Shows
Keyboard 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 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 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 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 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 minKeyboard 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
CISO Stories Podcast (Audio)The vCISO’s role in Incident Response Accountability - William Klusovsky - CSP #192Let’s talk about the vCISO’s approach to Incident Response advisory with clients; particularly small and medium sized businesses (SMB). How can your cyber liability insurance support your organization outside of when an incident occurs? We will discuss strategies SMBs can take to strengthen their IR plans while keeping in mind their business needs and contingency plans. Segment Resources: https://www.linkedin.com/in/wilklu/ This segment is sponsored by Semperis. To combat today's cyber attacks, enterprises like yours need a way to see the whole picture beyond silos and secure their entire hybrid AD e...
2024-09-1726 min
CISO Stories Podcast (Video)The vCISO’s role in Incident Response Accountability - William Klusovsky - CSP #192Let’s talk about the vCISO’s approach to Incident Response advisory with clients; particularly small and medium sized businesses (SMB). How can your cyber liability insurance support your organization outside of when an incident occurs? We will discuss strategies SMBs can take to strengthen their IR plans while keeping in mind their business needs and contingency plans. Segment Resources: https://www.linkedin.com/in/wilklu/ This segment is sponsored by Semperis. To combat today's cyber attacks, enterprises like yours need a way to see the whole picture beyond silos and secure their entire hybrid AD e...
2024-09-1726 min