Ten Thousand Miles

← Ten Thousand Miles11 aug · 1 u 13 min

AI Didn't Replace Us, It Multiplied Us! | Jason Tanaka

AI Didn't Replace Us, It Multiplied Us! | Jason Tanaka11 aug1 u 13 min

Technology leadership requires more than just code. Learn how to balance serious decision-making with genuine joy.

Sit down with Jason Tanaka, a fellow technologist and leader, as we break down the realities of managing technical teams. This conversation moves beyond standard management theory to focus on the human side of engineering management, exploring how we maintain authenticity while navigating high-stakes projects.

We discuss the specific challenges of career growth in the current landscape. By examining our own experiences—from serious strategy sessions to lighter, joyful exchanges—we highlight how technical mentorship and building strong workplace dynamics can define your trajectory. You will walk away with a clearer understanding of how to lead with both competence and character.

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CHAPTERS

00:00 - Meet Jason Tanaka and the AI-First Conversation

04:04 - The "Cocoon": Reinventing Software Development With AI

13:54 - What Does It Really Mean to Be AI-First?

21:39 - AI Governance, Risk and the Fear of the Unknown

26:36 - Will AI Replace Employees or Make Them More Powerful?

31:20 - Shadow AI and the New Role of IT

48:34 - Experimentation, Failure and Psychological Safety