The Hacker's Cache

More cybersecurity certifications will not automatically fix your career, raise your salary, or create the opportunities you want. In this episode of The Hacker’s Cache, Kyser Clark shares why he is slowing down after years of nonstop upskilling, pursuing certifications, and pushing toward bigger cybersecurity roles. He breaks down what actually moves the needle in cybersecurity careers: relevant hands-on experience, protecti...

Cybersecurity is evolving fast, but does that mean you need a degree, OSCP, or an endless stack of certifications to keep up? In this episode of The Hacker’s Cache, Kyser Clark sits down with returning guest Richie Vinson (4NU81X), an associate security researcher at Kobold.io and founder of Forsec, to talk honestly about breaking into cybersecurity through nontraditional paths. They discuss the current cybersecurity job mark...

I barely went to any talks at DEF CON this year, and that was completely intentional. In this episode of The Hacker’s Cache, I break down my second DEF CON experience, why I believe networking and community can be more valuable than trying to attend every talk, how to make connections even if you’re introverted, what first-time attendees should expect, and whether DEF CON is actually worth the cost. I also share practic...

The cybersecurity job market is more competitive than ever, even for experienced and highly certified professionals. In this episode of The Hacker’s Cache, I share the harsh reality of getting hired in cybersecurity, why breaking into penetration testing has become so difficult, and what employers expect from candidates entering offensive security roles. I also explain what companies charge for penetration tests, what new pen...

In this episode of The Hacker’s Cache, I break down exactly how to negotiate a cybersecurity salary, answer salary expectation questions, counter a job offer, and ask for more money without talking yourself out of the opportunity. I share the negotiation scripts I use, real counteroffer emails that earned me thousands more, why you should avoid naming the first number, how to evaluate total compensation, and how I negotiated ...

Why are qualified cybersecurity professionals submitting hundreds of applications and still getting ghosted? In this episode of The Hacker’s Cache, Kyser Clark breaks down the honest reasons cybersecurity resumes get rejected, including rigid experience requirements, ATS filters, job-title matching, internal candidates, intense competition for remote roles, and the shrinking number of offensive security opportunities. Drawing...

Whether you're trying to break into cybersecurity or level up your career, knowing which skills actually matter can save you years of wasted time. In this episode of The Hacker's Cache, I rank the top 10 cybersecurity skills for 2026, explain why each one is important, and share the best ways to learn them through certifications, TryHackMe, Hack The Box, books, hands on practice, and real world experience. We cover networking funda...

If I had to start my cybersecurity career over in 2026, there are a few things I would do differently. In this episode of The Hacker’s Cache, I break down my full cybersecurity journey from joining the Air Force, earning Security+, Linux+, CCNA, CISSP, OSCP, and other certifications, becoming a penetration tester, building a YouTube channel, dealing with burnout, and pivoting into AI security. I share my biggest cybersecurity...

In this Q&A episode of the Hackers Cache Podcast, I answer one of the biggest questions in cybersecurity today: Is cybersecurity still worth getting into? I share my honest thoughts after a month of job hunting, interview rejections, burnout, and watching the industry change because of AI. We also take a behind-the-scenes look at what a real penetration testing engagement looks like from kickoff call to final report, including ...

Is cybersecurity really for everyone? In this episode of The Hacker’s Cache Podcast, Kyser Clark shares his personal experience with cybersecurity burnout, the realities of breaking into the industry, and why many aspiring professionals never make it. We discuss cybersecurity careers, penetration testing, ethical hacking, certifications like the OSCP, CISSP, and Security+, work-life balance, job market challenges, AI’s ...

In this deeply personal solo episode of The Hacker’s Cache, Kyser Clark opens up about severe cybersecurity burnout, getting let go from his pentesting job, and why he disappeared from content creation for over six months. Kyser shares the reality of working 80 to 90-hour workweeks in offensive security, balancing penetration testing, certifications, content creation, AI studies, and an MBA, while completely neglecting his pe...

 In this episode of The Hacker’s Cache, I sit down with Marco Figueroa, security researcher, former Intel threat hunter, and current Mozilla AI bug bounty leader, to discuss how artificial intelligence is already reshaping cybersecurity. We dive into AI powered vulnerability discovery, malware development, nation state threats, automation, burnout in security roles, and why average cybersecurity professionals risk being ...

In this episode of The Hacker’s Cache Podcast, I sit down with Tyler Ramsbey to discuss why he quit his cybersecurity job to build his own penetration testing company, Kairos Sec, and hacking education platform, HackSmarter. We dive into the reality of cybersecurity entrepreneurship, burnout, work-life balance, OSCP and PNPT certifications, AI in penetration testing, red teaming, OffSec’s “Try Harder” cultur...

In this episode of The Hacker’s Cache, Kyser Clark sits down with HD Moore, the legendary creator of Metasploit and CEO of RunZero, to discuss why relying on CVEs is putting organizations at risk in 2025. They unpack the truth about vulnerabilities that never get CVEs, the hidden dangers of SSH exposures, and why attackers are outpacing defenders through innovation. HD also shares bold takes on AI’s role in cybersecurit...

In this episode of The Hacker’s Cache, Kyser Clark sits down with seasoned penetration tester Kyle Hoehn to unpack the journey from a curious teen experimenting online to a full time professional in offensive security. Kyle shares how early exposure to computer tinkering and real world troubleshooting shaped his path, why foundational IT knowledge still separates strong hackers from the rest, and what certifications actually ...

In this episode of The Hacker’s Cache, Kyser Clark sits down with Jim Schultz, an OSCP-certified penetration tester, cybersecurity instructor, and consultant with over 15 years of experience. Jim shares his journey from taking apart his first family computer in the 90s to teaching hundreds of students and returning full-time to the world of ethical hacking and security consulting. They discuss how writing skills can make or b...

In this episode of The Hacker’s Cache Podcast, Kyser Clark answers real cybersecurity career questions from whether the OSCP or Hack The Box CPTS is better for breaking into pentesting, to how to renew your Security+ the smart way, and why cybersecurity isn’t for those who hate learning. He also exposes the truth behind bootcamps, entry-level job myths, and AI’s impact on the job market. If you’re trying to ...

In this episode of The Hacker’s Cache, Kyser Clark sits down with cybersecurity professional and entrepreneur Bhanu Reddy to talk about how to start a cybersecurity career from anywhere in the world, even if you live outside the U.S. or in a developing country. Bhanu shares his real journey from India to the United States, including how he passed the OSCP certification, landed cybersecurity jobs, and launched an AI startup. T...

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 b...