All Episodes

114: Building the builder: how CTOs fix the AI code review bottleneck

113: Anyone with an API key can copy your AI strategy, with Ritavan

112: Your best managers are the most replaceable, with Prof. Charles Wood

111: Every technology decision you make now is a post-quantum decision

110: AI Compressed the Work That Built Your Judgment

109: Your Agents Are Held to a Lower Standard Than Your Engineers

108: Your Most Valuable Executive Relationship Is the CFO

107: The Controlled Re-Entry: A CTO Playbook for Coming Back from Holiday

106: Trust, temper, override: managing the AI you don't control

105: The CTO's real job when agents write the code (belief reversal)

104: Why the Best CTOs Filter the Firehose Instead of Blocking It

103: What CTOs Miss Before an M&A Deal Hits

102: AI Transformation Starts With What You Don't Know You're Assuming — with Duri Chitayat

101: Why Most Leadership Assessments Are Measuring the Wrong Thing

100: Why AI Is Quietly Draining Your Senior Engineer Pipeline

99: Why Transformations Die Just Before They Succeed

98: The Office of the CTO at RevenueCat, with Miguel Carranza

97: Stop Hiring More of the Same — Michelle McDaid, The Leading Place

96: Why the Best CTOs Don't Have a Playbook — Ric Hill, Ghyston

95: The Leadership Signals CTOs Send Without Realising It with Paul Kinkaid

94: Execution Beats Strategy? Rethinking the CTO Role in the Age of AI

93: From SDLC to ADLC: How Engineering Teams are Actually Adopting AI

92: The CTO Playbook: How to Build Trust, Consistency, and Psychological Safety in Engineering Teams

91: The Hardest Upgrade for Technical Leaders: Leading Without Losing Your Edge

90: Data Is a Leadership Problem, Not a Technical One — A Playbook for CTOs

89: Engineering Velocity for CTOs: How Superhuman Moves Fast Without Sacrificing Quality

88: The CTO Role Has Changed — Why Doing More Isn’t the Answer

87: AI Governance for CTOs: Turning AI Risk Into Competitive Advantage

86: Why Communication Is Now a Core Skill for CTOs and Senior Engineering Leaders

85: From Firefighting to Flow: How CTOs Build Teams That Learn Fast

84: Why Your Definition of Done Is Limiting Engineering’s Business Impact

83: Are We Building the Right Things? A CTO’s Guide to Influence, Ethics, and Responsible Innovation

82: Are You Running Fast in the Wrong Direction? A CTO’s Guide to Clarity with Jason McGhee

81: The Culture Playbook for High-Performing Engineering Teams — with CTO Pasha Jam

80: Gut Instinct in Tech Leadership: When to Trust It, When to Challenge It

79: What Engineers Really Need from Their Leaders: A Conversation with Massimo Belloni

78: The Hidden Cost of Getting Paid: Why Trust Is a CTO’s Blind Spot

77: The CTO Guide to Scaling Operational Maturity — Lessons from Amazon to Startups

76: How Great CTOs Influence Regulators, Auditors, and Certifications

75: The Hidden Systems Behind High-Performing Engineering Teams

74: How Great CTOs Lead: Rory Herriman’s Five-Part Framework for High-Performance Technology Teams

73: How Avalanche Rescue Taught Me to Lead Calmly in Crisis | Leadership Lessons for CTOs

72: Why OKRs Fail — and What to Use Instead (with Radhika Dutt)

71: The Real Reason Digital Transformations Fail — It’s Not Technology or People

70: A Better Way to Explain Your Platform to Non-Technical Executives

69: Breaking Free from Vendor Lock-In: A New Playbook for Modernising Legacy Systems

68: Startups, AI, and the Funding Reset: What Investors Really Want in 2025

67: People, Process, Technology: The Leadership Formula Every CTO Needs

66: CTO Playbook: Leading Change Without Chaos — Giorgia Prestento

65: Unrealistic Planning, Broken Collaboration — and How to Fix Both

64: What Got You Here Won’t Get You There — CTO Leadership with Catherine Stagg-Macey

63: How Corey Hart Scaled a Crisis Team Fast — Without Losing Trust

62: Tech Debt Is Killing Your Team — Here’s What to Do About It

61: Why I Coach CTOs: Lessons from Avalanches, Startups, and Rebuilding Teams

60: What Do You Do When No One’s Watching? The Truth About Proactive Leadership

59: The Future of the CTO: Etienne de Bruin on Leadership, Liquid & Lasting Impact

58: You’re Not Leading If You’re Not Listening – Wesley Eugene on Empathy and Influence

57: Why Leaders Fail to Grow — Even When They’re Doing Everything ‘Right’

56: 14 Things Great CTOs Stop Doing (And You Should Too)

55: CTO Leadership Secrets: The Power of IQ, EQ, and FQ with Faris Aranki

54: CTO Secrets to Scaling Fast: Lessons from COVID, Culture & Code with Peter Wong

53: Why Most Tech Managers Fail at Feedback (and How Top CTOs Fix It)

52: How to lead with presence: 5 habits every technology leader needs

51: Leadership, Change & Stillness: What Tech Leaders Can Learn from Hiking

50: From Chaos to Clarity: Using KPIs to Protect, Persuade, and Prioritize as CTO

49: What’s the Point of Your Tech Team? Why Most CEOs are Missing the Signals

48: Why great CTOs slow down to think, and see what others can’t

47: The Future of Distributed Architecture and Durable Execution with Temporal CTO, Maxim Fateev

46: The CEO’s Playbook for Hiring the Right CTO with Warren Beazley

45: From Crisis to Clarity: Rob Kalwarowsky’s Playbook for Transformational Leadership

44: The tech behind the scenes at The CTO Playbook

43:The CTO’s Guide to Performance-First Architecture with Victor Nicollet (Lokad CTO)

42: From Chaos to Clarity: 9 Principles for Leading in a World of Citizen Developers

41: Steel Thread, Event Storming & Target Architectures — Zac Beckman's Guide to Predictable Delivery

40: Mastering the Art of Influence: How to Get Executive Buy-In for Your Big Ideas

39: Preparing for the Jump From CTO to CEO with Andre Louca

38: Why Cultural Transformation Fails (And How CTOs Can Get It Right) with Eric Johannsen

37: Scaling, Strategy & Survival: The CTO Playbook for Large Enterprises with Sarah Greasley

36: The CTO’s Guide to Managing Large Engineering Teams Effectively

35: Why Scaling a Company Feels Impossible (And How to Do It Anyway) with Kevin Howren

34: The Five CTO Archetypes: Which One Are You?

33: The Fractional CTO Formula for Success with Dan Gwalter

32: How to Run 1:1s That Actually Improve Performance

31: The Fatal Flaw of 10x Developers (Here’s What Actually Matters)

30: How to Align Data, Teams, and Strategy for Business Success: Ritavan's Framework

29: How to Scale a Developer-First Startup with Daniel Jarjoura

28: The No.1 Reason Startups Fail and How to Avoid It with Dr. Georgios Christou

27: How to Stop Hiring the Wrong People with Stephan Schmidt

26: Microsoft Insider Reveals The Biggest Leadership Mistakes with Dave Wascha

25: Step-by-Step Guide to Hiring and Onboarding

24: War-Time Lessons Every Startup Leader Must Know with Roman Labunsky

23: Two CTOs Face Off in a Christmas Showdown

22: The Secret to Leading Diverse Tech Teams with Alena Ipanova

21: 4 Steps to Becoming a Leader Worth Following with Adrian Stanek

20: How to Master Communication for Effective Leadership

19: Tech Leaders Need Empathy, Not Just Code with Gareth Thomas

18: Coaching Managers for Excellence with Zach Goldberg

17: Funding Success Made Simple with Thorgeir Einarsson

16: How to Build an Engineering Strategy that Scales Without Wasting Resources

15: The Hidden Threats Facing Product And Tech Leaders with Todd Zino