Matt Devost & Bob Gourley

OODAcast

Informing your decisions with intelligence, analysis, and insight on technology, business, cybersecurity, and global risk issues. Brought to you by the team at OODAloop.com

Author

Matt Devost & Bob Gourley

Category

Technology

Podcast website

www.oodaloop.com

Latest episode

May 27, 2025

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Episodes

Episode 104: Jimmy Soni on Why PayPal Was Successful 06.01.2023

In this OODAcast, we talk with Jimmy Soni , the author of the book " The Founders: The Story of PayPal and the Entrepreneurs Who Shaped Silicon Valley ". The Founders was one my Top 10 Security, Technology, and Business books of 2022, and is one of the few books I read last year that qualifies for each category. Jimmy takes a deep, historical look at the founding story of PayPal with detailed anal...

Episode 103: Jen Hoar on Corporate Intelligence and Investigations 14.11.2022

In this OODAcast we interview one of our close friends and OODA network members, Jen Hoar. Jen is a former journalist-turned-corporate investigator who has leveraged the potent act of asking, and listening, to turn strangers into sources and contacts into clients. Her expertise, which is clearly also her passion, is identifying and interviewing smart people about any given topic, to learn as much...

Episode 102: Joseph Menn: Observations From Two Decades Of Tech Journalism 30.09.2022

Covering technology issues, and specifically cybersecurity as a journalist is a tough endeavor. Some of these technologies are complex as are the security vulnerabilities often inherent in their deployment and making these topics broadly accessible can be a challenge. Many of the underlying issues touch upon national security and civil liberties creating an interesting nexus that must be highlight...

Episode 101: Lawrence Gasman on Assessing the Business Impact of Quantum Technologies 02.09.2022

Lawrence Gasman has researched and reported on quantum technologies from the beginning of the discipline of quantum computing. He is now the President of Inside Quantum Technology (IQT), which provides in-depth business intelligence for the quantum technology industry. IQT also runs several major quantum technology conferences as well as a quantum industry news service. On this OODAcast we ask Law...

Episode 100 - Providing actionable insights for future risks and opportunities. 05.08.2022

In 2020, we launched the OODAcast video and podcast series designed to provide insightful analysis and actionable intelligence to decision makers. In this 100th episode, co-hosts Matt Devost and Bob Gourley review some of the key insights from the series. Matt and Bob also discuss a OODA's recent assessment of risks and opportunities given the geopolitical and technological environment, leading to...

Episode 99: David Greenberg on Decision-making in Volatile Markets 24.06.2022

While the OODA Loop was been heralded in the domain of conflict, we often find the concept in business and there is no greater business analogy to dogfighting that David Greenberg's experience as a trader on the floor of the world's largest physical commodities exchange. David's job required rapid decision making based on constantly changing information and the mental fortitude to move onto the ne...

Episode 98: John Spencer on Connected Soldiers and the Future of Conflict 13.05.2022

John Spencer is a writer, thinker, speaker scholar who currently serves as the Chair of Urban Warfare Studies at the US Military Academy. He brings the experience of a veteran who has led in combat to his work, and in his latest book, Connected Soldiers, also provides insights from his time as a stay at home parent as his wife deployed. His analysis of connectivity and ints impact from multiple an...

Episode 97: Duyane Norman on Disrupting the CIA to Deal with Emerging Threats 29.04.2022

Duyane Norman spent nearly 30 years in the CIA with three Chief of Station and multiple other tours in a variety of interesting geographies and also had a focus on technology issues serving as Deputy Director of the Office of Technical Service within CIA's Directorate of Science and Technology, and as a member of the CIA Counterterrorism Center's Incident Response Team. Duyane established a reputa...

Episode 96: First Federal CISO Greg Touhill on Advanced Cybersecurity by Design 22.04.2022

Greg Touhill is one of the nation's premier cybersecurity, information technology and risk management leaders. As an Air Force officer he led technology efforts in some of our nation's most demanding organizations including combatant commands during time of war. He is an accomplished speaker and author and business executive and also served as our nation's first Chief Information Security Officer...

Episode 95: Former Tenable CEO Ron Gula Applies a Hacker Mindset to Investing, Public Awareness, and Philanthropy 08.04.2022

In this OODAcast, we interview Ron Gula, co-founder and CEO of the highly successful Tenable Security(NASDAQ:TENB) and currently President of Gula Tech Adventures. Ron has a long history in the cybersecurity field that includes starting his career as an NSA hacker and then transitioning into an entrepreneur responsible for multiple innovations in the market and several successful companies. Ron re...

Episode 94: Jim Lawler on the Art of Espionage and the Perfect Intelligence Operation 01.04.2022

In this OODAcast, we talk with Jim Lawler who is a Senior Partner at MDO Group, which provides HUMINT training to the Intelligence Community and the commercial sector focused on WMD, CI, technical and cyber issues. Mr. Lawler is a noted speaker on the Insider Threat in government and industry. Prior to this, Mr. Lawler served for 25 years as a CIA operations officer in various international posts...

Episode 93: Lifelong Hacker and Experienced Security Executive Alyssa Miller, Author of Cybersecurity Career Guide 18.03.2022

Alyssa Miller is a life-long hacker and highly experienced security executive who has a passion for security and the security community. She is an excellent advocate for continuous improvement in the community and a frequent speaker to audiences of both fellow business leaders and security community audiences. This combined with her deep experience in the industry makes her the perfect person to r...

Episode 92: Dr. Scott Shumate Profiles Russian President Vladimir Putin 11.03.2022

This OODAcast is a special edition focused on profiling Russian President Vladimir Putin with Dr. Scott Shumate, who has over 30 years of experience evaluating national leaders, terrorists, spies, and insiders.  Scott shares his unique perspective's on Putin informed by his extensive experience and insight.  During this session we explore: Is Putin suicidal? Is Putin a rational actor? How would Pu...

Episode 91: Chris Butler on the Value of Adversarial Thinking in Product Design and Management 04.03.2022

In this OODACast, Matt talks with Chris Butler about how concepts like adversarial thinking can be applied to product design and management.  Chris is an exemplar of someone who has excelled in his field but also looks to study and bring disruptive ideas like randomness and future framing from other disciplines to determine their value and applicability in product management.   As it turns out, he...

Episode 90: John Chambers on Risk and Opportunity in the Modern Age 16.02.2022

John Chambers is the legendary former CEO of Cisco, a company he helped grow from $70 million in revenue per year when he joined in 1991 to $1.2 billion a year the year he became CEO to over $48 billion a year by the time he retired in 2015. As a leader John was always known for far more than just revenue growth, he was skilled at building an organization that treated people well, including employ...

Episode 89: Simon Clark on Investigating the Key Man and a Billion Dollar Fraud 11.02.2022

In this OODAcast, we talk with Simon Clark. Simon a British journalist and writer. He previously worked at the Wall Street Journal. His investigative reporting has led him to the poppy fields of Afghanistan, the copper mines of Congo and to many banks in the City of London. He was nominated for a Pulitzer Prize in 2016. Simon is the author of the "The Key Man: The True Story of How the Global Elit...

Episode 88: Charity Wright on China's Digital Colonialism 28.01.2022

Charity Wright is a Cyber Threat Intelligence Analyst with over 15 years of experience at the US Army and the National Security Agency, where she translated Mandarin Chinese. Charity now specializes in dark web cyber threat intelligence, counter-disinformation, and strategic intelligence at Recorded Future. Her analysis has provided deep insights into a variety of incidents, activities and strateg...

Episode 87: Jan Chipchase on Field Research for Actionable Insights 21.01.2022

Jan Chipchase is the founder and director of Studio D Radiodurans, a research, design and innovation consultancy. He specializes in identifying nuanced patterns of human behavior. The insight it generates informs and inspires design, strategy, brand and public policy. Jan describes his work in design anthropology in terms of a satellite launched into space that is chartered with identifying new pl...

Episode 86: Ben Dubow on Detecting and Countering Malign Influence Operations 07.01.2022

Ben Dubow is CTO and founder of Omelas, a firm that provides data and analysis on how nations manipulate the web to achieve their geopolitical goals. He has a background in research on Russian and Chinese online information operations and is a recognized expert, having appeared on international media including Reuters, Bloomberg and Roll Call. Ben began his career tracking jihadi, white supremacis...

Episode 85: Jahon Jamali On Bitcoin, Ethereum, and the Coming Metaverse 03.12.2021

In this OODAcast we talk with Jahon Jamali of Sarson Funds about a range of cryptocurrency issues including his coming book Deep Crypto. We also dive deep into the coming Metaverse. Jahon Jamali is a leading expert on emerging technologies, global risk management and international relations. He began his career as a U.S. Intelligence Officer with the Defense Intelligence Agency. He also has extens...

Episode 84: Maury Rogow: Every Corporation Will Have A Metaverse Strategy 19.11.2021

Maury Rogow builds a solid case that your brand will live or die based on the story you tell in the metaverse. Maury is a pioneer in applying the art of storytelling to convey the value of technology in the Internet age. He built a successful approach to storytelling that made direct contributions to the success of some of the most important firms in the early wave of Internet companies. He later...

Episode 83: Alan Cohen of DCVC on Investing in Deep Tech For Humanity 22.10.2021

Alan Cohen is a partner at DCVC, a highly regarded venture capital firm who pioneered the concept of investing in Deep Tech. Alan has helped lead and grow some of the most influential enterprise IT companies in the world. This includes serving as a VP of Enterprise for Cisco. He has also advised companies like Box, Cohesity, Netskope and Mobile Iron. He has been on the leadership teams of breakthr...

Episode 82: Digital Self Sovereignty and Avoiding the Long Night with John Robb 07.10.2021

Our OODAcast with John Robb in June 2020 has proven to be one our most popular ever, so we were excited to host him for a second interview. John is one of the most disruptive thinkers of our time and is capable of drilling down on critical issues like security, society, and technology with deep authority and insights. In this OODAcast, we discuss a wide variety of issues: The role that networked t...

Episode 81: Inman's Rules: The Enduring Principles of Operational Intelligence 24.09.2021

In this OODAcast we ask retired Admiral Bobby Ray Inman for insights into his approach to analyzing complex situation and managing intelligence efforts. Admiral Inman served in the Navy from November 1951 to July 1982, retiring with the rank of four star admiral, the first military intelligence officer to ever reach that rank. On active duty, he served as director of naval intelligence, then later...

Episode 80: The Man Who Protects Our Secrets: Bob Bigman on Mitigating Enterprise Risks 10.09.2021

Bob Bigman spent a career in the intelligence community. He was the CISO of the CIA where he was tasked with leading efforts to protect the nation's most sensitive secrets. He remains a practitioner. Since 2012 he has provided direct consulting services to CISOs, CIOs, CTOs and CEOs seeking to reduce risk and improve security programs. Through it all he has built a reputation for rapidly assessing...

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