Explore every episode of the podcast Root To CISO

In Part 2 of our conversation with Johann Balaguer, Global CISO and former Marine, we dig deeper into the mindset and leadership approach that’s guided his impressive cybersecurity career. Johann shares how staying hungry, investing in relationships, and avoiding the “brilliant jerk” trap helped him build trust and drive impact at every stage—from military missions to high-growth startups. We also explore his commitment to mentorship, diversity, and using soft skills as a superpower. Whether you're breaking into cyber or growing into leadership, Johann’s advice will resonate deeply.
For more cyber-related career insights, connect with us on LinkedIn and visit www.roottociso.com!

In Part 2 of our conversation with cybersecurity executive Chris Carter, we dive into the keys to building a strong foundation in your cyber career. Chris shares why mentorship can be a game-changer, what hiring managers are actually looking for, and practical resume tips to help you stand out in a competitive market. Whether you’re just starting out or looking to grow, this episode is packed with insights you can put to use right away.

For more cyber-related career insights, connect with us on LinkedIn and visit www.roottociso.com! 

What does it take to be a successful CISO in today’s cybersecurity landscape? Chris Carter shares his unique path from finance to cybersecurity leadership, revealing how understanding business and financial principles can elevate security professionals. In this episode, Chris discusses the importance of speaking the CFO’s language, securing budget approvals, navigating private equity, and the evolving role of a CISO. Whether you're an aspiring CISO or a seasoned security leader, this conversation offers valuable insights on bridging the gap between security and business strategy.

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In this episode of The Root to CISO Podcast, Will Gregorian shares his insights on what it really takes to succeed in cybersecurity. We dive into the different types of CISOs, the evolving threat of phishing, and the importance of developing the right mindset for leadership. Will also discusses the challenges of breaking into the industry, why experience matters more than titles, and how persistence and networking can make all the difference in your career. Whether you're starting out or looking to level up, this conversation is packed with valuable advice for cybersecurity professionals at any stage.

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In this episode of The Root to CISO Podcast, we sit down with Will Gregorian, a cybersecurity leader with a unique and unconventional journey into the field. Will shares how his early days as a script kiddie, passion for digital health, and hands-on experience in web hosting and system administration shaped his cybersecurity career. From self-teaching Flash and JavaScript to building his own hosting business and navigating the 2008 recession, Will’s story is a testament to adaptability, risk-taking, and the relentless pursuit of knowledge. He also discusses the role of mentorship, networking, and real-world problem-solving in career growth.

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Want to break into cybersecurity? 🚀 In this clip, Gary Hayslip, CISO at SoftBank Investment Advisers, shares how volunteering, hands-on projects, and relentless practice helped him build a successful career. From working on cyber projects in his garage to turning his passion for IT into an executive role, Gary's journey proves that dedication and self-learning are key to career growth.

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In Part 2 of our conversation with Gary Hayslip, CISO at SoftBank Investment Advisers, we dive into the essential skills and mindset needed to succeed in cybersecurity leadership. 🔐💻 Gary shares why technical expertise is crucial for career growth, how to stand out and work your way up to executive roles, and strategies for managing the intense stress and workload that comes with being a CISO. Don’t miss this insightful discussion with host Kris Rides!

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In this episode of The Root to CISO Podcast, we sit down with Gary Hayslip, CISO at SoftBank Investment Advisers, to discuss his journey from the military to cybersecurity leadership. Gary shares insights on the evolving role of the CISO, building resilient security programs, and the importance of mentorship in the industry. He also provides advice for aspiring security leaders and reflects on the challenges of securing global investments. Don’t miss this conversation packed with valuable lessons from a seasoned cybersecurity executive!  

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In this episode of The Root to CISO Podcast, CISO Kim Jones shares his journey in cybersecurity leadership and his approach to building high-performing teams. Kim discusses the evolving role of a CISO, the importance of scaling security alongside business growth, and the strategies he’s implemented to manage cyber risk and ensure resilience. He also dives into the balance of technical expertise and leadership skills required in today’s cybersecurity landscape. Whether you’re navigating the CISO role or aiming to grow your career in cybersecurity, Kim’s insights will provide valuable guidance.

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What does it take to transition from an individual contributor to a leadership role in cybersecurity? In this highlight from The Root to CISO Podcast, Yaron Levi, CISO at Dolby, shares his journey—from military leadership to building his own company and leading security teams at top organizations. He discusses the importance of self-awareness, seizing opportunities, and the key skills that help professionals grow into leadership roles.

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In this episode of The Root to CISO Podcast, we sit down with Kim Jones, CISO at High Wire Networks, to explore his unique journey into cybersecurity. From his early days working in a library to becoming a seasoned security leader, Kim shares valuable insights on leadership, career growth, and transforming security programs into business enablers. He discusses the challenges of stepping into high-risk environments as a "smoke-jumping CISO," the transition from individual contributor to executive, and the lessons he's carried from his background in intelligence. Tune in for a candid conversation on resilience, integrity, and navigating the ever-evolving cybersecurity landscape.

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Part 2 of our conversation with Jake Bernardes is here, and you don’t want to miss it! In this episode of The Root to CISO Podcast, we go beyond the basics and dive into what really makes a cybersecurity professional stand out. Jake shares his no-nonsense advice on crafting a resume that grabs attention, making a lasting impression in interviews, and positioning yourself for long-term career growth.  

We discuss why personal branding matters, how to tailor your experience for the right roles, and the power of storytelling in job applications. Jake also breaks down what hiring managers actually look for—hint: it’s not just technical skills! Whether you’re a security analyst, engineer, or aiming for a leadership role, this episode is packed with actionable insights to help you take the next step.  

Tune in now and take control of your cybersecurity career!  

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Welcome to Season Two of the Root To CISO Podcast! What does it really take to be a great CISO? In Part 1 of this two-part episode, Jake Bernardes, CISO at Anecdotes AI, dives into the realities of cybersecurity leadership—beyond just the title. We discuss the true value of the CISO role and why it’s as much about perception as responsibility, how stepping outside your comfort zone builds resilience and leadership skills, the ongoing debate on where CISOs should report (CEO, CTO, or CFO), why career stagnation happens when you stop taking risks, and the unseen sacrifices and support systems that enable CISOs to succeed. Whether you're an aspiring CISO, a current security leader, or just interested in the challenges of executive security leadership, this episode is packed with insights you won’t want to miss. Part 2 drops Thursday! Make sure to subscribe and follow @roottociso on all platforms to stay updated!

Thank you for an incredible Season 1 of The Root to CISO Podcast!🎉We appreciate every one of our viewers! We're diving straight into Season 2 with even more exciting episodes. Stay tuned for fresh stories, insights, and all things cybersecurity. Let’s make this season even bigger! 🔐

In this episode of The Root to CISO Podcast, Justin Somani, a seasoned cybersecurity leader, reflects on his career journey and shares valuable advice for aspiring professionals. Justin talks about the lessons he wishes he’d learned earlier, the importance of mentorship and empathy in leadership, and how to stand out in today’s competitive cybersecurity job market. He also offers unique insights into hiring from a CISO’s perspective and the critical role emotional intelligence plays in building successful teams. Whether you’re just starting your cybersecurity journey or looking to level up your leadership skills, this episode is packed with actionable advice and inspiration.

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In this episode of the Root to CISO Podcast, we sit down with Yaron Levi, CISO at Dolby and a seasoned cybersecurity leader. With experience spanning two CISO roles, board memberships, and Boardroom Certified Qualified credentials, Yaron shares his journey through the world of cybersecurity. Discover how Yaron approaches leadership, builds high-performing teams, and drives innovation in the ever-evolving security landscape. He also highlights the importance of diversity, collaboration, and adaptability in advancing cybersecurity careers. If you're an aspiring leader or a seasoned professional looking for fresh insights, this episode is packed with actionable advice and inspiration.

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In this episode of The Root to CISO Podcast, we sit down with Chris Bates, the CISO of Cyberhaven. With extensive experience leading security and business strategies for organizations ranging from Series B start-ups to Fortune 100 corporations, Chris shares his insights into building and scaling successful teams. Discover how Chris developed his leadership skills, scaled teams through mentorship, and tackled the unique challenges of cybersecurity leadership. Learn why self-education, networking, and empowering others are key to success in the cybersecurity industry.

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Welcome back to the Root To CISO Podcast! In this episode, host Kris Rides sits down with Ray Espinoza, a cybersecurity leader whose path to success is as unconventional as it is inspiring. Ray’s journey began at eBay in 2000, where he transitioned from IT to leading incident response and building security programs. Through mentorship, self-learning, and a drive to solve complex problems, Ray crafted a remarkable career, proving that skills and determination can outweigh traditional pathways. Tune in as Ray discusses the importance of relationships, mentorship, and focusing on skills over titles in the cybersecurity industry. He shares insights on navigating career challenges, balancing family and professional growth, and how his early exposure to tech shaped his passion for the field. Thanks for listening!

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Welcome back to the Root To CISO Podcast! Join host Kris Rides as he chats with Jason Woloz, a cybersecurity veteran who shares his inspiring journey from software engineer to CISO. In this episode, Jason dives into the nuances of leadership development, highlighting how thought leadership and incremental growth pave the way to success. Discover how he leveraged networking to build impactful connections, launched an internal government conference to foster collaboration, and co-founded the Cloud Security Alliance in Los Angeles to bridge gaps in the tech community. Jason also opens up about transitioning from government to commercial roles and the importance of loving the mission and having a clear plan in cybersecurity. Packed with practical advice and real-world insights, this episode is a must-listen for anyone looking to advance their career in cybersecurity. Thanks for tuning in!

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In this episode of The Root to CISO Podcast, we sit down with Jameeka Aaron, the CISO of Headspace and a Navy veteran with over 20 years of experience in Information Technology and Cybersecurity. Jameeka shares her inspiring journey from enlisting in the Navy to leading digital transformation and securing organizations across aerospace, retail, manufacturing, and beyond. Learn how her military background shaped her mission-driven leadership style and her approach to protecting privacy and data integrity in today's complex security landscape.

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In this episode of The Root to CISO Podcast, we sit down with Greg Rogers, State Chief Information Security Officer at the Maryland Department of Information Technology. Greg shares his unique career journey, from avoiding management roles to discovering a passion for leadership and eventually becoming a state-level CISO. He offers candid insights into the diverse responsibilities of CISOs, the evolving cybersecurity landscape, and how personal and professional goals shape career paths. Whether you’re aspiring to a leadership role or pursuing technical excellence, Greg’s story is packed with practical advice and inspiration. We hope you enjoy this episode and don’t forget to connect with us on LinkedIn!

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In this episode of The Root To CISO Podcast, we sit down with Jonathan Jaffe, Chief Information Security Officer (CISO) at Lemonade, a high-tech, cloud-native insurance and AI company.

Jonathan shares his incredible journey from studying architecture to becoming a leading voice in cybersecurity. From learning Unix in a pre-firewall era to honing his skills in Japan and navigating a diverse career that includes a stint as a privacy attorney, Jonathan’s story is a testament to embracing change and continuous growth.

Throughout the episode, Jonathan reflects on the evolution of technology, the importance of humility and collaboration in security leadership, and his pivotal role in one of the largest privacy class action lawsuits against Facebook. Whether you're starting your journey in tech, aiming for executive leadership, or simply fascinated by the intersection of law and cybersecurity, this episode is packed with invaluable insights!

Tune in to hear Jonathan’s advice on building meaningful relationships across the business, learning from mistakes, and stepping out of the “security mindset” to truly partner with the organization.

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Welcome back to The Root To CISO Podcast! In this episode, we sit down with Jeff Bryner, who shares his unique journey from early days in management information systems to building his own path into cybersecurity. Jeff discusses his time at Virginia Tech, where computers were a rarity and technology was just emerging. His career took him across roles in IT and physical security as he joined a startup, faced rapid growth through acquisitions, and pioneered early security measures in the internet era.

Through his story, Jeff provides insights into the evolving challenges in IT and cybersecurity, reflecting on patterns that remain the same for today's security professionals. If you're curious about how to navigate the shifting tech landscape or looking for inspiration to build a unique career path in cybersecurity, this episode is a must-watch!

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 Welcome back to The Root To CISO Podcast! In this episode, we sit down with Meg Anderson, Chief Information Security Officer (CISO) at Principal Financial Group, a Fortune 500 company headquartered in Des Moines, Iowa. Meg shares her inspiring career journey, having built her path within the same organization—an approach that's rare in today’s fast-paced, change-driven tech industry.

Starting her career as a COBOL programmer, Meg’s journey into cybersecurity was, as she describes it, a “happy accident.” She reflects on significant experiences, from adapting to HIPAA and data privacy laws to navigating the challenges of leadership. Meg also discusses how she earned the trust of teams resistant to change, offering insights on listening, collaboration, and leading effectively even when facing initial resistance.

If you’re curious about career growth, developing leadership skills in cybersecurity, or insights on the evolving tech landscape, Meg’s journey is filled with valuable lessons.

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Welcome back to the Root To CISO Podcast! In this episode, we chat with Jim Covington, whose unique journey led him from neuroscience research to a career in cybersecurity. Jim shares how he got his start as a security analyst, building skills in vulnerability scanning and penetration testing before stepping into his first leadership role on a high-profile project for NASA. Tune in to hear Jim’s honest take on the challenges of managing diverse teams, navigating different personalities, and the valuable lessons he learned about true leadership. His story is a must-listen for anyone looking to grow in cybersecurity and beyond!

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Welcome back to the Root To CISO Podcast! In this episode, we chat with Bill Doherty about his fascinating career path that zigzagged from mortgage brokering to IT leadership. Discover how he navigated roles from VP at a 100-person company to senior manager at a 3,000-employee giant, and ultimately rose to become a CTO and CISO. Bill shares insights on the importance of company culture, meaningful work, and the bold choices that shaped his journey—from beanbag chairs at a startup to leading teams of over 200. Tune in to learn how passion and purpose can redefine your career trajectory! 

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Welcome back to the Root to CISO Podcast! In this episode, host Kris Rides interviews cybersecurity expert Larry Trittschuh, who shares his fascinating journey from the Air Force to the world of cybersecurity, focusing on his work with startups and VC firms. Larry discusses the critical challenges these businesses face in tackling cybersecurity issues and emphasizes the importance of the human element in building a successful organization. Tune in for valuable insights on navigating the evolving cybersecurity landscape and the vital role people play in a thriving business strategy!

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Welcome back to the Root to CISO podcast! In this episode, host Kris Rides engages in a thought-provoking discussion with DD Budiharto, a dynamic leader in the cybersecurity space. DD shares her passion for developing the next generation of cybersecurity talent, particularly among underrepresented groups. As a fractional CISO and entrepreneur, she highlights her commitment to building a diverse pipeline of professionals in the industry. This episode offers invaluable insights for aspiring cybersecurity experts and emphasizes the importance of giving back to the community. Whether you're just starting out or looking to deepen your understanding of the field, tune in for an inspiring conversation filled with actionable advice and a vision for a more inclusive future in cybersecurity!

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Welcome to the Root to CISO podcast! Hosted by Kris Rides, this inaugural episode features an insightful conversation with Larry Whiteside Jr. as they explore the dynamic world of cybersecurity. Together, they discuss the vital role of diversity in the industry and share personal stories about breaking into this exciting field. Listeners will gain actionable tips for aspiring professionals and discover how fostering an inclusive workforce can drive innovation and success. Whether you’re just starting your journey or looking to broaden your perspective, this episode is packed with valuable insights and inspiration. Tune in and be part of the change!

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