Cybersecurity interview prep when AI raises the alert

Verify the finding. Contain the access. Prove the fix.

Investigate the finding

What companies say they’re looking for

04 Check what the detector misses

“An auditor validates every one,” (opens the source)

Dan Guido, CEO and co-founder, Trail of Bits · Trail of Bits, Mar 31, 2026

Review false negatives as well as the alerts that look convincing.

“You will be explicitly told in advance if you will be in an AI coding interview.” (opens the source)

Datadog, Published candidate guidance · Datadog, Undated

Check the rule for the specific interview stage before using AI.

Sources

  1. Grant Bourzikas, Chief Security Officer, Cloudflare, at the time. Cloudflare, “Project Glasswing: what Mythos showed us”, May 18, 2026. Open the source. Checked against the published text.
  2. Ollie Whitehouse, Chief Technology Officer, UK NCSC, at the time. NCSC, “Preparing for a ‘vulnerability patch wave’”, May 1, 2026. Open the source. Checked against the published text.
  3. Sourov Zaman, Craig Strubhart and Grant Bourzikas, Joint Cloudflare authors; Bourzikas is Chief Security Officer, at the time. Cloudflare, “The impact of the Salesloft Drift breach on Cloudflare and our customers”, Sep 2, 2025. Open the source. Checked against the published text.
  4. Dan Guido, CEO and co-founder, Trail of Bits, at the time. Trail of Bits, “How we made Trail of Bits AI-native (so far)”, Mar 31, 2026. Open the source. Checked against the published text.
  5. Datadog, Published candidate guidance, at the time. Datadog, “Interviewing at Datadog: AI Guidelines”, Undated. Open the source. Checked against the published text.
  6. Anish Naik and Marcelo Morales, Joint authors, Trail of Bits, at the time. Trail of Bits, “Your AI agent fixed the bug, but what else did it change?”, Oct 21, 2026. Open the source. Checked against the published text.

Last reviewed Nov 10, 2026