Hackers vs. AI: Microsoft’s $10K Challenge to Outsmart Email Bots!
Microsoft and friends have issued a challenge to AI hackers: outsmart a simulated LLM email client with a prompt injection attack and win a share of the $10,000 prize pool. The LLMail-Inject challenge dares participants to outwit defenses like PromptShield and TaskTracker. Ready, set, hack!

Hot Take:
Microsoft has turned cybersecurity into a game show, and while the contestants are hacking for cash, the rest of us are just hoping our email accounts don’t end up as the ‘before’ example in a cybersecurity seminar. Who knew prompt injection could be the new ‘Who Wants to Be a Millionaire’?
Key Points:
- Microsoft and partners have launched the LLMail-Inject challenge to test the security of an LLM-integrated email service.
- Participants aim to perform prompt injection attacks to trick the system into unintended actions.
- The challenge highlights the real-world implications of AI vulnerabilities in applications and services.
- Various defense mechanisms are in place, such as Spotlighting and PromptShield, to thwart these attacks.
- The competition offers a prize pool of $10,000, with the top four teams receiving monetary rewards.
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