A growing number of entrepreneurs are developing AI-powered gambling tools, betting that artificial intelligence can give ordinary bettors an edge in the rapidly expanding online sports betting market. While some claim success rates of 56-60 percent compared to standard odds of 52 percent, the field remains largely experimental with no clear wave of newly minted millionaires emerging from AI-assisted gambling.
The big picture: The convergence of America’s booming $150 billion sports betting industry with the AI gold rush has created a cottage industry of startups promising to turn bots into winning bet-makers.
- Americans spent over $150 billion on sports-related wagers last year, with the American Gaming Association reporting a nearly 24 percent jump in sports betting popularity in 2024.
- Federal legalization of sports betting seven years ago coincided with the modern AI boom, creating opportunities for tech-savvy entrepreneurs to combine both trends.
Key players and their approaches: Several startups are taking different strategies to merge AI with gambling, from tip services to fully automated betting agents.
- Carson Szeder’s MonsterBet charges $77 monthly for MonsterGPT, which uses projection models and web scraping through retrieval-augmented generation to select bets on professional sports.
- Massachusetts-based Rithmm offers “AI-powered sports intelligence” packages starting at $30, while JuiceReel provides a free basic app for similar purposes.
- Siraj Raval’s WagerGPT charges $199 monthly and claims to place bets automatically, though user feedback suggests the service is “completely dead” and a “waste of money.”
In plain English: Retrieval-augmented generation (RAG) allows AI tools to pull in fresh information from the internet on top of what they learned during training—like giving a calculator access to current sports statistics instead of relying only on old data.
Technical challenges: Companies attempting fully automated betting face significant hurdles in actually placing wagers rather than just providing tips.
- Tom Fleetham’s experience with blockchain platform Zilliqa’s horse racing AI agent Ava highlighted timing issues: “Where it got hard was actually trying to place the bets… It took forever. We gave up.”
- Most automated betting products focus on cryptocurrency-based platforms since AI agents cannot control traditional bank accounts but can operate crypto wallets.
- FanDuel’s approach with chatbot Ace deliberately avoids automation: “The power to place bets should always stay in the hands of our customers themselves—not bots, AI agents, or anything (or anyone) else,” says VP Jon Sadow.
Crypto-gambling fusion: Several projects are attempting to create AI-powered betting hedge funds using cryptocurrency infrastructure.
- Sire (formerly DraiftKing) operates as a decentralized autonomous organization that plans to pool customer funds, place bets on crypto-based sports books like Polymarket, and redistribute winnings minus performance fees.
- Max Sebti’s Score company uses “computer vision tech that is watching the games” combined with public and private data to determine winning bets.
- Coinbase’s AgentKit enables AI agents to execute various financial transactions including sports betting, though product manager Lincoln Murr admits: “How profitable these agents truly are, I don’t know.”
In plain English: A decentralized autonomous organization (DAO) is essentially a member-owned investment club that uses blockchain contracts instead of traditional paperwork—like a betting pool where the rules are coded into the system rather than managed by a single company.
Marketing pivot: Some companies have shifted from actual betting automation to creating promotional AI agents for established gambling platforms.
- QStarLabs’ Memetica “fully pivoted” from crypto token promotion to designing AI agents for over a dozen iGaming clients.
- Their agent Divinia posts promotional content on X for decentralized platform Divvy, essentially serving as a marketing gimmick rather than a functional betting tool.
What they’re saying: Industry participants acknowledge both the potential and the persistent challenges in AI gambling.
- “We have some people who are probably hitting around 56 to 60 percent of the time, myself included,” claims MonsterBet’s Szeder about his AI tools’ success rate.
- Yang Tang from QStarLabs warns about traditional scams being repackaged with AI branding: “We’re not nefarious people, so we don’t do that with our agents. But all of these tricks are well known.”
Why this matters: These early experiments represent how AI agent hype often outpaces actual utility, while highlighting the beginning stages of merging gambling and artificial intelligence technologies that could reshape both industries.
Meet the Guys Betting Big on AI Gambling Agents