CTO and the Board
Communicating technology strategy upward: boards, founders, and non-technical stakeholders.
Episodes
- Beyond Cost Reduction: AI in Revenue Generation and Innovation with Andy Boettcher
Andy Boettcher, Chief Innovator of DoubleTrack, a boutique data and AI consultancy. Andy recounts his 33 years across systems, development, with 13 years…
- The Pace of Innovation: Systems Thinking for Faster Engineering
Open with travel and sports talk, including World Cup rules, then pivot to Scott's change-management training on systems thinking and unspoken norms. They…
- The Outsourcing Playbook Gets an AI Rewrite: Engineering in the Age of AI and Global Teams
Dig deep into the real-world lessons of managing outsourced and distributed engineering teams. Drawing on decades of experience with partners in Romania,…
- From Code to Careers: AI's Disruption of Software and Work Itself
Dive into the fast-evolving world of generative AI—and what it means for the future of software development, careers, and the economy at large. They…
- How GenAI Is Changing the Two Guys in a Garage Founder Story
Tech entrepreneurs and avid scuba divers Justin Wolf and Joe Malek to share the story behind their generative AI–powered scuba guidebook and community…
- Autonomous Engineering Teams: What Works, What Breaks
Unpack one of the most debated questions in engineering leadership: Should engineering managers also serve as tech leads? They explore the organizational…
- From Chicken to Chatbots: Generative AI in Hospitality with Justin Kaufman
Special guest Justin Kaufman . Justin discusses his unique journey from working in health tech to founding the Mount Joy restaurant, where he's…
- Fake Profiles, Real Disruption: What AI Is (and Isn't) Doing to Tech Recruiting with Dave Hardwick
With Dave Hardwick, the disruptive yet beneficial impact of AI on recruitment processes. They explore how AI tools are revolutionizing candidate searches…
- Beyond the Resume: How to Hire and Get Hired in Tech with Dave Hardwick
Dave Hardwick, a seasoned technical recruiter. Together, they explore the intricacies of recruiting engineering talent, the gaps between what CTOs think…
- Bonus Episode with Greg Conklin: Navigating Hyper-growth and Tech Debt at Groupon and Dropbox
Dive into a conversation with Greg Conklin, exploring his experiences at two hypergrowth companies, Groupon and Dropbox. Greg shares insights on the…
- Culture, Quality, and Tech Debt: Lessons from the Front Lines with Greg Conklin
Are joined by special guest Greg Conklin for a candid and insightful conversation on what it takes to build high-performing engineering teams. Drawing…
- Lessons from the Mountains: Retrospectives and the Secret Sauce of High Performance Teams
The art and impact of retrospectives in engineering teams. Drawing on their experiences in both software and high-stakes environments like mountain…