Beating the Market with AI (Challenge)

This AI Tool Helps Me Win Trades and Sports Bets

I always believed I had the skills and intelligence to succeed, but somehow life kept blindsiding me. Layoffs. Market crashes. A pandemic. Each time I built a portfolio, life forced me to liquidate it and start all over again. Momentum never lasted long enough to matter.


This is where I found myself—tired, burned out, and aware that I no longer had the luxury of micromanaging every detail. Instead, I needed to maximize what I already knew about markets and simplify everything else. My priority today is generating income from work and investing it—strategically—into long-term opportunities without burning out again.


So I began treating ChatGPT as my executive assistant. Less micromanagement. Less mental overload. I realized much of my burnout came from my own mind—learning too many things at once, questioning everything too early, and switching strategies before they had time to work. Sometimes, being hyper-focused beats being a generalist. Sometimes, trusting the process matters more than reinventing it.


ChatGPT became the assistant I needed, and I forced myself to trust the work it produced.

How AI Sports Betting Started

It began in a moment of desperation.


My depression had reached its peak. I was making irrational choices. At one point, I even got scammed out of $28,000 in a crypto scam. I felt like my independence had been stripped away. Every failure chipped at my sense of direction until nothing was left.


Rock bottom isn’t a metaphor—it’s a crossroads. You either break completely, or you claw your way out.


Right at that tipping point, almost impulsively, I made a decision that sparked something new: sports betting.

It Started With $100

At the time, I was spending money recklessly. My impulses were running wild, probably tied to childhood patterns resurfacing. Depression was eating me alive.


One night—out of boredom and desperation—I tossed $100 into my DraftKings account. I took a few bonus bets, leaned into what I knew best (MMA), and won. Then I started taking it seriously, using ChatGPT to break down underdogs, stylistic matchups, odds edges, and probability scenarios.


I placed $5 bets. I tracked everything. And slowly, I won more than I lost—eventually turning $100 into over $300 and withdrawing $200. Since then, my account has steadily grown through small, calculated AI-assisted bets.


The goal: turn betting into one additional stream of income.

Turning This Into Stock Market Strategy


That success sparked another idea:
If AI could help me refine sports bets, why not use it to streamline stock market research too?

When you work a demanding 9–5, you simply don’t have the mental bandwidth for deep research every night. I needed something lean, smart, and aligned with my personality as an investor.

So I deposited $50 into my MooMoo account and started fresh.

Before anything else, I needed a strategy. A trading journey without a plan is guaranteed to fail. I also knew day trading wasn’t an option—too stressful, too much micromanagement, and too incompatible with my schedule.

I had always succeeded most with swing trading, holding positions for weeks to months. And with a small account, I needed low-priced stocks. I fed all of this to ChatGPT and asked it to build three screeners tailored to my psychology and constraints:

Started with $50 In MooMoo

I deposit $50 into my MooMoo account and start my journey. Next, I had to figure out what my trading strategy was. This was the most important part of the journey because without a plan, any action was bound to fail. Trading is a solo journey with multiple paths to victory. Because there are many different strategies out there, I had to personalize a trading plan for my personality style.

I started by asking AI to build out my stock screener. I did this first because, in my experience with stocks, this was one of my weakest areas. A stock screener is important because it helps screen which stocks to find like a needle in a haystack. Not only, but it helps to become disciplined with trading strategies from the very beginning.

I knew that day trading wasn't for me because, not only was I bad at it, but it was also a more micro-managey process. Due to my job and low trading balance, I could not focus on this method. I also knew that I had the most success with swing trading weekly to monthly holds. With my capital size, I knew I had to trade with lower priced stocks. With all this in mind, I let Chat GPT build out 3 possible screeners labeled: Alpha, Low-Cap Value Growth, and Low-Cap Fundamental Growth.

Alpha Screener


I asked ChatGPT to build a screener that captures stocks that are about to break into new highs. It built me a basic screener that filtered stocks between the price range of $3 to $10 with enough volume. The market cap was designed to make sure it wasn't too small, yet large enough to produce enough volatility.

The moving averages were important because it showed a bullish trend, especially when paired with wicks and volume. That's because it operates similar to a statistical band where the lower price, median prices, and upper prices dictate where the current price is at its trend. I asked Chat GPT to build a screener for daily buy and holds with news as a catalyst.

Low-Cap Value Growth


I labeled this screener as such because I wanted to find small-cap stocks that have the potential to break out into mid-capitalization within 1 year or less. As a result, ChatGPT focused on filtering for stocks that have fast-growing revenue, positive momentum, institutional accumulation, and strong forward projections. AI found that these traits were the hallmarks of any small cap stocks that graduated into mid-cap territory.

Low-Cap Fundamental Growth

I found that I tend to find the most success buying and holding undervalued stocks within the 1–5-year range. So, I decided to create a filter to scan for stocks that were not only undervalued in the long-run but also were at steals within the technical short-run. Because of my smaller principal sizing, I had to focus on small caps. Similar to the strategy employed in the Low-Cap Value Growth above, I wanted to find undervalued stocks that made sense to buy and then sell later on as it reaches mid-term capacity.

To the Moon (But Carefully)

This is my last shot. My last shot at building durable wealth for myself, my parents, and my future family. I’ve finally climbed out of my deepest depression. Now I’m focused, disciplined, and ready to stay the course.

No more giving up when things get difficult.
No more losing myself to burnout.
No more letting opportunities slip.

If you want to follow this journey—my AI betting strategies, trading screeners, and financial rebuild—bookmark this page and follow me across my socials.

This time, I’m aiming for the long game. And I’m not doing it alone—AI is coming with me.


Alex Sung

At an early age Alex knew he was different from most kids. He had D's and F's in early education and even had undiagnosed selective mutism alongside other mental health hurdles.

Despite these challenging experiences, he persevered and was able to "Tigerhack" his way to success. He created the Tiger Dojo to help everyone uncover these secrets.

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