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Cybersecurity Mentors Podcast

Cybersecurity Mentors

In this podcast we discuss mentoring in cybersecurity, information for those that are looking to get into cybersecurity, and tips for those that are looking to advance their careers.

Check out our community: https://www.skool.com/the-cybersecurity-mentors

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August 20 · 32 min
Inside The RSA Conference Pipeline For Startups and Students with Cecilia Marinier
Send us Fan Mail and we can reply directly! What does the future of cybersecurity look like, and how can the next generation prepare for it? In this episode of the Cybersecurity Mentors Podcast, John sits down with Cecilia Marinier of RSAC to talk about cybersecurity innovation, emerging technology, career opportunities, and developing the next generation of cybersecurity professionals. Cecilia shares her journey from studying political science and psychology and working in national security to helping lead RSAC’s Innovation and Scholars programs. We discuss: • Why cybersecurity needs people from many different backgrounds • Why networking and community are so important for breaking into cybersecurity • What makes a cybersecurity startup truly innovative • How AI is changing the cybersecurity market • RSAC Innovation Sandbox, Innovation Showcase, and Launch Pad • How startups can differentiate themselves in a crowded market • Why adaptability and the ability to pivot matter • The RSAC Security Scholars program and College Day • How students can gain experience and build relationships in cybersecurity • The impact mentors can have on someone’s career • How AI may change entry-level cybersecurity jobs • Why cybersecurity professionals should start learning and experimenting with AI now • Finding the cybersecurity career path that matches your interests and existing skills • Why the cybersecurity community is one of the industry’s greatest strengths Cecilia also shares a powerful story about John Strand of Black Hills Information Security offering training and mentorship to someone trying to break into cybersecurity, a great example of what this community can look like at its best. Connect with Cecilia Cecilia Marinier on LinkedIn https://www.linkedin.com/in/cecilia-murtagh-marinier-14967/ Resources Mentioned RSAC Security Scholar https://www.rsaconference.com/rsac-programs/security-scholar RSAC College Day https://www.rsaconference.com/rsac-programs/college-day RSAC Innovation Sandbox https://www.rsaconference.com/rsac-programs/innovation/innovation-sandbox RSAC Launch Pad https://www.rsaconference.com/rsac-programs/innovation/launch-pad RSAC Innovation Showcase https://www.rsaconference.com/rsac-programs/innovation/innovation-showcase AppSec Village: Attacking AI – Modern Methodology to Test AI Systems with Jason Haddix https://www.rsaconference.com/Library/webcast/appsec-village-attacking-ai-modern-methodology-to-test-ai-systems Cybersecurity Career Guide by Alyssa Miller https://www.manning.com/books/cybersecurity-career-guide John Strand / Antisyphon Training https://www.antisyphontraining.com/instructor/john-strand/ Security BSides https://bsides.org/ AFA CyberPatriot https://www.uscyberpatriot.org/ Come hang out with us in the Cybersecurity Mentors Skool community. It’s free to join.
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S6 · E20
August 6 · 34 min
Walkthroughs Aren’t Cheating: How to Actually Learn Cybersecurity
Send us Fan Mail and we can reply directly! Learning cybersecurity does not mean figuring everything out on your own. In this episode of the Cybersecurity Mentors Podcast, Steve and John explain why following walkthroughs, tutorials, and expert examples is not cheating—it is one of the most effective ways to build practical cybersecurity skills. Just like musicians, athletes, artists, and apprentices, cybersecurity professionals improve by watching others, repeating proven techniques, and putting in the reps. We discuss how to move beyond simply copying instructions by asking why each step matters, predicting what comes next, researching what you do not understand, and documenting what you learn. We also share practical walkthrough resources for: • Offensive security and capture-the-flag challenges • SOC analysis and Splunk investigations • Digital forensics and incident response • Threat hunting • GRC and cybersecurity risk assessments You do not need to create every project or lab from scratch. Follow someone who has already done it, learn the process, make it your own, and eventually help others do the same. Mimicry is not the opposite of mastery. It is often the first step toward it. Come hang out with us in the Cybersecurity Mentors Skool community. It’s free to join.
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S6 · E19
July 23 · 34 min
The Real State of Cybersecurity Careers in 2026 (Part 2 | ISSA Report Breakdown)
Send us Fan Mail and we can reply directly! The cybersecurity profession is changing faster than ever. In Part 2 of our breakdown of the 2026 ISSA Life and Times of Cybersecurity Professionals Report, we explore what 380 IT and cybersecurity professionals say about the biggest challenges facing the industry today. We discuss: • Why cybersecurity and IT must work together • Is the cybersecurity skills shortage real? • How organizations should build better talent pipelines • Why AI is a force multiplier—not a replacement • The evolving role of today's CISO • The leadership, business, and communication skills that matter most Whether you're trying to break into cybersecurity, advance your career, or become a future security leader, this episode is packed with practical insights you can apply immediately. Come hang out with us in the Cybersecurity Mentors Skool community. It’s free to join.
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S6 · E18
July 10 · 43 min
The Real State of Cybersecurity Careers in 2026 (ISSA Report Breakdown)
Send us Fan Mail and we can reply directly! Is cybersecurity still a great career in 2026? In this episode of the Cybersecurity Mentors Podcast, we break down the latest 2026 ISSA Life and Times of Cybersecurity Professionals report and compare the research to our own experience leading enterprise cybersecurity teams. Based on feedback from 380 IT and cybersecurity professionals, we discuss: • The best advice for breaking into cybersecurity • Why networking matters more than certifications alone • The growing workload facing security teams • Stress, burnout, and why many professionals have considered leaving the field • The leadership and culture that separate great security teams from struggling ones If you're trying to land your first cybersecurity job, grow into leadership, or understand what the career really looks like behind the scenes, this episode is for you. Come hang out with us in the Cybersecurity Mentors Skool community. It’s free to join.
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S6 · E17
June 18 · 34 min
AI Isn't Replacing Cybersecurity Jobs... It's Creating MORE Work
Send us Fan Mail and we can reply directly! Everyone is asking the same question: "Will AI replace cybersecurity jobs?" After working with AI every day in a real enterprise security program, my answer may surprise you. In this episode, I explain why AI is actually creating more work for cybersecurity teams—not less. We discuss: Why vulnerability management is exploding How AI is accelerating vulnerability discovery Why AI governance is becoming one of the fastest-growing areas in cybersecurity How security operations (SOC) teams are actually using AI today Why AI is a force multiplier—not a replacement The cybersecurity skills that will become even more valuable over the next few years If you're worried about AI replacing your career—or you're trying to break into cybersecurity—this episode will help you understand where the real opportunities are. Come hang out with us in the Cybersecurity Mentors Skool community. It’s free to join.
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S6 · E16
June 4 · 25 min
SOC vs GRC: Which Cybersecurity Career Path Is Right for You?
Send us Fan Mail and we can reply directly! Trying to break into cybersecurity but not sure whether you should pursue a SOC Analyst role or a GRC (Governance, Risk, and Compliance) position? In this episode of The Cybersecurity Mentors Podcast, we break down the differences between SOC and GRC careers, the skills needed for each path, and how to determine which one fits your strengths, interests, and long-term goals. Whether you're a career changer, recent graduate, IT professional, or someone trying to land your first cybersecurity job, this episode will help you make a more informed decision about your future. Tell us in the comments: If you had to choose today, would you pick SOC or GRC, and why? Come hang out with us in the Cybersecurity Mentors Skool community. It’s free to join.
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S6 · E15
May 21 · 44 min
10 Cybersecurity Myths That Are Ruining Careers
Send us Fan Mail and we can reply directly! Too many people are getting bad advice about cybersecurity careers, and it’s hurting their chances of getting hired. In this episode of The Cybersecurity Mentors Podcast, we break down some of the biggest myths in cybersecurity today, including: • “Cybersecurity is entry-level” • “AI is replacing SOC analysts” • “You need to know everything before applying” • “Cybersecurity pays six figures immediately” • “Technical skills are all that matter” • “LinkedIn networking is pointless” • “Cybersecurity influencers give realistic advice” If you're trying to break into cybersecurity or grow your career, this episode will help you focus on what truly matters. Come hang out with us in the Cybersecurity Mentors Skool community. It’s free to join.
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S6 · E14
May 7 · 59 min
The Cybersecurity Career Q&A Everyone Needs to Hear
Send us Fan Mail and we can reply directly! In this special Q&A episode of The Cybersecurity Mentors Podcast, we answer REAL questions submitted directly by our community about breaking into cybersecurity in 2026. We cover: How to become employable in your first 90 days The best entry-level IT and cybersecurity roles What hiring managers ACTUALLY look for Home labs that recruiters care about CompTIA vs GIAC certifications MBA vs technical degrees for future CISOs Common mistakes junior analysts make Networking, mentorship, and career growth What surprised us most working in cybersecurity How to stand out when everyone says they want “experience” We also share personal stories from our own careers, lessons learned, and advice we wish someone gave us earlier. If you're trying to break into cybersecurity, grow your career, or avoid common mistakes, this episode is for you. Come hang out with us in the Cybersecurity Mentors Skool community. It’s free to join.
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S6 · E13
April 23 · 49 min
Will AI Take Cybersecurity Jobs? The Real Answer (Good, Bad & Ugly)
Send us Fan Mail and we can reply directly! AI is changing cybersecurity faster than ever… but what does that actually mean for YOU? In this episode of the Cybersecurity Mentors Podcast, we break down the good, the bad, and the ugly of AI in cybersecurity—and most importantly, what you should be doing right now to stay ahead. We cover: How AI is becoming a force multiplier for cybersecurity teams The truth about AI replacing entry-level jobs (and why it’s NOT that simple) The biggest risks: over-reliance, automation, and attacker advantages Real-world examples of how we’re using AI today A practical playbook to future-proof your cybersecurity career Bottom line: AI isn’t replacing cybersecurity professionals—but it is changing the game. The people who win will be the ones who learn how to use it. Come hang out with us in the Cybersecurity Mentors Skool community. It’s free to join.
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S6 · E12
April 16 · 42 min
Cybersecurity Mentors After Hours: Real Talk, Career Lessons & Life Behind the Scenes
Send us Fan Mail and we can reply directly! In this special “After Hours” episode of the Cybersecurity Mentors Podcast, we’re switching things up. No structured teaching. No formal topics. Just real, unfiltered conversation. We’re giving you a behind-the-scenes look at what we actually talk about off-camera — from: What it’s really like hiring cybersecurity analysts What separates strong candidates from everyone else Career growth, persistence, and second chances The reality of building a podcast and growing on YouTube Mentorship wins (and why they matter more than numbers) And even what we’re watching, playing, and doing outside of cybersecurity This episode is more personal, more relaxed, and more real. But don’t worry — there are still plenty of “nuggets” and lessons throughout if you’re paying attention. If you’ve ever wondered what cybersecurity leaders actually think, do, and talk about day-to-day… this is your chance to see it. Come hang out with us in the Cybersecurity Mentors Skool community. It’s free to join.
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S6 · E11
April 2 · 31 min
Cybersecurity Certifications That Hiring Managers Actually Care About (2026 Guide)
Send us Fan Mail and we can reply directly! Trying to figure out which cybersecurity certifications are actually worth it in 2026? In this episode of the Cybersecurity Mentors Podcast, we break down the best certifications for every path in cybersecurity — whether you're just starting out or trying to level up. We cover: The foundational certs you should start with (and why fundamentals matter) The best certifications for SOC / Security Analyst roles What to pursue for GRC (Governance, Risk, and Compliance) The most valuable paths for Cloud Security (AWS vs Azure) Hands-on certifications for Penetration Testing & Ethical Hacking Certifications that are overhyped vs actually useful Why certifications alone won’t get you hired (and what will) If you're overwhelmed by all the options out there, this episode will help you focus, save money, and build a clear roadmap. Come hang out with us in the Cybersecurity Mentors Skool community. It’s free to join.
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S6 · E10
March 26 · 59 min
35 Years in Cybersecurity: Randy Marchany’s Biggest Lessons
Send us Fan Mail and we can reply directly! In this episode of the Cybersecurity Mentors Podcast, we sit down with Randy Marchany, longtime CISO at Virginia Tech University, to break down the biggest lessons he’s learned from 35 years in cybersecurity and over 50 years in IT. From building one of the earliest hands-on cybersecurity training labs to leading incident response and mentoring the next generation of professionals, Randy shares what actually matters if you want to succeed in this field. This conversation goes far beyond a single story—it’s about mindset, experience, and what separates good cybersecurity professionals from great ones. Come hang out with us in the Cybersecurity Mentors Skool community. It’s free to join.
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S6 · E9
March 19 · 46 min
The Hacker Mindset: Interview with Ed Skoudis
Send us Fan Mail and we can reply directly! What does it really mean to think like a hacker? In this episode of the Cybersecurity Mentors Podcast, we sit down with Ed Skoudis, President of the SANS Technology Institute and one of the most respected leaders in cybersecurity education. Ed shares how his career evolved from defense to offense—and why developing a hacker mindset is critical for anyone serious about cybersecurity. We break down: Why focusing only on defense can limit your growth The mindset shift from reacting → proactively finding vulnerabilities How offense and defense are more connected than most people realize The real skills beginners should focus on (networking, cloud, AI) Why AI is changing cybersecurity faster than ever How to actually get started in cybersecurity without feeling overwhelmed If you’re trying to break into cybersecurity—or level up your skills—this episode will challenge how you think about the field. Come hang out with us in the Cybersecurity Mentors Skool community. It’s free to join.
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S6 · E8
March 12 · 44 min
Stop Using Slides: Tell Better Cybersecurity Stories
Send us Fan Mail and we can reply directly! On this episode of the Cybersecurity Mentors Podcast, we sit down with Jeffrey Wheatman to break down one of the most underrated skills in cybersecurity: storytelling. Jeffrey shares how he built a career helping CISOs communicate more effectively with boards, executives, and teams by shifting away from charts and data toward stories that resonate and drive action. We explore why storytelling is a skill anyone can learn, how it applies to leadership, presentations, and interviews, and why the best cybersecurity communicators think more like mentors than heroes. In this episode, you’ll learn: Why data alone often fails to move executives and boards How storytelling improves presentations, interviews, and leadership communication The “Yoda vs. Luke” mindset shift for cybersecurity professionals Practical tips to craft, structure, and deliver memorable stories If you want to influence decisions, lead effectively, and stand out in your career — this episode will change how you communicate. Come hang out with us in the Cybersecurity Mentors Skool community. It’s free to join.
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S6 · E7
February 26 · 48 min
Why Cybersecurity Candidates Fail Interviews (From Hiring Managers)
Send us Fan Mail and we can reply directly! Most cybersecurity candidates prepare the wrong way for interviews. They focus only on technical questions… but hiring managers are evaluating something completely different. In this episode, we break down exactly what cybersecurity hiring managers look for during interviews — based on real hiring experience building and managing security teams. You’ll learn: • What hiring managers evaluate in the first 10 minutes • The biggest mistakes candidates make during interviews • Why personality and soft skills matter more than you think • How to prepare using the job description the right way • What questions you should ask to stand out • How to position yourself even if you’re entry-level If you’re trying to land your first cybersecurity job — or your next one — this episode will help you prepare with confidence. This isn’t theory. This is real advice from cybersecurity hiring managers. Come hang out with us in the Cybersecurity Mentors Skool community. It’s free to join.
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February 19 · 55 min
Inside the FBI: Cyber, Counterintelligence, and Career Paths
Send us Fan Mail and we can reply directly! In this episode, we interview Matt Osegard, a retired FBI Supervisory Special Agent with over 21 years of experience in cybersecurity and counterintelligence investigations. Matt shares his journey from Army officer and classroom teacher to leading cyber and counterintelligence operations inside the FBI. We discuss: What training at Quantico is actually like How agents get assigned to cyber and counterintelligence roles The evolution of cybercrime and ransomware investigations The investigative mindset required to solve complex cyber cases What happens when an organization calls the FBI during a cyber incident How the FBI works with international partners to pursue threat actors across borders Advice for anyone considering a career as an FBI Special Agent If you’re interested in cybersecurity careers, federal law enforcement, counterintelligence, or how cybercrime investigations really work, this episode gives you an inside look at the mission and the mindset behind the Bureau’s cyber operations. Come hang out with us in the Cybersecurity Mentors Skool community. It’s free to join.
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S6 · E5
February 12 · 37 min
Why You’re Not Getting Cybersecurity Interviews (Resume & LinkedIn Fixes for 2026)
Send us Fan Mail and we can reply directly! If you’ve been applying for cybersecurity jobs and hearing nothing back… this might be why. In this episode of the Cybersecurity Mentors Podcast, two active cybersecurity hiring leaders break down what’s actually preventing candidates from getting interviews — based on real hiring experience and large-scale resume data analysis. We cover: How to write resume bullets that show impact (not just responsibilities) Why measurable results massively increase callback chances The biggest LinkedIn mistakes we see from entry-level candidates How to tailor your resume for SOC, Cloud, or GRC roles Why “spray and pray” job applying no longer works How portfolios, GitHub, and even short videos can help you stand out Competition in cybersecurity is rising — and small details now make the difference between getting ignored and getting interviews. If you want honest hiring manager feedback, this episode is for you. Come hang out with us in the Cybersecurity Mentors Skool community. It’s free to join.
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S6 · E4
February 5 · 1 hr 12 min
From Technician to Leader: The Missing Skill in Cybersecurity
Send us Fan Mail and we can reply directly! Cybersecurity doesn’t just have a talent gap — it has a leadership gap. In this episode of The Cybersecurity Mentors Podcast, we sit down with Dave Berke, retired Marine Corps officer, former Top Gun instructor, and Chief Development Officer at Echelon Front, to talk about why leadership is missing across IT and cybersecurity — and why technical excellence alone is no longer enough. Dave shares lessons learned from combat aviation, military leadership, and years of teaching leadership alongside Jocko Willink — and explains why leadership is a skill that must be learned, not a trait you’re born with. In this episode, we cover: Why the “best technician” often struggles as a leader The leadership gap across cybersecurity and IT teams Why leadership isn’t about titles or authority How introverts and technical professionals can still become strong leaders The role of humility, ownership, and teamwork in healthy security teams How to lead from any position — even without a leadership title Why developing leaders is the ultimate test of leadership If you work in cybersecurity, IT, engineering, or any technical field — this conversation will change how you think about your career growth. Come hang out with us in the Cybersecurity Mentors Skool community. It’s free to join.
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S6 · E3
January 29 · 34 min
Rebuilding Your Cybersecurity Confidence (And Beating Imposter Syndrome)
Send us Fan Mail and we can reply directly! If you’ve been learning cybersecurity, applying for jobs, or working in the field—and your confidence has taken a hit—this episode is for you. In Season 6, Episode 3 of The Cybersecurity Mentors Podcast, Steve and John break down why confidence drops so often in cybersecurity and how to rebuild it in a real, practical way. We talk about: How lack of confidence shows up in interviews and on the job Why rejection, layoffs, and career changes fuel imposter syndrome The difference between chasing confidence and building competence How small wins and repetition rebuild belief over time Why failure is part of growth—not a sign you don’t belong How community feedback helps silence self-doubt This episode isn’t about hype or “fake it till you make it.” It’s about earning confidence through action, consistency, and support. You don’t need to be perfect. You need reps, feedback, and people in your corner. Come hang out with us in the Cybersecurity Mentors Skool community. It’s free to join.
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S6 · E2
January 22 · 40 min
How to Reset Your Cybersecurity Learning Plan (And Stop Wasting Time)
Send us Fan Mail and we can reply directly! If you feel like you’ve been studying cybersecurity but not actually making progress, this episode is for you. In Season 6 Episode 2 of The Cybersecurity Mentors Podcast, Steve and John break down how to reset your cybersecurity learning plan and stop wasting time on the wrong things. Whether you took a break, jumped between too many topics, or followed advice that didn’t fit your goals, this episode will help you refocus. We walk through how to honestly assess where you are, how to choose one clear cybersecurity path instead of trying to learn everything, and how to build a realistic learning plan that fits your background and schedule. We also call out common mistakes we’re seeing in 2026—like over-consuming content, chasing tools without fundamentals, and copying someone else’s roadmap. This episode is about clarity, direction, and momentum—without starting over from zero. Come hang out with us in the Cybersecurity Mentors Skool community. It’s free to join.
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