Hosted by TC Gill, this podcast explores the dynamic world of technology leadership. Each episode explores the challenges, strategies, and stories that shape the lives of today’s CTOs and tech leaders. From navigating complex business issues to leading high-performing teams, CTO Confessions sheds light on the multifaceted role of technology executives, highlighting the critical decisions they make and the impact they have on organizations. Join us as we unpack the realities of tech leadershi ...
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CTO Confessions Podcasts
Confessions Of A Market Maker brings 20 years of Wall Street educational trading experience, coupled with entertaining stories; both in and away from the markets. The podcast is Co-Hosted by former 20 year Market Maker, JJ (@vwaptrader1) & Poker Professional/trader, Ray (@AllxDayxRayx), who are occasionally joined by guests of high esteem in the industry. Confessions Of A Market Maker has quickly become one of the highest viewed and popular podcasts in the finance/trading space.
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Secure Talk reviews the latest threats, tips, and trends on security, innovation, and compliance. Host Justin Beals interviews leading privacy, security and technology executives to discuss best practices related to IT security, data protection and compliance. Based in Seattle, he previously served as the CTO of NextStep and Koru, which won the 2018 Most Impactful Startup award from Wharton People Analytics. He is the creator of the patented Training, Tracking & Placement System and the auth ...
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Episode 177: Building End to End Solutions for Health & Wellness Marketing with Oleg Korenfield
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56:00This week, TC Gill is joined by Oleg Korenfeld, CTO at CMI Media Group, to unpack how technology transforms health and wellness marketing. From traditional media to data-driven strategies, Oleg shares insights on building scalable solutions that deliver real campaign value.Expect stories on innovation, strategic tech adoption, and the evolving role…
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Confessions: Next Gen #2 - Aubrey | From ORBs to Inner Edge
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49:46On this episode of Confessions: Next Gen, AllxDayxRay sits down with one of our longest-standing room members Aubrey, aka “orb’rey.” Aubrey started out chasing opening range breakouts, but over the years, his game has matured into something deeper, more nuanced, and more personal. We talk trading philosophy, evolution, mistakes, process review, and…
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Can Cybersecurity be "Agile"? with Brian Wagner
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46:02Can Security be “Agile”? with Brian Wagner In this comprehensive interview, Brian Wagner, CTO at Revenir and former AWS security executive, shares insights from his new book "Redefining Information Security" and explains why the cybersecurity industry needs a fundamental shift in approach. With over 20 years of experience leading security transform…
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The AI Creator's Confession: "I Built Google Translate to Unite People. It's Now Tearing Us Apart" with De Kai
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44:18What happens when you realize your life's work is being used to destroy what you hoped to create? Meet De Kai - the man who helped build Google Translate, Siri, and modern AI systems. In 1990s Hong Kong, he dreamed of AI that could bridge cultural divides. Thirty years later, he experienced his "Oppenheimer moment" - the same machine learning he pi…
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Episode 176: Why Purpose Beats Features: Designing for Outcomes with Drew Morrell
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45:06What makes great tech solutions truly effective? It’s not features, it’s outcomes. In this episode, TC Gill speaks with Drew Morrell, Head of Engineering at Workiva, about why user-centered design, agile thinking, and purposeful product development matter more than feature counts.Tune in for insights that cut through the noise and get to the core o…
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Drew Morrell by IT LabsBy IT Labs
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Securing Society Through Data Kindness: How Cooperation Becomes Our Best Defense with Aram Sinnreich and Jesse Gilbert
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53:36Episode Description: Every device around you is collecting data about you and everyone you interact with. Amazon Echo recordings are being subpoenaed in murder trials. Period tracking apps are being used to prosecute women. Ancestry websites are revealing family secrets. We're participants in the largest social experiment in human history—and we ne…
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Confessions: Next Gen #1 – Pierre | From Discord Trader to Risk Analyst
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44:52In this debut episode of Confessions: Next Gen, we sit down with Pierre—a spirited young trader who went from lighting up Zoom happy hours to landing a job at Apex Fintech as a risk analyst. Known for his aggressive trading style and larger-than-life personality, Pierre reflects on his early days in trading, what he learned from multiple blow ups, …
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The Quantum Security Precipice: Why Michele Mosca is Building Cryptographic Resilience Before It's Too Late
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51:34***Are you attending the Gartner GRC Summit? If so, come along on our Sunset Trip on June 10, 2025. Register here! https://www.strikegraph.com/boat-party-2025?utm_source=secure-talk&utm_medium=podcast&utm_campaign=gartner-boat-party Episode Description: When quantum computing pioneer Michele Mosca met Peter Shor in the 1990s, he thought quantum com…
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Episode #130: Grant Cardone on Real Estate/BTC Fund, Never Touching Stocks & Trump Tariff Playbook
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1:04:42In this episode of Confessions of a Market Maker, Ray and JJ sit down with legendary real estate mogul and 10X entrepreneur Grant Cardone for an unfiltered conversation on wealth, risk, and navigating the shifting terrain of American business. From building a Bitcoin-backed real estate fund to his lifelong refusal to touch the stock market, Cardone…
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National Security in Crisis How Geopolitical Chaos Threatens Cybersecurity & Democracy" SecureTalk with Mike LeFever
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48:14In this riveting episode of SecureTalk, host Justin Beals welcomes back decorated military leader and security expert Mike LeFever, Executive Vice President of National Security at Concentric, to discuss the intersection of physical security, geopolitical instability, and the future of national defense. From the polarization of American politics to…
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How Russian Disinformation Networks Are Poisoning AI Chatbots | SecureTalk with NewsGuard Experts
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43:28Episode Summary: In this eye-opening episode of Secure Talk, host Justin Beals investigates how foreign disinformation campaigns have evolved to target AI systems. NewsGuard researchers McKenzie Sadeghi and Isis Blachez reveal their groundbreaking investigation into the Moscow-based Pravda network that has successfully infiltrated Western AI chatbo…
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The Future of APIs in the Age of AI Agents A Conversation with Postman's Sam Chehab
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46:01In this episode of SecureTalk, host Justin Beals explores the evolving world of API technology and security with Sam Chehab, Head of Security at Postman - the platform used by over 35 million developers and 90% of Fortune 500 companies. Episode Insights: Postman's Strategic Position: Learn why Sam joined Postman in September 2024 and how they're po…
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Episode 175: Growing as a Leader by Taking Calculated Risks with Eric Levin
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55:42In this episode, Eric Levin shares his journey to becoming CTO and how taking calculated risks shaped his leadership style, one that's purpose-driven and people-focused.Key takeaways:- Why calculated risks are essential for growth- How transparency can strengthen team dynamics- Why embracing hard, boring tasks matters for leadershipTune in for an h…
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Episode 174: The Power of Technology & AI with Joe Hsy
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45:39In this episode, Joe Hsy shares his approach to leading with innovation while balancing the benefits and risks of emerging tech—especially AI and data privacy. From scaling teams without micromanaging to aligning technology with real business value, Joe offers thoughtful insights for every tech leader.Key takeaways:- Ethical use of data and buildin…
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Beyond the Blinky Lights: Why Security Governance Drives Technology with Bryant Tow
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46:50In this eye-opening episode of SecureTalk, host Justin Beals welcomes Bryant Tow, Chief Security Officer at LeapFrog Services, to discuss why technology alone can't solve cybersecurity challenges. Bryant reveals how the "Ring of Security" concept shows that up to half of your attack surface lies outside of technology—in governance, policies, people…
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From Burning Servers to Enterprise Resilience: The Evolution of Internet Security With Akamai
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45:39In this eye-opening episode of SecureTalk, host Justin Beals welcomes Joe Gronemeyer, Solutions Engineer at Akamai Technologies, for a masterclass in how internet security has evolved from basic content delivery to sophisticated edge protection powering 30% of global web traffic. From stories of literally burning servers in 1999 to today's quantum-…
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"There's No Such Thing as Crypto Crime": Nick Furneaux on Blockchain Investigation, Digital Forensics, and the Future of Cryptocurrency
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48:25In this eye-opening episode of SecureTalk, host Justin Beals sits down with Nick Furneaux, renowned cryptocurrency investigator and author of the provocatively titled book "There's No Such Thing as Crypto Crime." Furneaux shares his extensive expertise on blockchain technology, cryptocurrency investigations, and the evolving landscape of digital fi…
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Hijacking AI Memory: Inside Johann Rehberger's ChatGPT Security Breakthrough
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46:29In this eye-opening episode of SecureTalk, host Justin Beals interviews Johann Rehberger, a seasoned cybersecurity expert and Red Team Director at Electronic Arts, about his groundbreaking discovery of a critical vulnerability in ChatGPT's memory system. Johann shares how his security background and curiosity about AI led him to uncover the "SPAIWA…
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Episode 173: Systematizing Chaos - The CTO’s Playbook with Rob Molchon
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48:38How do tech leaders build scalable, sustainable systems without descending into chaos? Rob Molchon, CTO of Vestwell, shares his insights on structuring order in fast-moving tech environments. We also take a quick trip down memory lane to see just how far tech has come.Key takeaways from the podcast are: – Clear ownership ensures tasks get done with…
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Episode #129: Steve Quirk of Robinhood on Prediction Markets & The Evolution of Markets
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47:24Chief Brokerage Officer at Robinhood Markets. Prior to joining Robinhood, he oversaw the strategy and deployment of initiatives for Trading at TD Ameritrade, He also served as a member of the company’s Senior Operating Committee, which shaped the strategic focus of the organization. Our guest also focusing on teaching the next generation of investo…
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Predicting Data Breach Risk: How Mathematical Privacy Is Revolutionizing Data Sharing with Simson Garfinkel
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48:39What if there was a way to precisely predict the risk of a major data breach when sharing information? In this illuminating episode of Secure Talk, Justin Beals sits down with Simson Garfinkel, renowned computer scientist, journalist, and author who helped implement differential privacy for the U.S. Census Bureau's 2020 census. As a fellow of the A…
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Episode 172: Bridging the Gap Between Practical Engineering and Academia with Guy Yachdav
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43:51The tech sector can be highly specialized, especially for leaders in biotechnology. In this episode of CTO Confessions, host TC Gill chats with Guy Yachdav, Senior Director at Immunai. Tune in for insights into his leadership journey.Key takeaways from the podcast are: - Academia and tech intersect in exciting ways, like using machine learning to p…
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The Future of CMMC: Surviving the new Federal Security Landscape with Former NRMC Director Bob Kolasky
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46:04How do you secure a nation? Hint: look for the risks to the most critical infrastructure. In this critical episode of SecureTalk, host Justin Beals sits down with Robert Kolasky, former founding director of the National Risk Management Center at DHS and current Senior VP for Critical Infrastructure at Exiger. As the new administration implements sw…
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Episode 171: Servant Tech Leadership in the Realm of Collectors with Dan Van Tran
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51:54In this episode of CTO Confessions, Dan Van Tran shares how AI and tech power the authentication of collectibles, from cards to video games. We explore AI-driven pricing, scaling tech teams, and servant leadership in a unique industry.Key takeaways:- AI’s role in authenticating and valuing collectibles- Why emotions matter in price estimation- The …
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Redefining Personhood: The Legal and Ethical Challenges of an Advanced General Intelligence with James Boyle
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48:55In a groundbreaking conversation on SecureTalk, legal scholar James Boyle explores the complex landscape of artificial intelligence and biological innovation, challenging our understanding of personhood and consciousness. Drawing from his recent book “The Line: Artificial Intelligence and the Future of Personhood”, Boyle dissects the potential futu…
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Episode 170: The Intersection of Emotion and Technology with Armen Berjikly
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58:25In this episode, we explore how emotions and technology work together to support employee growth. Tune in for a thoughtful discussion on what happens when technology meets emotions within the context of an organization.Key takeaways from the podcast are:- Aligning executive vision with employee execution fosters a unified direction.- Unstructured c…
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How Do You Get 10,000 Developers To Write Secure Code? With Dimitry Shvartsman
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44:03If you've ever found yourself frustrated watching deadlines slip by as your development team waits on yet another security review, you're not alone. In today's competitive landscape, companies are caught in a difficult balancing act: move quickly to deliver the features customers want or slow down to ensure those features don't introduce vulnerabil…
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AI Therapy: Should we believe Silicon Valley's Bold Claim at Solving Mental Health? With Daniel Oberhaus
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51:15In this episode of SecureTalk, Justin Beals welcomes Daniel Oberhaus, the author of Silicon Shrink, to discuss the revolutionary and controversial integration of artificial intelligence (AI) in mental health care. Daniel demystifies the central theme of his book, explaining the concept of Silicon Shrink and exploring how AI tools are increasingly b…
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Episode 169: Designing Culture with Data at the Core with Matt Culver & Nomaan Ahmed
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59:27In this episode of CTO Confessions, TC Gill talks with engineering leaders Matt Culver & Nomaan Ahmed from Super.com about how data-driven decision-making shapes both engineering and company culture. They explore the role of data in leadership, team dynamics, and fostering a strong workplace culture.Key Takeaways:- Measuring the right things, even …
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From Arab Spring Frontlines to Cybersecurity Frontiers: A Naval Officer's Journey with Terence Bennett
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45:08Terence Bennet watched from the deck of the USS Paul Hamilton as the Arab Spring unfolded. As a naval officer, he realized that his battlefield awareness was limited by good intelligence. Intelligence drove good decision-making. And in an area of conflict, good decision-making is the difference between mission success and failure. In this episode o…
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Episode 168: What Makes a Great Tech Leader with Savas Karas
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1:00:28What makes a great tech leader? Savas Karas, CTO of CAPREIT, believes it starts with kindness, support, and open feedback loops. In this episode of CTO Confessions, he shares how fostering a strong culture helps teams stay motivated, aligned, and unafraid of challenges.Key takeaways from the podcast are: - A shared vision keeps teams focused on mea…
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Episode 167: The Complex Role of Leadership in Tech with Daniel Natic
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43:07In this episode of CTO Confessions, our host TC Gill and guest Daniel Natic dive into the complex role of leadership in tech, exploring the balance between managerial expertise and deep technical knowledge.Key takeaways from the podcast are: - Tech leaders must stay sharp. Keep up with trends, drive change, and understand your team’s decisions.- Tr…
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The AI wars and what DeepSeek means to AI and Security
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48:50In our latest SecureTalk episode, Justin Beals gathers Micah Spieler, Chief Product Officer, and Josh Bullers, Head of AI, to explore the multifaceted world of AI and cybersecurity. With the recent release of DeepSeek-r1, the AI marketplace has been thrown into turmoil. It has rocked the hubris of Silicon Valley and questioned the validity and valu…
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Episode 166: Strategies for Crafting Educational Solutions with Todd Ellermann
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49:30In this episode of CTO Confessions, we explore the dynamic relationship between educational standards, student engagement and the role of artificial intelligence. Listen to Todd Ellermann’s perspective on how these elements intersect and how they are shaping the future of EdTech.Key takeaways - EdTech companies must understand state-specific standa…
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What Matters Next: Decision Making in a Rapidly Changing World with Kate O'Neill.
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54:46In this episode of Secure Talk, host Justin Beals welcomes Kate O'Neill, a passionate tech humanist dedicated to crafting technology solutions that genuinely prioritize people. Together, they explore the key themes of Kate's books, “Tech Humanist” and 'What Matters Next: A Leader's Guide to Making Human-Friendly Tech Decisions in a World That's Mov…
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Unveiling the Secrets of Cryptography with Panos Louridas: Early Computing, Encryption, and Modern Challenges
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43:32In this episode of SecureTalk, host Justin Beals warmly welcomes Panos Louridas for an insightful discussion on the history, evolution, and future of cryptography. Panos has deep expertise and authored a book called "Cryptography" that helps explain the history of keeping secrets, important innovations in the field and the mathematical functions of…
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Episode 165: How to Structure a Growing AI Company with Yaron Inger
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48:08On this episode of CTO Confessions, our host, TC Gill, is joined by Yaron Inger, Founder of Lightricks, who reveals the unfiltered story behind scaling an AI-driven company. Yaron shares the lessons learned during their growth, emphasizing the importance of managing cashflow, deciding to change their business model and navigating all major growth c…
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From Botnets to AI Health: Michael Tiffany’s Mission to Empower Personal Data Sovereignty
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44:59In 2000 the internet was expanding at an astronomical rate. Consumers were logging in via dial-up modems by the hundreds of millions and businesses were racing to maximize their footprint in the digital world. A hacker named Onel de Guzman living in the Philippines had been playing with a script called “I Love You”. Distributed via email, it could …
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Cryptography, Quantum Computing, and the Future of Security with Dr. Bill Anderson
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50:40Without the ability to keep secrets, our internet would fail. Without effective cryptography the internet would never have graduated from the hobbyist interest. And we have great examples of networks without effective encryption like the worldwide HAM radio operators. I’ve been utilizing cryptography in the development of web applications since my …
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Episode 164: The Art of Organizational Transformation with Conlath Alcock
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55:47In this episode, our host, TC Gill, sits down with Conlath Alcock, Client CTO at T-Systems, to explore how understanding an organization’s current state and learning from the past can set the stage for a strong foundation and successful transformation.By IT Labs
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Inventing Threat Intelligence: The Story Behind Eldon Sprickerhoff's Startup Success
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44:01Eldon Spickerhoff founded eSentire in 2001. He had been a Senior Information Security Engineer for ING Prime after completing his academic work at Waterloo University. At the time the cybersecurity solutions marketplace was primarily a services offering, focusing on vulnerability scanning. The team at eSentire realized that the tools deployed in vu…
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Episode 163: Humble Leadership in Practice with Tim Vasil
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59:00In this episode of CTO Confessions, host TC and Tim Vasil, CTO of LeanTaaS, explore humble leadership, discussing Tim’s journey from solo contributor to leading high-performing teams, his approach to feedback, building a human-centric culture, and knowing when to delegate.By IT Labs
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Episode 162: The Human Side Of Tech Leadership With Ivan Kusalic
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46:37In this episode of CTO Confessions, host TC Gill chats with Ivan Kusalic, CTO of green tech organization Enpal. Ivan’s diverse career has shaped his unique approach to tech leadership, rooted in curiosity, empathy, and a commitment to transparency and growth. He shares candid insights on leading in the renewable energy industry, inspiring tech lead…
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The Cybersecurity Maturity Model (CMMC) has arrived! with Stephen Ferrell
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31:06In this episode of Secure Talk, Justin welcomes Stephen Ferrell, a cybersecurity expert and Chief Strategy Officer of Strike Graph, to discuss the significant changes in the compliance landscape brought about by the Cybersecurity Maturity Model Certification (CMMC). They explore the recent finalization of the CMMC rule, its implications for the def…
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Unlocking AI’s Potential Privately, Safely and Responsibly with Dan Clarke
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52:35Privacy laws in our modern computing era have been around for well over twenty years. The conversation around appropriate privacy measures and effective governance of data has matured quite nicely since the early days of the Internet. While breaches do continue to happen, laws like GDPR, HIPAA and CCPA have helped set expectations for ethical and e…
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