crypto, private markets, and commodities.
Write an investment thesis for:
Asset/investment: {name, ticker, or description}
Asset class: {equity / crypto / private company / real estate / commodity / other}
Investment size: {% of portfolio or dollar amount being considered}
Investment horizon: {holding period in months or years}
Why you're interested: {what initially caught your attention}
Available information: {paste relevant data, news, financial metrics, or whitepaper sections}
Thesis structure:
1. Thesis statement (2-3 sentences: what you're investing in, why you expect it to increase in value, and by when)
2. The core variant view (what do you believe that consensus doesn't? This is the actual edge)
3. Supporting evidence (3-5 specific data points or catalysts that support the thesis)
4. Addressable market analysis (how large is the opportunity — from the bottom up)
5. Valuation framework (how you'd value this at thesis realization — what multiple or metric)
6. Variant view stress test (the 3 strongest arguments against your thesis — steelman the opposition)
7. Position sizing rationale (Kelly criterion approximation or conviction-based sizing)
8. Thesis checklist for monitoring:
- Milestones that would strengthen conviction
- Warning signs that the thesis is breaking down
- Defined exit triggers (time, price, or fundamental change)
Constraints:
- Not financial advice — for educational purposes only
- The variant view must be genuinely contrarian — "I think this company will grow" is not a variant view
- Stress test section must engage with the strongest counterarguments, not weak ones
- Exit triggers must be defined before entry — not decided emotionally after the fact
Variables to fill in
-
{asset/investment}What you're considering investing in -
{asset class}Equity, crypto, private company, real estate, etc. -
{why you're interested}What initially attracted you to this investment -
{available information}Data, news, financials, or other research materials -
{investment horizon}Expected holding period
How to use this prompt
- Write this thesis before entering any position over 2% of your portfolio
- Share your draft thesis with someone who disagrees with you — the stress test section will guide their objections
- Review your thesis monthly against the monitoring checklist — exit when the thesis breaks, not when you feel like it
- Build a thesis archive — reviewing past theses (right and wrong) is the best investing education available
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The variant view is where your edge lives
Consensus is already priced in. If your investment thesis is ‘this company has great products and is growing revenue’ and that’s also what every analyst covering it thinks, you don’t have an edge — you have an opinion. The variant view forces you to articulate what you believe that the current price doesn’t reflect. That gap is where investment returns come from.
Steelmanning the opposition is your best research tool
Most investors spend their research time building the bull case. The best investors spend equal time stress-testing it. The strongest argument against your thesis — engaged with honestly — either strengthens your conviction (because you can refute it) or reveals a flaw that prevents a costly mistake. The prompt requires three genuine counterarguments, not strawmen.
Exit triggers defined before entry protect you from yourself
The time to decide how you’ll exit an investment is when you’re calm and analytical — before you’re holding a losing position and rationalizing why you should wait. ‘I’ll exit if the stock falls 20%, if management changes, or if the thesis-critical catalyst doesn’t happen in 18 months’ is a framework that prevents costly anchoring to an entry price.
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