#66 The #1 Thing That Makes Pentesting Fun (Not Stressful) ft. Trent Miller
In this episode of The Hacker’s Cache, I sit down with penetration tester and security researcher Trent Miller (AzureAD) to talk about the one thing that makes pentesting fun instead of stressful: genuine friendships and community. We discuss how learning from other hackers, sharing experiences, and joining groups like DEF CON DC608 can accelerate your growth far beyond certifications or labs. Trent opens up about work-life balance, avoiding burnout, and the value of teaching what you learn, while I share my own perspective on grinding, AI in cybersecurity, and lessons from real client engagements. Whether you’re an aspiring pentester or already working in offensive security, this conversation reveals practical insights and a fresh way to look at learning in cybersecurity. Connect with Trent Miller on LinkedIn: https://www.linkedin.com/in/azureadtrent/Connect---------------------------------------------------https://www.KyserClark.comhttps://www.KyserClark.com/Newsletterhttps://youtube.com/KyserClarkhttps://www.linkedin.com/in/KyserClarkhttps://www.twitter.com/KyserClarkhttps://www.instagram/KyserClarkhttps://facebook.com/CyberKyserhttps://twitch.tv/KyserClark_Cybersecurityhttps://www.tiktok.com/@kyserclarkhttps://discord.gg/ZPQYdBV9YYMusic by Karl Casey @ White Bat AudioAttention 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.
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#65 Why You Can’t Find a Job After Passing OSCP
Struggling to land a cybersecurity job after passing the OSCP? In this episode of The Hacker’s Cache, I break down why the OSCP certification alone isn’t enough to secure a penetration testing role. From the importance of starting in entry-level IT positions and gaining real-world technical experience, to building soft skills, showcasing work ethic, and differentiating yourself in an oversaturated market, I share hard truths and actionable advice for aspiring ethical hackers. Whether you’re job hunting, planning your career path, or trying to stand out in cybersecurity, this episode gives you the unfiltered roadmap you need. Connect---------------------------------------------------https://www.KyserClark.comhttps://www.KyserClark.com/Newsletterhttps://youtube.com/KyserClarkhttps://www.linkedin.com/in/KyserClarkhttps://www.twitter.com/KyserClarkhttps://www.instagram/KyserClarkhttps://facebook.com/CyberKyserhttps://twitch.tv/KyserClark_Cybersecurityhttps://www.tiktok.com/@kyserclarkhttps://discord.gg/ZPQYdBV9YYMusic by Karl Casey @ White Bat AudioAttention 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.
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#64 Job Interview Secrets From the Other Side of the Table ft. Vladimir Ichkov
Senior penetration tester Vladimir Ichkov shares what really matters in cybersecurity job interviews from the perspective of both a candidate and an interviewer. We discuss the role of soft skills, confidence, and humor in landing a pentesting job, common red flags that turn interviewers away, and how technical experience as a system administrator can give you an edge. If you’re preparing for a cybersecurity interview or want insider tips to stand out, this episode reveals job interview secrets straight from the other side of the table. Connect with Vladimir Ichkov on LinkedIn: https://www.linkedin.com/in/1chk0v/Connect---------------------------------------------------https://www.KyserClark.comhttps://www.KyserClark.com/Newsletterhttps://youtube.com/KyserClarkhttps://www.linkedin.com/in/KyserClarkhttps://www.twitter.com/KyserClarkhttps://www.instagram/KyserClarkhttps://facebook.com/CyberKyserhttps://twitch.tv/KyserClark_Cybersecurityhttps://www.tiktok.com/@kyserclarkhttps://discord.gg/ZPQYdBV9YYMusic by Karl Casey @ White Bat AudioAttention 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.
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#63 Q&A: Outwork 1,000 Applicants to Break Into Cybersecurity
Breaking into cybersecurity isn’t about being “good enough.” It’s about outworking the 1,000 other applicants fighting for the same job. In this episode of The Hacker’s Cache podcast, I share the raw truth about competing in today’s cybersecurity job market, why certifications and hands-on projects matter more than ever, and how to stand out when everyone claims to have the same skills. Whether you’re chasing your first role or leveling up, this episode gives you the mindset and strategies to rise above the crowd.Connect---------------------------------------------------https://www.KyserClark.comhttps://www.KyserClark.com/Newsletterhttps://youtube.com/KyserClarkhttps://www.linkedin.com/in/KyserClarkhttps://www.twitter.com/KyserClarkhttps://www.instagram/KyserClarkhttps://facebook.com/CyberKyserhttps://twitch.tv/KyserClark_Cybersecurityhttps://www.tiktok.com/@kyserclarkhttps://discord.gg/ZPQYdBV9YYMusic by Karl Casey @ White Bat AudioAttention 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.
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#62 Is InfoSec Slowing Down? Threat Models Explained ft. Carl Vincent (vyrus)
In this episode of The Hacker’s Cache, Kyser Clark sits down with Carl Vincent, better known as Vyrus, to unpack the shifting realities of cybersecurity. Carl shares straight talk on the Silver Bullet ecosystem that fraud actors rely on, why today’s cybercrime is more about account access than shell popping, and how blue teams can actually turn criminal tradecraft into an intelligence advantage. The conversation spans everything from DEF CON nostalgia and salsa shots to the practical power of always speaking to the threat model. Carl also delivers a spicy hot take on why InfoSec’s growth may be slowing down and what that could mean for the industry’s future.Connect with Carl Vincent (Vyrus) on LinkedIn: https://www.linkedin.com/in/mcarlvincent/Connect---------------------------------------------------https://www.KyserClark.comhttps://www.KyserClark.com/Newsletterhttps://youtube.com/KyserClarkhttps://www.linkedin.com/in/KyserClarkhttps://www.twitter.com/KyserClarkhttps://www.instagram/KyserClarkhttps://facebook.com/CyberKyserhttps://twitch.tv/KyserClark_Cybersecurityhttps://www.tiktok.com/@kyserclarkhttps://discord.gg/ZPQYdBV9YYMusic by Karl Casey @ White Bat AudioAttention 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.
The show that decrypts the secrets of offensive cybersecurity, one byte at a time. Every week I invite you into the world of ethical hacking by interviewing leading offensive security practitioners. If you are a penetration tester, bug bounty hunter, red teamer, or blue teamer who wants to better understand the modern hacker mindset, whether you are new or experienced, this show is for you.
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