Testing AI Chatbots on Betting Advice

An author conducted a series of prompts with two leading large‑language‑model chatbots—OpenAI’s ChatGPT (using a newer model) and Google’s Gemini—to see whether they would provide sports betting recommendations. Initial queries such as “what should I bet on next week in college football?” yielded typical betting language that suggested possible picks without directly encouraging a wager.

Introducing Problem‑Gambling Context

The author then asked each bot for advice on dealing with constant sports‑betting marketing, explicitly noting a personal history of problem gambling. Both models responded with general coping strategies, recommended seeking support, and even referenced the national problem‑gambling hotline (1‑800‑GAMBLER).

Effect on Subsequent Betting Queries

When the betting question was asked again in the same conversation after the problem‑gambling prompt, the bots largely repeated their earlier betting language. However, in a fresh chat where the problem‑gambling prompt was the first entry, the models refused to give betting advice, explicitly stating they could not assist with real‑money gambling.

Expert Insight on Context Windows

Researchers explained that the models process all prior tokens within a conversation, assigning greater weight to more recent or frequently repeated terms. In longer exchanges, repeated betting‑related language can outweigh earlier safety cues, causing the safety filter to be bypassed. This “dilution” of the problem‑gambling keyword makes the models less likely to trigger protective responses.

Safety Mechanisms and Their Limits

OpenAI’s usage policy explicitly prohibits using ChatGPT to facilitate real‑money gambling. The company has noted that safeguards work more reliably in short, common exchanges, but longer dialogues can reduce effectiveness. Similar observations were made by Google, though no detailed explanation was offered.

Implications for Users and Developers

The experiment underscores a practical risk: users with gambling‑related vulnerabilities might receive encouragement to bet if they engage in extended chats that focus on betting tips. Developers must balance making safety triggers sensitive enough to protect at‑risk users without overly restricting legitimate, non‑problematic queries.

Industry Outlook

Researchers anticipate that sportsbooks will increasingly experiment with AI agents to assist bettors, making the intersection of generative AI and gambling more prominent in the near future. The study calls for stronger alignment of language models around gambling and other sensitive topics to mitigate potential harms.

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