#36 The OSCP Won’t Save You ft. Tyler Ramsbey

Many aspiring penetration testers believe that earning the OSCP is the ultimate proof of their skills—but what happens when they step into a real-world engagement? In this episode of The Hacker’s Cache, Tyler Ramsbey joins me to break down the hard truth about OSCP, the gaps it leaves in real-world pentesting, and why experience always outweighs certifications. We discuss rookie mistakes, the reality of internal assessments, and why leadership and communication skills are just as critical as technical expertise. Whether you're chasing the OSCP or already have it, this episode will challenge what you think you know about offensive security.

Connect with Tyler Rambey on LinkedIn: https://www.linkedin.com/in/tyler-ramsbey-86221643/

Subscribe to Tyler Ramsbey on YouTube: https://www.youtube.com/@TylerRamsbey

Check out the Hack Smarter Community: https://hacksmarter.org/

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Music by Karl Casey @ White Bat Audio

Attention Listeners: This content is strictly for educational purposes, emphasizing ETHICAL and LEGAL hacking only. I do not, and will NEVER, condone the act of illegally hacking into computer systems and networks for any reason. My goal is to foster cybersecurity awareness and responsible digital behavior. Please behave responsibly and adhere to legal and ethical standards in your use of this information.

Opinions are my own and may not represent the positions of my employer.