I Built a Free Tool That Turns 8 AIs’ Investing Wisdom Into Your Personal Investing Coach

A free, browser-based diagnostic tool called My AI Investment Operating System uses eight AI models to recommend a personalized investing approach based on a user's personality, experience, and instincts. The tool, created by the author of the AI investing experiments series, covers six investing schools and provides a prompt library for further AI interaction.

Seven experiments. Eight AIs. Hundreds of thousands of tokens. And the most common question I kept getting was: “That’s great — but which investing approach should I actually use?” The experiments could tell me what AIs collectively think. They could show me where 8 different models agree and disagree. But they couldn’t tell you — with your income, risk tolerance, personality, and schedule — which investing school fits your life. So I built something that could. The Gap the Experiments Left Open After running the full AI investing experiments series https://ordinarymantrying.com/ai-experiments-series-index/ , I noticed a pattern. Every experiment had a clear winner or a surprising result. But the follow-up question was always the same: “Which school should I follow?” The honest answer is: it depends entirely on you. A value investor needs patience and comfort with sitting on losing positions for years. A trend trader needs discipline and the ability to cut losses fast. An index investor needs to ignore noise. None of these is objectively better — but one of them is almost certainly a better fit for who you are right now. That’s the gap. The experiments answered “what do AIs think?” I wanted a tool that answers “what fits you ?” What I Built The My AI Investment Operating System https://ordinarymantrying.com/tools/ai-invest-os.html is a free, 5-step diagnostic tool. No login. No signup. Runs entirely in your browser. Here’s what it does: Step 1 — Personality scan: Six quick questions about how you react to market drops, how much time you can spend on investing, and what kind of returns you’re actually expecting. Not what you think you should say — what’s honestly true. Step 2 — Market experience check: A quick self-assessment to see where you are on the learning curve. This matters because a strategy that works for someone with 10 years of experience can be genuinely harmful for a beginner. Step 3 — The instinct test: You’re shown real market scenarios and asked how you’d react. This reveals the gap between what you think you’d do and what you’d actually do — which is where most investing mistakes happen. Step 4 — AI committee deliberation: Eight AI “committee members” based on the actual experiment data each evaluate your profile and vote on which school fits you best. You watch them analyze one by one. Step 5 — Your Investment OS: A personalized result with your match score for each of the six investing schools, the committee’s verdict, and a full prompt library you can paste directly into any AI today. The Six Investing Schools The tool covers six schools that emerged from the experiments as the main distinct approaches: Value Investing — buy cheap, wait long Index Investing — own the market, ignore the noise Growth Investing — find tomorrow’s winners today Trend / Momentum — ride what’s working, cut what’s not Macro Hedging — position around big economic shifts Core-Satellite — stable core plus tactical bets For each school, the prompt library has multiple tabs: a main conversation starter, then specific prompts for annual reports, competitor analysis, behavioral checks, and quarterly reviews. The idea is that you leave with something you can actually use — not just a label. Why Free? The Honest Numbers Let me show you what this actually cost to build. And it wasn’t just Claude. I was running 8 different AIs in parallel across 7 experiments. The free-tier Chinese AI models I was using — Doubao, Kimi, DeepSeek — each have weekly usage limits. By the time I was finishing the tool, Doubao had hit its cap entirely. So why give all of this away for free? Because the real cost of bad investing decisions is much higher than any tool subscription. If this helps one person avoid buying something they don’t understand, or stick with a strategy long enough to actually work, it’s worth more than whatever I could charge for it. Also, the knowledge behind it came from the experiments — which I did in public, writing about every result. It feels wrong to put that behind a paywall. Support This Work If this tool saved you time — or helped you think more clearly about how you want to invest — and you’d like to say thanks, you can buy me a coffee. It helps cover the API bills and keeps these experiments going. Support on Ko-fi $104 in API bills later, this tool is still free. If it helped you, a coffee goes a long way. ☕ Support on Ko-fi https://ko-fi.com/vantuanle43758 Free Tool My AI Investment Operating System 5 steps to your investing school match score plus a full AI prompt library you can use today. Build My Investment OS Free, 3 min https://ordinarymantrying.com/tools/ai-invest-os.html Related Reading AI Experiments: 8 AIs Answer the Same Investing Question — Every Episode, Ranked https://ordinarymantrying.com/ai-experiments-series-index/ I Asked 8 AIs to Pick an Investing School — All 8 Said Value Investing, Then One Warned You Shouldn’t Fully Trust Any of Them https://ordinarymantrying.com/8-ai-value-investing-playbook-experiment/ My Friend Asked Me How to Use AI for Investing. I Froze. So I Made 8 AIs Compete. https://ordinarymantrying.com/how-to-use-ai-for-investing-8-ai-experiment/ I Asked 8 AIs: $10,000 Into One Asset Class, 10 Years, No Selling. Six Said the Same Thing. https://ordinarymantrying.com/8-ai-asset-class-10000-experiment/ I Asked 8 AIs: $2,000/Month, 20 Years, One Action. Seven Said the Same Ticker. https://ordinarymantrying.com/8-ai-monthly-investing-one-action-experiment/