WE'RE IN! · 2026-03-03 · 13 min
In this episode of WE’RE IN, Josh Mason sits down with Sayaan Alam, a Level 5 Synack Red Team (SRT) member who started his hacking journey at 14 years old. Sayaan shares his story of how he became the second-youngest researcher onboarded to the SRT and how he climbed the ranks to become recognized on the Synack Acropolis. Timestamps: 00:54 Meet Sayaan: Starting Bug Bounties at 14 01:33 Joining the Synack Red Team (SRT) 03:18 SRT Onboarding Process 04:41 Climbing the Tiers: From Level 1 to Level 5 05:42 Why Synack is Different from Other Platforms 06:30 Improving Professional Pentesting Skills 06:58 Finding Patterns in Client Architectures 08:32 The AI Chatbot Vulnerability: SSRF Case Study 10:57 Remediation Advice for AI File Handling 11:58 Trends in AI Chatbot Security & Stored XSS 13:12 Thoughts on Sara: The Synack Autonomous Red Agent 14:29 How to
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