[Replay] Episode 159: How to Break Into Cybersecurity — What Actually Works

We're re-releasing one of our most practical episodes this week — originally published November 2025, and still one of the best roadmap conversations we've had on the show. Brad and Spencer share no-fluff advice for breaking into cybersecurity, whether you're switching careers, starting from scratch, or leveling up from a general IT role. They cover what employers actually look for, the fastest paths in, and what to skip. If you're exploring a cybersecurity career, or know someone who is, this one's for you. Blog: https://offsec.blog/ Youtube: https://www.youtube.com/@cyberthreatpov Twitter: https://x.com/cyberthreatpov Follow Spencer on social ⬇ Spencer's Links: https://spenceralessi.com Work with Us: https://securit360.com | Find vulnerabilities that matter, learn about how we do internal pentesting here.