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AI red-teaming and safety hackathons

Red-teaming challenges pay you to find ways an AI system fails: jailbreaks, prompt injection, weak attributions, bad threat models. Some run all year; others are a single weekend. The rules and the prize pool are the first things to read, not the last.

What these challenges are

A safety or red-teaming competition is still a competition: you submit an attack, a write-up or a small research artefact, and a prize pool is split among accepted work. It is not a grant, and it is not a job offer, though some organisers use the leaderboard as a hiring signal.

Our how to enter AI hackathons article covers the practicalities of finishing a weekend event. Big AI prize challenges vs weekend hackathons explains how longer prize challenges differ. This page is about the safety-specific ones that are open now.

Gray Swan Arena: rolling, free to enter

Gray Swan Arena (AI red-teaming challenges) is a standing arena rather than a one-off weekend. The official Arena page currently shows a prize pool of $200,000 (that figure changes as waves start and end, so check the page before you treat it as fixed). Entry is free. Accepted breaks earn points, and the wave's prize pool is split when it closes.

Gray Swan's own rules, as published with its recent Indirect Prompt Injection: Black challenge, require participants to be 18 or over, with further eligibility in the Arena about page. Challenges are often written in plain English rather than code. Individual challenge end dates sit on the Arena, not in a single annual deadline.

Apart Research: short, dated weekends

Apart Research runs online research sprints and hackathons, open globally, solo or in a team. Two December events are still open with a sensible window:

Apart Research: AI x Epistemics Research Sprint closes 15 November 2026 at 11:59pm AoE, so only enter if you can already be there this weekend. Prize details for that sprint are on its page rather than a single headline figure in our listing.

Data: 28 of 111 dated AI funding deadlines fall on a weekend. Read the weekend deadline report.

How to pick one and actually finish

  1. Read the brief: jailbreak, indirect prompt injection, threat modelling and attribution are different skills.
  2. Check the close time, including AoE, and whether the event is a live weekend or a rolling wave.
  3. For Gray Swan, start with a live challenge on the Arena and learn how breaks are scored before you chase a large pool.
  4. For Apart, treat it like any other sprint: a narrow question, a written artefact, and a submission a few hours early.

Prizes, eligibility and what not to assume

Headline prize pools are usually split across tracks or leaderboards, not paid in full to one winner. Gray Swan's pool moves with the current wave. Apart's December events publish cash totals of $5,000 and $2,000 across all tracks.

Age and location rules are set by each organiser. Gray Swan's IPI Black materials required participants to be 18 or over. Apart's December events are described as open globally and online. Always read the official rules, especially if you work at a lab or have a disclosure policy of your own.

Open competitions are on our competitions list.

Open now: competitions & prizes closing soonest

See all 37 open competitions & prizes →

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Frequently asked questions

Do I need a security background?

Not for these ones. Gray Swan says most winning breaks are written in plain English, and Apart's sprints are open to people without prior AI safety experience. You still have to follow the official rules.

Is Gray Swan's prize pool $300,000?

That was the original headline for Indirect Prompt Injection: Black when it launched in October 2026. The official Arena page currently shows a current prize pool of $200,000. Use the live figure on the page, not an older announcement.

Are Apart's December events in person?

No. Both are online, globally open, and you can work solo or in a team. Submissions close at 11:59pm AoE on the Sunday.

Is the prize a job?

No. You are competing for a published prize pool. Some organisers may later invite strong participants into a community or fellowship, but that is a separate process and not guaranteed.

Where do I enter?

Gray Swan at app.grayswan.ai/arena. Apart's December events have their own sprint pages, linked from our listings.

Sources

Programme details are quoted from the organisers' pages on the dates shown. advance.to isn't affiliated with any organiser.

  1. Gray Swan Arena
  2. Gray Swan: redesigned Arena and IPI Black challenge (20 Oct 2026)
  3. Gray Swan AI: Gray Swan Arena (AI red-teaming challenges) (checked 1 Nov 2026)
  4. Apart Research (with Security Level 5): Apart Research: Threat Intelligence & Threat Modelling Hackathon (checked 2 Nov 2026)
  5. Apart Research: Apart Research: Agent Attribution Hackathon (checked 9 Nov 2026)
  6. Apart Research: Apart Research: AI x Epistemics Research Sprint (checked 2 Nov 2026)

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