Shows
Keyboard SamuraiKonnor Andersen - Cybersecurity Startup GTM: CISO Time, Trust, Channel RealityCybersecurity startup GTM is not about running more demos. It’s about understanding trust, attention, and channel economics.In this episode, host Wil Klu talks with Konnor Andersen, a cybersecurity GTM leader who has helped startups scale sales and marketing teams. They unpack why CISOs can’t take endless vendor meetings, how risk and credibility drive buying decisions, and why channel partners protect their long-term relationships above everything else. If you’re a founder, CRO, or GTM leader in cyber, this episode will sharpen how you think about growth.Key takeaways:Why “just 20 minutes”...
2026-02-2823 minKeyboard SamuraiDrew Simonis - Don't Care about Cyber so muchCybersecurity doesn’t win by caring more. It wins by making decisions easier.Host Wil Klu sits down with Drew Simonis (nearly 30 years in cybersecurity, 20 years as a CISO/deputy CISO) to talk about why cyber leaders lose executive trust, how to translate cyber risk into business context, and why “perfect security” often breaks the business. This is for CISOs, security leaders, and business leaders who want clearer conversations, faster alignment, and less security theater.Key takeaways:• Business context beats “business terms” for exec buy-in• If your message flops, blaming the audience is the failure• “Perfect vs good en...
2026-02-2122 minKeyboard SamuraiRobert Siciliano - Human-Centric Security TrainingSecurity awareness training should change behavior, not just generate metrics.Wil Klu talks with Robert Siciliano (30+ years in security awareness training) about human-centric cybersecurity and why most employee training fails to create real security culture. They unpack trust psychology, fear and denial, and why phishing simulation training can’t carry the whole program. If your people “do the training” but still don’t care, this is a blueprint for making security personal and practical.Key takeaways:Why “lecture-style” security awareness gets tuned outHow trust-by-default makes people vulnerable to scamsThe missin...
2026-02-1427 minKeyboard SamuraiRoman Kruglov - AI is more than LLMs: How Model Choice Changes RiskIf your AI security plan starts and ends with “LLM,” you’re already behind.Wil talks with cybersecurity architect Roman Kruglov explains why “AI” is not one risk bucket and how security changes across LLMs, SLMs, RAG, and data-specific models. We talk on-prem vs cloud, API security basics that still get missed, and the bigger problem most teams ignore: data labeling, DLP, and permissions hygiene. You’ll also hear why Copilot can surface what SharePoint search never would, and why identity (including non-human identities) is the next battlefield.Key takeaways:How to compare LLM vs RAG s...
2026-02-0722 minKeyboard SamuraiSteve Doty & Chris Goodman - When SaaS Growth Outruns their Cyber SystemsFast SaaS growth exposes problems most teams don’t see until it’s too late.In this episode of The Keyboard Samurai Podcast, I break down what happens when revenue, customers, and expectations scale faster than the systems meant to support them, with Steve Doty and Chris Goodman of Defensible Technology as the conversation drivers.We talk about how compliance milestones like SOC 2 create a false sense of security, why operational maturity lags behind growth, and how security and process debt quietly become growth blockers.This episode covers:Why SOC 2 is a st...
2026-01-3141 minKeyboard SamuraiBen Wilcox - Modernizing Cyber Tech StackMost organizations say they want to modernize their cybersecurity stack.What they usually mean is buying more tools.In this episode of The Keyboard Samurai Podcast, I break down what modernizing security actually looks like with Ben Wilcox—and why most “modern” security programs are still built on fragmented data, disconnected tools, and the wrong definition of risk.We talk about why modernization isn’t a technical exercise, how operational risk should drive security decisions, and why identity has quietly become the biggest risk surface in most environments.This conversation covers:Why...
2026-01-2421 minKeyboard SamuraiJeffery Wheatman - Cyber Board ConversationsMost cybersecurity leaders lose the boardroom before the conversation even starts.In this episode of The Keyboard Samurai Podcast, I sit down with Jeffery Wheatman to break down why board-level cybersecurity conversations fail, and what executives actually care about when risk is on the table.Jeffery pulls back the curtain on how boards think, why security teams struggle to get traction, and how translating cyber risk into business impact is the difference between influence and irrelevance.We cover:What boards really care about (and what they don’t)Why ac...
2026-01-1720 minKeyboard SamuraiMegan Killion - Selling Cybers to SMBs isn't about SecurityIn this episode of Keyboard Samurai, I sit down with Megan Killion, founder of Pisces Growth, to unpack why fear-based security messaging shuts small business owners down—and why most cybersecurity sales fail before they even start.Megan breaks down what SMB buyers actually care about, how words like “cybersecurity” trigger mental spam filters, and why selling risk without understanding the business destroys trust.We cover:Why SMB owners shut down the moment you say “cybersecurity”How fear-based selling signals you don’t understand the businessWhy SMBs care more about m...
2026-01-1024 minKeyboard SamuraiJeremy Young- Bringing Products to MSPs & Startup ScalingMost startups think if MSPs like their product, they’ll buy it.That assumption quietly kills a lot of good ideas.In this episode of Keyboard Samurai, I sit down with Jeremy Young, Community Growth Strategist at Huntress, to break down what it actually takes to bring products to MSPs and scale a startup in the channel.We dig into the difference between interest and real demand, why MSP feedback can be misleading, and how founders get stuck building products people admire but won’t pay for.This conversation covers:Wh...
2026-01-0322 minKeyboard SamuraiBaxter Lanius - Tech Start Up StoriesMost startup founders think speed is their advantage.In this episode of Keyboard Samurai, I sit down with Baxter Lanius, CEO of Alternative Payments to unpack why moving fast often hides the real problems that quietly derail startups.We talk about founder psychology, pressure-driven decision making, and the patterns that repeat long before a company fails. Not because founders aren’t smart, but because stress, ego, and urgency change how leaders think and act.This conversation explores:• Why smart founders repeat the same mistakes• How speed can lock bad decisions into a star...
2025-12-2721 minKeyboard SamuraiRob Allen - Building Security Products That Actually Solve Real ProblemsMost cybersecurity products don’t fail because of bad tech.They fail because they don’t solve a real business problem.In this episode of The Keyboard Samurai, host Wil sits down with Rob Allen, Chief Product Officer at @ThreatLocker to break down what it actually takes to build security products that matter.We cover:Why cybersecurity is still an unsolved problemThe difference between solving symptoms vs fixing root causesWhy complex threats often need simple controls, not more analyticsHow “block everything, allow by exception...
2025-12-2022 minKeyboard SamuraiBob Carver - Wild West of AI & CybersecurityAI is being adopted faster than any technology in history.Security isn’t keeping up.In this episode of Keyboard Samurai, Wil sits down with cybersecurity legend Bob Carver to break down what’s actually happening inside today’s AI and LLM ecosystem and why many organizations are already exposed without realizing it.We cover:• Why AI security is the “Wild West” right now• How InfoStealers and stolen credentials quietly fuel modern breaches• Why LLMs and MCPs are becoming a new attack surface• Hallucinated code, slop squatting, an...
2025-12-1321 minKeyboard SamuraiCarolyn Healey - Tech Marketing in the Age of AIIn this episode of Keyboard Samurai, host Wil Klu sits down with Carolyn Healey, a veteran B2B tech marketer and fractional CMO specializing in AI strategy, AI policy, and marketing transformation.With 30 years of experience guiding small and mid-sized tech companies, Carolyn dives deep into how generative AI is reshaping content creation, marketing workflows, team structures, and customer communication.You’ll hear a candid exploration of practical AI adoption inside real marketing teams; what works, what breaks, and what absolutely must be governed before businesses roll out AI tools. Carolyn and Wil also discuss th...
2025-12-0624 minKeyboard SamuraiKevin Apolinario - Cyber & IT Career InsightsIn this episode of Keyboard Samurai, host Wil sits down with Kevin Apolinario, widely known online as KevTech IT Support. a senior SOC analyst, technical trainer, and one of the most recognized educators in the help desk, sysadmin, and cybersecurity community.Kevin shares his unconventional journey from 12 years in the restaurant industry, four years with the NYPD, and eventually into IT support and cybersecurity. This conversation dives deep into the realities of the help desk, the skill gaps aspiring cybersecurity pros overlook, and the truth about working with executives, SOC teams, audits, and the everyday chaos of...
2025-11-2923 minKeyboard SamuraiRock Lambros - AI Security for Business LeadersIn this episode, Wil talks with Rock Lambros, CEO of Rock Cyber and a leader in OWASP AI Security initiatives, about what security and business leaders need to know about AI, agentic systems, governance, and emerging risks.What you will learn:Why most AI pilots fail and how Shadow AI increases attack surface and compliance riskHow to build practical AI governance, KPIs, and business value trackingKey agentic AI risks including identity gaps, cascading hallucinations, tool poisoning, model driftThe questions to ask before buying AI or agentic...
2025-11-2221 minKeyboard SamuraiDr. Eric Cole - Business of Cybersecurity: Risk, Politics, and TranslationIn this episode of Keyboard Samurai, host Will Klusovsky sits down with cybersecurity legend Dr. Eric Cole, a former CIA professional hacker who helped build the early internet and has since become one of the most influential voices in security leadership.This conversation digs into the real business of cybersecurity: why security leaders must learn to think like CEOs, how to translate technical risks into business language, why seatbelts and security share more history than you think, and the mindset shift that turns cybersecurity from a roadblock into a business enabler.Dr. Cole breaks down...
2025-11-1522 minKeyboard SamuraiJay Aigner - QA - Cyber DevSecOpsIn this episode of Keyboard Samurai, host Wil Klu (Wil Klusovsky) sits down with Jay Aigner, founder of JDA QA, to explore the critical overlap between Quality Assurance (QA), DevSecOps, and cybersecurity.They dig into why so many security issues start as QA misses, how poor planning and misaligned expectations in the SDLC (Software Development Lifecycle) lead to costly vulnerabilities, and why “bolt-on security” after release is a recipe for disaster.✅ You’ll Learn:How QA fits into modern DevSecOps and SDLCThe true cost of skipping testing and secure design
2025-11-0820 minKeyboard SamuraiLauren Zabierek - Secure By DesignIn this episode of Keyboard Samurai, host Will Klusovsky sits down with Lauren Zabierek, Senior Vice President for the Future of Digital Security at the Institute for Security and Technology (IST), to dive deep into the concept of Secure by Design, a movement transforming how software security is built, measured, and sustained.Lauren shares insights from her 22 years across national security, the U.S. military, intelligence community, and private sector, explaining how misaligned incentives in software manufacturing created systemic cybersecurity risks and what it takes to fix them.Together, Wil and Lauren explore:...
2025-11-0124 minKeyboard SamuraiDr Kion Ahadi - The Future of Work and Leadership in TechIn this episode, host Wil Klu sits down with Dr. Kion Ahadi, CEO of LegalMart and author of “Humanity Reimagined in the Age of AI,” to explore how artificial intelligence is transforming leadership, ethics, and the human experience in the digital age.Together, they dive deep into:✅ The biggest leadership shifts required in the era of AI✅ Why the “honeymoon phase” of AI is over and what comes next✅ How shadow AI and ethical blind spots are creating new risks✅ What governments and companies are getting wrong about AI g...
2025-10-2526 minKeyboard SamuraiSairam Sundaresan - AI for the Rest of Us Book🎙 AI for the Rest of Us – with Sairam SundaresanIn this episode of The Keyboard Samurai, Wil Klusovsky sits down with Sairam Sundaresan, a veteran AI engineer, educator, and author of AI for the Rest of Us. With 15+ years in the field spanning autonomous vehicles, mobile, data centers, and space science, Sairam breaks down artificial intelligence in a way anyone can understand.💡 They cover:• The evolution of AI from traditional machine learning to neural networks• Why modern AI is really “autocomplete on steroids”• How to bridge the communication gap between engineers and business leaders• What AI debt is and...
2025-10-1821 minKeyboard SamuraiPhilip Wylie - Evolution of Ethical HackingIn this episode of The Keyboard Samurai, host Wil Klusovsky (aka Wil Klu) sits down with renowned ethical hacker, author, and mentor Philip Wylie — a legend in the offensive security community.Philip shares his journey from IT admin during the dot-com boom to teaching penetration testing and mentoring the next generation of cybersecurity professionals. Together, they explore how modern pen testing has evolved, why assumed-breach testing is critical today, and how M&A (mergers and acquisitions) pose unseen security risks.💡 You’ll learn:→ Why pen testing isn’t as simple as “breaking in” anymore→ How assume...
2025-10-1123 minKeyboard SamuraiMike Holcomb - OT Security & Jaguar Land Rover IncidentIn this episode of The Keyboard Samurai, Wil sits down with Mike Holcomb, Cybersecurity Fellow at Fluor, to talk about the high-stakes world of OT (Operational Technology) security. From massive industrial control systems to securing the shop floor, Mike shares real stories and hard-earned lessons from building one of the largest OT security practices in the world.We also speculate and have some "lessons learned" from the ongoing incident at Jaguar, Land Rover causing a company wide shut down currently. 🔍 What you’ll learn:Why OT cybersecurity is different from IT security, and why m...
2025-10-0426 minKeyboard SamuraiJoe Erle - Cybersecurity InsuranceCyber insurance isn’t just a policy, t’s the safety net your business needs when ransomware hits. In this episode of The Keyboard Samurai, host Wi sits down with Joe Earl, cyber insurance broker at C3 Insurance and host of Ransomware Rewind.Joe shares real stories from the front lines, including how a trucking company negotiated down a $250K ransom and recovered from a crippling attack. Together, we break down:✅ How cyber insurance actually works (beyond the fine print)✅ What insurers look for in your security posture✅ The biggest misconceptions about cove...
2025-09-2723 minKeyboard SamuraiAJ Yawn - The Future of GRCWhat does the future of Governance, Risk & Compliance (GRC) really look like? 🚀In this episode, I sit down with AJ Yawn, current of a Aquia, Host of @Cybertakes , Co-Founder of ByteChek and GRC innovator ... we unpack how compliance is evolving, why traditional frameworks are breaking down, and what modern leaders need to do to keep pace.We cover:✅ The biggest shifts shaping GRC in 2025 and beyond✅ Why automation and AI are changing compliance forever✅ How security and business leaders can align risk with growthIf you’re a CISO, security leader...
2025-09-2031 minKeyboard SamuraiMarcel Velica - Cyber Leadership in the Age of AIWil sits down with Marcel Velica of Eventbrite, to unpack what cyber leadership looks like in the age of AI. They explore how AI is reshaping the threat landscape, the boardroom’s role in cybersecurity, the rise of deepfakes and automated phishing, and why governance and risk ownership matter more than ever.🎙️ Learn how CISOs and business leaders can:→ Move beyond compliance checkboxes to real risk management→ Balance AI’s power for defenders with its use by attackers→ Build governance programs to keep employees (and data) safePerfect for security leader...
2025-09-1220 minKeyboard SamuraiEmma j Eyre - Getting to the C LevelWhat does it really take to reach the C-Suite? In this episode of The Keyboard Samurai, Wil sits down with Emma J Eyre, an executive leader who’s spent 20+ years building leadership teams across tech and then some. They dig into the data behind high-performing teams, what separates average leaders from C-level executives, and what you need to do to prepare and get to the "C-Level".If you’re a cyber/tech leader, founder, or aspiring executive, this conversation will give you actionable insights on leadership, growth, and navigating the path to the top.Find Emma...
2025-09-0623 minKeyboard SamuraiDan Houser - Certifications in Cyber & IT🎙️ Former ISC² Board Chair Reveals the Truth About Cybersecurity CertificationsEver wonder if cybersecurity certifications are worth it? Dan Houser, a 24-year security veteran and former ISC² Board Chair, joins host Will Klu to expose what certifications REALLY mean in today's market.In this episode, discover:✅ Why CISSP is still the "gold standard" after 25+ years✅ The critical difference between education and training (and why it matters for your career)✅ How to study the RIGHT way✅ Red flags that separate real security pros from pretenders✅ Why employers can't find qualified cybersecurity talent✅ Caree...
2025-08-2931 minKeyboard SamuraiDominic Vogel - The Power of Empathy, Authenticity & KindnessIn this episode of The Keyboard Samurai Podcast, Wil sits down with Dom Vogel, cybersecurity leader, keynote speaker, and fractional CISO, to explore the power of empathy, authenticity, and kindness in leadership.With 20+ years in cybersecurity from corporate trenches to entrepreneurship Dom shares candid insights on:✅ Why corporate culture “choked him out” and pushed him toward building his own path✅ How empathy and authenticity make cybersecurity leaders more effective than fear-driven management✅ The balance between technical expertise and human connection in security leadership✅ Lessons from coaching tech executives w...
2025-08-2323 minKeyboard SamuraiCraig Taylor - Phishing & User Training, building a programIn this episode of Keyboard Samurai, Wil sits down with cybersecurity veteran Craig Taylor of Cyberhoot a 30-year industry pro who blends psychology and cyber know-how to tackle one of the toughest challenges in security: human behavior.Craig shares how he built a phishing awareness and EU-wide training program that actually changes behavior, not just checks compliance boxes. From his early days convincing companies to buy their first firewalls, to founding his own firm dedicated to cyber literacy, Craig reveals:✅ Why most training fails (and how to fix it)✅ How psychology and...
2025-08-1621 min
The Mic High Club Luchtvaart Podcast#335 Alles went behalve TUImusement!Episode 335! TUI trakteert passagiers op TUImusement. Oude series en een handjevol films. KLM-passagiers geschrokken: powerbank in de fik op vlucht vanuit São Paulo. Captain Steven wil scoren op social media. Airbus heeft problemen met het uitleveren van nieuwe toestellen. Op bezoek bij KLu Historische Vlucht. Raad het vliegtuig. Laagvliegende AWACS boven Zeeland. KLM-stagiair Storrem druk in de weer met koffers. Philip geeft Gribus Award aan de luchthaven van Bazel. En nog veel meer.
(00:00) TUImusement Ouverture - DJ Turbulence
(00:41) Random Ding met Captain Steve
(03:43) Leader
(04:46) Powerbank in de fik bij KLM
(11:11) AWACS vliegt laag tijdens Rescue Zeeland
(12:05) TMHC Vlieg-er-eens-uit Agenda
(13:11) M...
2025-08-1235 minKeyboard SamuraiAmy Stokes-Waters Cyber Escape Rooms & MoreTired of the same boring security awareness training? So is Amy Stokes-Waters, CEO of The Cyber Escape Room Company. In this episode, we explore how she’s transforming cybersecurity culture with interactive, gamified escape rooms that make learning unforgettable.We dive into:✅ Why traditional security awareness fails✅ How gamification and storytelling boost engagement✅ Real-world escape room scenarios for phishing, insider threats & OT security✅ Using “think like a hacker” training to change behaviorWhether you’re a CISO, security leader, HR manager, or just someone tired of checkbox training, you’ll...
2025-08-0919 minKeyboard SamuraiHeather Noggle - How to Build & Keep Great Tech TalentIn this episode of Keyboard Samurai, Heather Noggle joins Will to unpack how cybersecurity and tech firms can gain a competitive edge by rethinking how they attract, train, and retain talent.We cover:✅ Why soft skills matter more than ever✅ How Gen Z is reshaping workplace expectations✅ Fixing broken cybersecurity career paths✅ Why degrees don’t equal capability✅ The power of clarity in job roles and trainingWhether you're a leader, HR pro, or future CISO—this is your playbook for building the next wave of great talent.🎧 Listen now and su...
2025-08-0922 minKeyboard SamuraiSam & Michael from HOU SEC CON - Cybersecurity InsightsIn this episode of The Keyboard Samurai, Wil sits down with Sam and Michael, the founders behind HOU.SEC.CON, to unpack what it really takes to lead in security, build trust at scale, and create one of the most community-driven cyber events in the country.You’ll hear practical insights on:→ Why great leaders make their teams look good→ How to stay grounded when others see you as the expert→ Translating technical skill into business influence→ The role of trust in both cybersecurity and leadership→ How storytelling...
2025-07-2248 minKeyboard SamuraiMike Williams - Creating a Culture of CybersecurityWhy Security Culture Fails (And How to Fix It)In this episode, Wil sits down with Mike Williams, President of Appalachia Technologies, to unpack what really drives a strong security culture. It’s not just about tools or policies. It’s about leadership, intentional programs, and turning security into a shared mission. Learn how to engage employees, get leadership buy-in, measure meaningful KPIs, and make security a true business differentiator.Perfect for CISOs, IT leaders, and security pros ready to move beyond checkbox compliance.Find Mike: https://www.linkedin.com/in/mike-williams-8092842/ht...
2025-07-1525 minKeyboard SamuraiRyan Rosado - Level Up Your Consulting Game!What really makes a great cybersecurity consultant?In this episode, Will Klusovsky sits down with Ryan Rosado—Air Force veteran, security advisor, and startup mentor—to break down what most people get wrong about consulting in the cyber world.Whether you're a hands-on engineer stepping into advisory, or a seasoned consultant looking to refine your edge, this conversation delivers hard-earned wisdom, candid stories, and actionable takeaways.🔑 Topics we cover:↳ Why consulting isn’t just “doing the work”↳ How to build trust with clients (even when telling hard truths)↳ Teaching soft skills like tact, business...
2025-07-0826 min
The Mic High Club Luchtvaart Podcast#330 One Step Beyond: KLM goes SKA!Nummer A330! Air France KLM wil de SAS inlijven. Philip Dröge aanwezig bij de lancering van het CLRS tijdens een speciaal Space event in Soesterberg. Boeing en Airbus verdelen de koek. Vliegend jubileum voor de Vakantiekoning. Bekende wielrenner klust bij als ambassadeur van privéjets. ILT-ambtenaren verbieden passagiersvluchten in unieke Dakota. De heterdaadkracht van de Politieheli. Prijsvraag: win een patch en een sleutelhanger van de CLRS, oftewel The Dutch Space Force. En nog veel meer.
(00:00) One Step Beyond Mix - DJ Turbulence
(00:44) KLuRU is here: Philip bij Space event
(05:19) Prijsvraag: win de CLRS patch!
(06:11) Leader
(06:33) Boosmakertje: KLu geen KluRu
(07:09) No...
2025-07-0838 minKeyboard SamuraiJoe Head - Building a cyber business on the flyBuilding a Cyber Biz From Scratch: Zero Plan, Pure GritWhat does it really take to build a business in cybersecurity as a first-time founder with no funding, no roadmap, and no safety net?In this episode, Wil sits down with Joe Head, founder of Molto, to break down the raw, real journey from recruiter burnout to building a thriving branding and marketing agency for cybersecurity companies. Joe shares how he started with nothing but his industry knowledge and scaled by listening to client needs, not by chasing perfect plans.You’ll learn:Why early-stage execution is more important than ov...
2025-07-0125 minKeyboard SamuraiTom Richards - Delivering GRC Services ProperlyGRC isn't about paperwork. It's about business impact.Wil and Tom Richards break down how to deliver GRC services clients actually want. They cover the mindsets that kill value, how to align with real business goals, and why outcome-based thinking beats checkbox compliance every time.Perfect for MSPs, consultants, or anyone building security programs that work in the real world.Find Tom on Linkedin: https://www.linkedin.com/in/tsr-etp/
2025-06-2426 minKeyboard SamuraiStas Bojoukha - What you learned as a CEO starting a security companyWhat happens when a security leader becomes a founder?In this episode of The Keyboard Samurai, Wil sits down with Stas, Founder and CEO of Comply, to unpack what it really takes to go from building security programs to building a company.They break down the hard-earned truths every founder hits:What happens when the builder shouldn't be the CEOHow to transition from operator to people leaderWhen to let go of ego, and when to double downHow to burn capital smart before revenue hits
2025-06-1721 minKeyboard SamuraiJoe Cardin - AI & CybersecurityThis week, Wil sits down with cybersecurity & AI specialist Joseph Cardin to dive deep into the overlooked frontier of AI: not just using it for defense, but defending it. From insecure GPU infrastructure to the coming tidal wave of edge-deployed models, Joe breaks down why AI security is the next OT ripe with opportunity and riddled with risk. Whether you're at an MSSP or building security into a product, you'll want to hear how threats are evolving and what proactive leaders are doing about it now. This one’s all edge, no fluff. Let’s hack into it.Fi...
2025-06-1021 minKeyboard SamuraiJackie McGuire - Psychology of Marketing & CybersecurityWhat do psychology, finance, and cybersecurity have in common? Everything, when it comes to influence. Jackie McGuire joins Wil Klusofsky to unpack how emotional intelligence and decision-making theory reshape how we sell cyber. From why CISOs freeze to how sales content actually fails, this episode exposes the hidden human dynamics that make or break deals. If you sell, market, or build for the cybersecurity space, this episode rewires your approach.Find Jackie on LInkedin: https://www.linkedin.com/in/jackiesinsecurity/
2025-06-0321 minKeyboard SamuraiRandy Blasik - AI for you MSP/MSSP or services orgWhat if your next hire wasn’t human? In this episode, Wil Klusovsky sits down with Randy Blasik, co-founder of The Compliance Aid, the first AI-powered cybersecurity auditing team, to unpack how AI is radically transforming MSPs, MSSPs, and security service orgs.They cover the real story behind AI in cyber: where it works, where it fails, and how to build AI-driven operations that scale faster and cost less, without sacrificing quality.👉 Whether you're running a service org or scaling your security stack, this episode will show you how to stop overhiring and start deploying intelligence.✅ H...
2025-05-2727 minKeyboard SamuraiJeffrey Wheatman - Selling cyber & tech to the businessIn this episode of The Keyboard Samurai, Will Klusofsky chats with cybersecurity strategist Jeffrey Wheatman about the brutal truth of selling cyber tech to the business. From storytelling to sales misalignment, they break down why blinky lights don’t close deals, and how to actually get through to execs, investors, and boards. If you're building, selling, or marketing cybersecurity products or services, this one’s a masterclass in cutting through the noise and connecting to business impact.Find Jeffrey: https://www.linkedin.com/in/jnwheatman/
2025-05-2022 minKeyboard SamuraiNat Shere - Build the right pentesting capabilitiesIn this episode of Keyboard Samurai, host Wil Klu sits down with Nat Shere, Director of Technical Services at Craft Compliance, to break down what pen testing should look like. From hiring red teamers to avoiding scan-in-a-box vendors, Nat shares war stories, hiring tips, and how to extract real value from your testing program. Whether you're building a team or buying services, these insights will save you money and headaches.Perfect for CISOs, MSSP leaders, tech leaders, and anyone who's ever read a pen test report and thought, “...that’s it?”Find Nat: Linkedin: https://www.li...
2025-05-1323 minKeyboard SamuraiGreg Schaffer - So you want to be an InfoSec ConsultantThinking of breaking into InfoSec consulting? Greg Schaffer spills decades of wisdom—what to do, what not to do, and why most fail before they start. Whether you're dreaming of becoming a vCISO or just want to avoid rookie mistakes, this episode is packed with gritty truths, business smarts, and a few laughs to keep it real.Find Greg: LinkedIn: https://www.linkedin.com/in/gregoryschaffer/YT: https://www.youtube.com/ @vciso Spotify: https://open.spotify.com/show/3A9PI9NlmBbSKAhHGivspV?si=2f2ddd1fba474616
2025-05-0926 minKeyboard SamuraiSly Gittens - Career growth and networkingIn this episode of Keyboard Samurai, Wil sits down with Sly Gittens—Microsoft strategist and founder of Tech Simplified—to unpack the real strategies behind career growth in cybersecurity. From why your network is more powerful than your resume, to the brutal mistakes that stall careers before they even start, this episode delivers raw insight with zero fluff. Whether you're just breaking into tech or leveling up your leadership game, this conversation will change how you think about relationships, value, and visibility. Don't just connect—connect with purpose.Find Sly @ web: https://www.sgtechsimp.com/Y...
2025-05-0223 minKeyboard SamuraiDani & Ben - Cyber & Tech Marketing & the shift in GTM StrategyHost Wil Klu guides an insightful conversation with Dani and Ben about modern cybersecurity marketing—blending strategy, psychology, and storytelling. Together, the trio explores how to use data intelligently, engage technical audiences authentically, and elevate the industry’s narrative beyond fear-based messaging.Find Dani: LinkedIn: https://www.linkedin.com/in/daniarad/Web: https://www.cybersynapse.io/Find Ben: LinkedIn:https://www.linkedin.com/in/benjaminnsiegel328/Web: https://www.linkedin.com/company/the-cybernest/
2025-04-2444 minKeyboard SamuraiJen Greulich - False Sense of (Cyber) SecurityWil sits down with Jen, Co-Founder & COO of Legato security and talks about how the plethora of tools and the confusion around the cybersecurity landscape can give you a "false sense of security." Find Jen on LInkedIn: https://www.linkedin.com/in/jennifergreulich/Legto Security: https://www.legatosecurity.com/
2025-04-1724 minKeyboard SamuraiReanna Schultz - SOC Talk!Wil sits down with Reanna Schultz to talk about managing a Security Operations Center (SOC), and all that goes with it. We hit on the technical trials and tribulations, the keys to managing these complicated teams and the right ways to build and run one for you clients or business. Find Reanna:Linkedin: https://www.linkedin.com/in/reanna-schultz/Youtube: https://www.youtube.com/ @CyberSpeakLabs Web: https://www.cyberspeaklabs.com/
2025-04-1026 minKeyboard SamuraiDerek Scheller - Taking care of your security team's mental healthWil sits down with Derek to discuss the importance of mental health in cybersecurity, specifically how leaders need to be aware of it and how to take care of their teams, and themselves. You can find Derek "The Cyber Warrior" Scheller @ cyberwarriorstudios.com Linkedin https://www.linkedin.com/in/dschellerjr/YT: www.youtube.com/@CyberWarriorStudios
2025-04-0324 minKeyboard SamuraiRon Sharon - Managing Client ExpectationsThis week we chat with Ron about managing client expectations, how do you set them, making sure both sides know what in scope & out of scope, the value of having these conversations and more! Find Ron on LinkedIN https://www.linkedin.com/in/ron-sharon/
2025-03-2722 minKeyboard SamuraiNeal Foard - The Power of StorytellingWil sits down with Neal Foard of storyfire.net, a man with a powerful ability to tell stories and help shape viewpoints. We discuss why storytelling works so well and how as cybersecurity professionals we need to learn to use it. Helping in our day to day efforts, marketing, sales and more. Find Neal at www.storyfire.net Linkedin: https://www.linkedin.com/in/neal-foard/Tiktok: https://www.tiktok.com/@nealfoardYT: https://www.youtube.com/@nealfoard
2025-03-2054 minKeyboard SamuraiRoss Haleliuk - Emerging Business in CybersecurityRoss author of "Cyber for Creators" and host of Inside the Network sits down with Wil to discuss the emerging markets for cybersecurity, the VC landscape, product creation and a ton more in this episode.Find Ross: -Linkedin: https://www.linkedin.com/in/rosshaleliuk/-blog: https://ventureinsecurity.net/-podcast: https://insidethenetwork.co/Grab his amazon best seller: https://www.amazon.com/dp/173823410X/ref=tsm_1_fb_lk
2025-03-1325 minKeyboard SamuraiJoel Fulton - Manage burnout, we're not saving lives hereWil talks with Joel Fulton, Founder & CEO of Lucidum about the importance of mental health in the cybersecurity industry, how leaders can manage / prevent burn out. We talk about putting some perspective on the work we do which while is important, not more important than our lives. You can find Joel -on Linkedin https://www.linkedin.com/in/drjoelfulton/-web https://lucidum.io/
2025-03-0623 minKeyboard SamuraiJess Hoffman - Working in Government CybersecurityWil talks with Jess discussing her time in the Federal and Public Sector working as a CISO and the value & challenges of it. Find Jess @ Linkedin: https://www.linkedin.com/in/jessica-hoffman-cissp/
2025-02-2718 min
BrandBabes by BusinessBestieL8: Mentale gezondheid op TikTok: Hoe Jonas een community van 13K volgers creëerde.Van 𝐭𝐫𝐨𝐮𝐛𝐥𝐞𝐦𝐚𝐤𝐞𝐫 naar 𝐓𝐢𝐤𝐓𝐨𝐤 𝐦𝐚𝐤𝐞𝐫: Hoe @jokkevandenbroeck een 𝐜𝐨𝐦𝐦𝐮𝐧𝐢𝐭𝐲 𝐯𝐚𝐧 𝟏𝟑𝐤 bouwde vanuit zijn diepste dal.Jonas van den Broek weet hoe het voelt om 𝘳𝘰𝘤𝘬 𝘣𝘰𝘵𝘵𝘰𝘮 **te zitten. Jarenlang worstelde hij met zijn 𝙢𝙚𝙣𝙩𝙖𝙡𝙚 𝙜𝙚𝙯𝙤𝙣𝙙𝙝𝙚𝙞𝙙 & 𝙩𝙧𝙖𝙪𝙢𝙖’𝙨 tot hij besloot: 𝘥𝘪𝘵 𝘴𝘵𝘰𝘱𝘵 𝘩𝘪𝘦𝘳. 🚀 Vandaag inspireert hij duizenden mensen op TikTok met zijn eerlijke, rauwe verhaal over mentale kracht en veerkracht.Zijn reis begon met eenvoudige gedichten, een privéprofiel en véél twijfels. Maar binnen de tijdspanne van een klein jaar bouwde hij een community van bijna 14.000 volgers, 𝙙𝙤𝙤𝙧 𝙯𝙞𝙟𝙣 𝙫𝙚𝙧𝙝𝙖𝙖𝙡 𝙩𝙚 𝙊𝙒𝙉𝙀𝙉 en anderen te helpen. Zijn boodschap? 𝘞𝘢𝘵 𝘩𝘪𝘫 𝘬𝘢𝘯, 𝘬𝘢𝘯 𝘫𝘪𝘫 𝘰𝘰𝘬!💡In deze aflevering vertelt Jonas hoe hij zichzelf opnieuw heeft heruitgevonden, hoe hij zijn taboes heeft omgezet in een 𝙠𝙧𝙖𝙘𝙝𝙩𝙞𝙜 𝙗𝙧𝙖𝙣𝙙 en hoe hij nu met No Klu een 𝙥𝙤𝙨𝙞𝙩𝙞𝙚𝙫𝙚 𝙢𝙤𝙫𝙚𝙢𝙚𝙣𝙩 𝙧𝙤𝙣𝙙 𝙢𝙚𝙣𝙩𝙖𝙡𝙚 𝙜𝙚𝙯𝙤𝙣𝙙𝙝𝙚𝙞𝙙wil creëren.💡 Hoe verander je je 𝙙𝙞𝙚𝙥𝙨𝙩𝙚 𝙨𝙩𝙧𝙪𝙜𝙜𝙡𝙚𝙨 in je grootste kracht?💡 Hoe bouw je een 𝙨𝙩𝙚𝙧𝙠𝙚 𝙘𝙤𝙢𝙢𝙪𝙣𝙞𝙩𝙮 die méér is dan enkel volgers?💡 Waarom is 𝙜𝙚𝙬𝙤𝙤𝙣 𝙗𝙚𝙜𝙞𝙣𝙣𝙚𝙣 vaak het moeilijkste, maar ook het beste wat je kan doen?Hij volgde de Leg...
2025-02-2549 min
The Mic High Club Luchtvaart Podcast#312 KLM knipt en scheert GordonEpisode 312! Gordon heeft een haat/liefde verhouding met KLM dus werd de zanger uitgenodigd voor een excursie en een meet-and-greet met CEO Marjan Rintel. Vliegtuig van Delta upside down. Pensioenfonds weigert testpiloten. Het geluid van een oude kist van een wereldberoemde zanger. Prijsvraag: win lepeltjes van bekende airlines, verzameld door Philip Dröge. Stuur je antwoord naar info@tmhc.nl of stuur een bericht via onze socials. Net als in de film: Qatar Airways wil setcation promoten. Electrisch vliegen is een financieel drama voor twee fabrikanten. Een baan erbij voor Heathrow. En nog veel meer.
(00:00) Stroopwafel Upside Down Mix featuring G...
2025-02-2435 minKeyboard SamuraiEd Vasko - Facing Technical Debt in CybersecurityWil talks with CEO of High Wire Networks, Ed Vasko about the challenges and risks surrounding technical debt in cybersecurity. Find Ed @ https://www.linkedin.com/in/ed-vasko-cissp-a146283/
2025-02-2022 min
The Mic High Club Luchtvaart Podcast#311 Primeur: Hé daar vliegt de Marechaussee!Episode 311! Als eerste kan jouw favoriete podcast TMHC melden met welk toestel de Koninklijke Marechaussee surveillance-vluchten gaat uitvoeren. Veel gedoe bij KLM. Een breed uitgemeten royale rel met een Dreamliner, donkere wolken in de nieuwsbrief en instructies hoe de cabin crew moet omgaan met boze passagiers. En nog veel meer.
(00:00) Vakantiekoning Tiger One Mix featuring Sander Paulus
(00:43) Air Force One boven Gulf of America
(03:02) Leader
(03:26) Gulfstream stuk: KLu boekt PH-GOV voor koning
(05:45) Wie is Tiger One?
(08:52) Iconische airline is terug van weggeweest
(12:04) Lepeltjes van airlines
(13:00) Het Geluid
(16:15) Nieuwe jet Max Verstappen in Nederland
(18:16) Bombardier op MAA is verkocht
(18:54) FlyBe kisten...
2025-02-1643 minKeyboard SamuraiChris Goodman - Cybersecurity MarketingWil talks with Chris about the right and wrong things to do when marketing in cybersecurity. Demand gen, lead gen, digital, ads, client profiles, journeys and more.
2025-02-1324 min
The Mic High Club Luchtvaart Podcast#310 Max’ Leeuw laat John in zijn hempie staan!Episode 310! Unleash The Lion. De nieuwe jet van Max Verstappen (Falcon 8X) is groter en duurder dan de 7X van John de Mol. Werkloze Dreamliners bij KLM. Slecht nieuws voor Boeing Space. Minder private jets op Twente Airport. Een nieuwe airline in Hongarije. Amerikanen plaatsen nieuwe kernbommen op Volkel voor onze F-35's. En nog veel meer.
(00:00) Max 8X MegaMix - DJ Turbulence
(01:04) Max Verstappen koopt nieuwe private jet
(06:08) Leader
(06:49) Tegenvaller voor Boeing Space
(09:29) Private jets mijden Twente Airport
(12:32) Met F-27 naar Eelde
(13:41) Vrienden Groningen Airport zoeken versterking
(16:50) Franse Mirages geleverd aan Oekraïne
(19:48) Boze passagiers klagen KLM aan
(21:58) Pilotentekort; D...
2025-02-1040 min
Keyboard SamuraiChristopher Hadnagy - Challenges of building a Social Engineering businessI talk with Chris the CEO of Social-Engineer a firm that does in person training for social engineering. We discuss the value of in person training, the challenges building a very niche services biz and a lot more.
You can find Chris @
Linkedin: https://www.linkedin.com/in/christopherhadnagy/
S-E linktree: https://linktr.ee/socialengineerllc
web: https://www.social-engineer.com/
2025-02-0626 minKeyboard Samurai(George)2 - Buying & Selling CybersecurityBare Knuckles & Brass Tacks podcasters George Kamide & George Al-Koura joined me for a discussion about buying & selling security. We have all sides of the table for this one. We discuss the value of relationships, how to properly build them, how to engage CISOs, how to listen to your clients and a ton more...
Check them out at:
https://www.bareknucklespod.com/
George K - https://www.linkedin.com/in/george-kamide/
George A - https://www.linkedin.com/in/george-y-al-koura/
2025-01-3039 minKeyboard SamuraiChad Boeckmann - Keys to building a good security productWil & Chad discuss some of the key things to consider when building a new security product, such as business problem being solved, how to develop and manage the product, finding your ICP and more.
You can find Chad on LinkedIN https://www.linkedin.com/in/chadboeckmann/
Chad currently manages the team and delivery at https://trustmapp.com. Check out what they are doing.
2025-01-2324 minKeyboard SamuraiPeter Schawacker - Embracing multiculturalism in securityPeter & Wil discuss the nuances of resources working in other countries, including overcoming preconceived notions from potential clients and how businesses can benefit.
You can find Peter & his company Nearshore Cyber @
Linkedin: https://www.linkedin.com/in/schawacker/
Community: https://www.nearshorecyber.community/
X: https://x.com/PeterSchawacker
Bsky: https://bsky.app/profile/nearshorecyber.bsky.social
Tiktok: https://www.tiktok.com/@nearshore.cyber
Podcast: https://www.youtube.com/@NearshoreCyber
Mast: https://mastodon.social/@nearshorecyber
2025-01-1621 minKeyboard SamuraiPeter Strouse - Cybersecurity "talent gap" facts & fictionWe talk with Pete about recuriting in cybersecurity, some of the facts and fiction around our talent gap and how business can get the talent they need and retain it.
You can find Pete on Linkedin @ https://www.linkedin.com/in/petestrouse/
And listen to his podcast Talent Gap Fireside Chat @ https://www.linkedin.com/company/talent-gap-fireside-chat/
2025-01-0921 minKeyboard SamuraiMIke Pedrick - Client relationships in managed servicesWil & Mike discuss the need to "build a better client" though education, listening and collaboration in the managed security services and managed services industry.
You can find Mike on Linked @ https://www.linkedin.com/in/mpedrick/
2025-01-0221 minKeyboard SamuraiChristopher Honda - Product Management & Innovation, striking a balanceConversation with Chris on the challenge in managing your security product, road map and still innovating. The need to deliver on revenue sometimes limits the ability to work on "the next thing."
Find Chris on Linked @ https://www.linkedin.com/in/ichirohonda/
2024-12-1923 minKeyboard SamuraiGeoff Hancock - Leading a security services firm insights for successSession w/ Geoff Hancock, CEO discussing the challenges and how to be successful leading a cybersecurity services firm.
Find Geoff on Linkedin @ https://www.linkedin.com/in/geoffhancockcyberexecutive/
2024-12-1222 minKeyboard SamuraiMariana Padilla Community lead growth in cybersecurityDiscussion with Mariana Padilla, CEO of Hackerverse on growth in cybersecurity via a community, the importance of relationships and more.
Find Mariana on Linkedin
https://linkedin.com/in/heretoshakeshitup
https://www.linkedin.com/company/hackerverse
https://www.hackerverse.ai
2024-12-0519 minKeyboard SamuraiJosh Copeland - Challenges with running an MSSP: how to keep clients & staff happyWil Klu talks w/ guest Josh Copeland about working in the managed security service providers and the tricks to keep clients happy, and keep your staff engaged. Considering retention of your clients and resources.
You can find Josh on Linknedin @ https://www.linkedin.com/in/joshuacopeland/
2024-11-2722 min
The Mic High Club Luchtvaart Podcast#69 Wat hebben de fiscus en de Grijze Wolven met KLM?Episode 69. KLM-crew opgesloten in Bangkok vanwege corona-angst, hun hotel is een soort gevangenis. In oude KLM 747 in de woestijn heeft (vermoedelijk) een KLM-er die lid is van de Grijze Wolven een boodschap achtergelaten, zo is te zien in een video. Met een stift is M.H.P geschreven op de wand van de cabine. In een KLM-video zegt Garreth dat er sprake is van "fiscal distancing", althans zo klinkt het.
Nog meer video's van KLM, met Pieter Elbers (KLM 101)
https://www.youtube.com/watch?v=BapjIAdae_E&feature=emb_logo
en een saai KLM-filmpje over Den Bosch, waar huisje 101 staat
...
2020-10-1028 min