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Why Your Projects Keep Failing (Even With Tools)
Project management expert Paul Kecki joins Mike to reveal how Smartsheet can transform inefficient Excel-driven PMOs into integrated, cohesive systems, potentially saving companies millions. Discussing
Most Cybersecurity Budgets Are Wasted (Here’s Why)
Security expert Grant McCracken joins Mike for a deep dive into the flawed spending habits of the cybersecurity industry. Grant, who scaled Bugcrowd’s operations, critiques
The Real Reason Your Engineering Team Is Always Delayed
Ran Arussi joins Mike to explore the evolution of software development, from the early days of BASIC coding to the burgeoning realm of AI. Ran
Escalations Are a Design Failure
Discover how rethinking authority can transform your team’s productivity and reduce burnout in Mike Mahoney’s discussion on dependency in engineering teams. Mike shares insights on
Stop Drifting: The Real Reason Enterprise Teams Stall
Explore the hidden dangers of ambiguity in tech leadership with Mike Mahoney. This episode delves into how unclear communication and undefined priorities can stifle team
The $1B Data Trap: Why Analytics Alone Fail in Enterprise Strategy
Discover how to balance speed and safety in AI deployments without becoming the bottleneck. Mike explores creativity as a powerful business tool with Nir Bashan.

Stop Being a “Hero” CTO (It’s Killing Your Company)
Explore the pitfalls of being a ‘firefighter CTO’ with Mike as he delves into the challenges of technology leadership trapped in reactive roles. Uncover why
AI, Security, and Scale: How Modern Enterprises Win with Santosh Kaveti ! GTLE Season 4
Mike and Santosh Kaveti delve into the challenges and strategies for integrating AI in regulated environments without creating leadership bottlenecks. They discuss the reality of
For CTOs: When AI adoption turns you into the permanent auditor
Senior technical leaders in AI face decision-making challenges that may slow teams down, turning them into “permanent auditors.” In a conversation with Daniel Nikic, founder
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