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The announced rules[0] are interesting, in that they claim that sensitive chats (like the ones you pointed out) will not have ads shown next to them.

But - wait for it - memories and past chat history are used for targeting, so you're not going to get your Kalshi ad inside of your "how do I pay back my debt" chat, but maybe the next morning, in your "random cooking question" chat.

[0]: https://help.openai.com/en/articles/20001047-ads-in-chatgpt#...

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Here's the content rules https://openai.com/policies/ad-policies, specifically in gambling:

> Ads promoting products or services that involve wagering money on games of chance, skill, or uncertain outcomes are currently disallowed. This includes casino or betting promotions, online sports betting, lotteries, and poker or gaming platforms that offer cash prizes.

> Ads for casinos may be permitted only when promoting lodging, travel, or entertainment experiences where gambling is not the focus (e.g., a hotel stay at a casino resort). Digital games that do not involve real-money wagering or cash prizes may also be allowed.

Hmmmm, the "digital games" seems suspect

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