Podcast

Agent Driven Development

Practical perspectives on AI-native software development for engineering leaders.

  1. You Have a Sub-Five Miler. Your Relay Team Still Loses.

    Episode 72

    You Have a Sub-Five Miler. Your Relay Team Still Loses.

    Apr 25, 2026 · 22:46

  2. For Five Days His Team Was Accidentally Allowed to Be as Good as They Actually Are

    Episode 71

    For Five Days His Team Was Accidentally Allowed to Be as Good as They Actually Are

    Apr 25, 2026 · 11:42

  3. Why Are You Deprioritizing the Most Important Training Your Org Will Ever Get?

    Episode 70

    Why Are You Deprioritizing the Most Important Training Your Org Will Ever Get?

    Apr 18, 2026 · 8:34

  4. Without Writing Out the Standard, Your AI SDLC Will Struggle — Introducing the AI Software Engineer, a Silly Name for a Serious Problem

    Episode 69

    Without Writing Out the Standard, Your AI SDLC Will Struggle — Introducing the AI Software Engineer, a Silly Name for a Serious Problem

    Apr 14, 2026 · 35:21

  5. You Are About to Hire a VP of AI Capability. Do Not.

    Episode 68

    You Are About to Hire a VP of AI Capability. Do Not.

    Apr 9, 2026 · 17:34

  6. If You Are Tracking Activities Without Outcomes, You Have Already Lost

    Episode 67

    If You Are Tracking Activities Without Outcomes, You Have Already Lost

    Apr 8, 2026 · 8:49

  7. If Mythos Is Real, Will the Board Wait 24 Months While You Figure It Out?

    Episode 66

    If Mythos Is Real, Will the Board Wait 24 Months While You Figure It Out?

    Apr 8, 2026 · 6:54

  8. Your Transformation Org Just Got a Fifteen-Year Service Award. Now You Want to Repeat That Pattern with AI?

    Episode 65

    Your Transformation Org Just Got a Fifteen-Year Service Award. Now You Want to Repeat That Pattern with AI?

    Apr 8, 2026 · 15:55

  9. Should You Take That Job or Should You Stay

    Episode 64

    Should You Take That Job or Should You Stay

    Apr 3, 2026 · 21:50

  10. You Do Not Have Time for a Two-Hour Kickoff but You Have Time to Fail for a Year

    Episode 63

    You Do Not Have Time for a Two-Hour Kickoff but You Have Time to Fail for a Year

    Apr 3, 2026 · 6:06

  11. I Drove a Cactus Into a House in Marseille, France

    Episode 62

    I Drove a Cactus Into a House in Marseille, France

    Apr 2, 2026 · 14:13

  12. Introducing Synthetic Users, Customers, and Personas

    Episode 61

    Introducing Synthetic Users, Customers, and Personas

    Mar 27, 2026 · 21:57

  13. Your Leaders Stopped Building. Now Vendors Own Your AI Strategy.

    Episode 60

    Your Leaders Stopped Building. Now Vendors Own Your AI Strategy.

    Mar 25, 2026 · 12:59

  14. The Tool Is a Commodity. The Organizational Adoption Expertise Is Not.

    Episode 59

    The Tool Is a Commodity. The Organizational Adoption Expertise Is Not.

    Mar 25, 2026 · 6:34

  15. Gen 1 Lights-Off Development: I Am Building It and You Can Watch

    Episode 58

    Gen 1 Lights-Off Development: I Am Building It and You Can Watch

    Mar 20, 2026 · 11:45

  16. How to Build an AI-Native Engineering Team (Not an AI-Assisted One)

    Episode 57

    How to Build an AI-Native Engineering Team (Not an AI-Assisted One)

    Mar 19, 2026 · 37:50

  17. We Kissed Specs and PRDs Goodbye. Product Managers Pass POCs Now.

    Episode 56

    We Kissed Specs and PRDs Goodbye. Product Managers Pass POCs Now.

    Mar 18, 2026 · 13:54

  18. Stop Reviewing Code. Start Proving It Works. My Take on AI in the Quality Process of Software.

    Episode 55

    Stop Reviewing Code. Start Proving It Works. My Take on AI in the Quality Process of Software.

    Mar 18, 2026 · 27:29

  19. Dear Coding Agent Builders and Corporate Leaders Funding These Tools: Just Give Me the Best Model

    Episode 54

    Dear Coding Agent Builders and Corporate Leaders Funding These Tools: Just Give Me the Best Model

    Mar 17, 2026 · 5:25

  20. Your Codebase Is Not Agent-Maintainable and That Is Your Next Big Problem

    Episode 53

    Your Codebase Is Not Agent-Maintainable and That Is Your Next Big Problem

    Mar 17, 2026 · 17:14

  21. Customer Absorption: Your New Software Engineering Bottleneck

    Episode 52

    Customer Absorption: Your New Software Engineering Bottleneck

    Mar 17, 2026 · 19:42

  22. Everything You Learned About the Testing Pyramid Was Based on a Constraint That No Longer Exists

    Episode 51

    Everything You Learned About the Testing Pyramid Was Based on a Constraint That No Longer Exists

    Mar 14, 2026 · 14:03

  23. Every Consultant Says They Can Fix Your Legacy App with AI — Here Is the Test

    Episode 50

    Every Consultant Says They Can Fix Your Legacy App with AI — Here Is the Test

    Mar 13, 2026 · 13:53

  24. One Hundred POCs a Day

    Episode 49

    One Hundred POCs a Day

    Mar 11, 2026 · 14:33

  25. Your Engineering Team Ships in 28 Days. Ten of Those Days Are Work. The Other Eighteen Are a Leadership Problem.

    Episode 48

    Your Engineering Team Ships in 28 Days. Ten of Those Days Are Work. The Other Eighteen Are a Leadership Problem.

    Mar 9, 2026 · 23:52

  26. The Customer Product Operating Model

    Episode 47

    The Customer Product Operating Model

    Mar 9, 2026 · 16:25

  27. You Added AI Agents. Why Are You Still Running a Separate Quality Organization Like It Is 2009?

    Episode 46

    You Added AI Agents. Why Are You Still Running a Separate Quality Organization Like It Is 2009?

    Mar 9, 2026 · 11:55

  28. The Fifty Million Dollar Question — Stop Transforming. Start Building.

    Episode 45

    The Fifty Million Dollar Question — Stop Transforming. Start Building.

    Mar 9, 2026 · 20:48

  29. Your Sales CRM Is Now a Tax, Not a Moat

    Episode 44

    Your Sales CRM Is Now a Tax, Not a Moat

    Mar 8, 2026 · 12:39

  30. If Your CFO Is Picking Your AI Tools, You Do Not Have an AI Strategy

    Episode 43

    If Your CFO Is Picking Your AI Tools, You Do Not Have an AI Strategy

    Mar 8, 2026 · 9:10

  31. Dear CISO — Your Job Is Not to Stop AI. Your Job Is to Make It Safe to Ship.

    Episode 42

    Dear CISO — Your Job Is Not to Stop AI. Your Job Is to Make It Safe to Ship.

    Mar 8, 2026 · 5:42

  32. Everything You Learned About Building Software Is Already Wrong

    Episode 41

    Everything You Learned About Building Software Is Already Wrong

    Mar 7, 2026 · 8:18

  33. Will You Make It?

    Episode 40

    Will You Make It?

    Mar 5, 2026 · 12:31

  34. AI Will Not Save Your Monolith. These Three Things Might.

    Episode 39

    AI Will Not Save Your Monolith. These Three Things Might.

    Mar 5, 2026 · 16:02

  35. I Think I Know Where Your High Performers Are

    Episode 38

    I Think I Know Where Your High Performers Are

    Mar 5, 2026 · 6:00

  36. First Principles for AI-Native Engineering Execution (For CxOs)

    Episode 37

    First Principles for AI-Native Engineering Execution (For CxOs)

    Mar 3, 2026 · 6:28

  37. The Board Memo Version: Four Sessions, Four Decisions, One Operating Plan

    Episode 36

    The Board Memo Version: Four Sessions, Four Decisions, One Operating Plan

    Mar 3, 2026 · 5:43

  38. The Executive Operating Model We Run In Private: Four Sessions That Turn AI Anxiety Into Board-Grade Decisions

    Episode 35

    The Executive Operating Model We Run In Private: Four Sessions That Turn AI Anxiety Into Board-Grade Decisions

    Mar 3, 2026 · 7:14

  39. You Added AI. Congratulations — You Now Run a Slop Factory.

    Episode 34

    You Added AI. Congratulations — You Now Run a Slop Factory.

    Feb 28, 2026 · 13:55

  40. Customer Zero: Two Engineers. One Year. More Output Than Ten.

    Episode 33

    Customer Zero: Two Engineers. One Year. More Output Than Ten.

    Feb 28, 2026 · 11:25

  41. The People Conversation

    Episode 32

    The People Conversation

    Feb 13, 2026 · 8:54

  42. The Quiet Gift of 2025: Three Models That Changed Everything

    Episode 31

    The Quiet Gift of 2025: Three Models That Changed Everything

    Dec 22, 2025 · 3:28

  43. The Use Case Is Building Software and the Best Practice Is Today

    Episode 30

    The Use Case Is Building Software and the Best Practice Is Today

    Dec 18, 2025 · 3:13

  44. If Your Engineers Only Get Thirty Minutes to Learn, That Is Not Their Failure. It Is Yours.

    Episode 29

    If Your Engineers Only Get Thirty Minutes to Learn, That Is Not Their Failure. It Is Yours.

    Dec 11, 2025 · 13:10

  45. Congratulations: You Just Reinvented Peter Gibbons from Office Space

    Episode 28

    Congratulations: You Just Reinvented Peter Gibbons from Office Space

    Dec 4, 2025 · 8:31

  46. The 2028 Problem You’re Creating in 2025

    Episode 27

    The 2028 Problem You’re Creating in 2025

    Nov 27, 2025 · 6:06

  47. Stop Asking for “Advanced” AI Training

    Episode 26

    Stop Asking for “Advanced” AI Training

    Nov 26, 2025 · 3:49

  48. If Your Vendor Doesn’t Ask These Three Questions Before the Demo, Politely Ask for a Field CTO Who Will

    Episode 25

    If Your Vendor Doesn’t Ask These Three Questions Before the Demo, Politely Ask for a Field CTO Who Will

    Nov 26, 2025 · 1:59

  49. If You Want to Measure Macro Results, Answer These 3 Questions Before AI Touches Your SDLC

    Episode 24

    If You Want to Measure Macro Results, Answer These 3 Questions Before AI Touches Your SDLC

    Nov 26, 2025 · 4:14

  50. Dear Jim in Detroit — Don’t Punish Your Top AI Dev

    Episode 23

    Dear Jim in Detroit — Don’t Punish Your Top AI Dev

    Nov 24, 2025 · 4:32

  51. What Got You Here Won’t Keep You Here: A Letter to Technology Executives

    Episode 22

    What Got You Here Won’t Keep You Here: A Letter to Technology Executives

    Nov 22, 2025 · 10:02

  52. What Got You Here Won’t Keep You Here: A Letter to VPs of Engineering

    Episode 21

    What Got You Here Won’t Keep You Here: A Letter to VPs of Engineering

    Nov 22, 2025 · 9:48

  53. What Got You Here Won’t Keep You Here: A Letter to Engineering Directors

    Episode 20

    What Got You Here Won’t Keep You Here: A Letter to Engineering Directors

    Nov 22, 2025 · 9:18

  54. What Got You Here Won’t Keep You Here: A Letter to Mid and Late-Career Developers

    Episode 19

    What Got You Here Won’t Keep You Here: A Letter to Mid and Late-Career Developers

    Nov 22, 2025 · 8:27

  55. The Engineers Who Can’t Use AI Agents Don’t Have a Tools Problem

    Episode 18

    The Engineers Who Can’t Use AI Agents Don’t Have a Tools Problem

    Nov 22, 2025 · 12:40

  56. Exploring Developer Happiness in the AI-SDLC

    Episode 17

    Exploring Developer Happiness in the AI-SDLC

    Nov 16, 2025 · 13:33

  57. You Cannot Read Yourself Into AI-SDLC Literacy

    Episode 16

    You Cannot Read Yourself Into AI-SDLC Literacy

    Nov 15, 2025 · 8:42

  58. Your Questions About AI in the SDLC Reveal Exactly Where You Are in the Adoption Curve—And How to Bridge the Gap Before You Waste a Year

    Episode 15

    Your Questions About AI in the SDLC Reveal Exactly Where You Are in the Adoption Curve—And How to Bridge the Gap Before You Waste a Year

    Nov 15, 2025 · 9:48

  59. Gen AI in the SDLC Is Infrastructure Now—And Every One of Your Engineers Picked Their Own

    Episode 14

    Gen AI in the SDLC Is Infrastructure Now—And Every One of Your Engineers Picked Their Own

    Nov 14, 2025 · 19:24

  60. Waste Density vs Value Density: Managing the Emotions of Your Board with Real Economics

    Episode 13

    Waste Density vs Value Density: Managing the Emotions of Your Board with Real Economics

    Nov 9, 2025 · 14:31

  61. Goodnight to Epics, Stories and Features: A Feature A Day is the New Normal

    Episode 12

    Goodnight to Epics, Stories and Features: A Feature A Day is the New Normal

    Nov 5, 2025 · 21:56

  62. Your Best Salesperson Didn’t Pick Salesforce. Your Best Engineer Shouldn’t Pick Their AI.

    Episode 11

    Your Best Salesperson Didn’t Pick Salesforce. Your Best Engineer Shouldn’t Pick Their AI.

    Nov 4, 2025 · 2:10

  63. How to Negotiate Your new AI Leadership Comp

    Episode 10

    How to Negotiate Your new AI Leadership Comp

    Nov 2, 2025 · 3:12

  64. Leading AI in the Constraints

    Episode 9

    Leading AI in the Constraints

    Nov 2, 2025 · 8:00

  65. As CxO, the 2 Things Your HR Needs to Do Different

    Episode 8

    As CxO, the 2 Things Your HR Needs to Do Different

    Nov 2, 2025 · 6:02

  66. Hello New CTO : Your Loan Engine Cost More than Giving Billionaires Free Cars

    Episode 7

    Hello New CTO : Your Loan Engine Cost More than Giving Billionaires Free Cars

    Oct 17, 2025 · 7:39

  67. How to Win Without Disruption: The Senior Director’s Guide to AI That Actually Wins

    Episode 6

    How to Win Without Disruption: The Senior Director’s Guide to AI That Actually Wins

    Oct 16, 2025 · 19:32

  68. The Bottlenecked CEO: You Don’t Need New Metrics to Quantify AI Value. You Need the Courage to Eliminate the Silos That Make Measurement Impossible.

    Episode 5

    The Bottlenecked CEO: You Don’t Need New Metrics to Quantify AI Value. You Need the Courage to Eliminate the Silos That Make Measurement Impossible.

    Oct 15, 2025 · 29:15

  69. He Cannot Hire the Engineer He Needs. Here’s What He’s Doing About It.

    Episode 4

    He Cannot Hire the Engineer He Needs. Here’s What He’s Doing About It.

    Oct 13, 2025 · 15:07

  70. Every Agile Artifact Was Built to Derisk Humans Writing Code

    Episode 3

    Every Agile Artifact Was Built to Derisk Humans Writing Code

    Oct 10, 2025 · 9:08

  71. Your AI Agent is the World’s Most Educated Five-Year-Old

    Episode 2

    Your AI Agent is the World’s Most Educated Five-Year-Old

    Oct 10, 2025 · 2:32

  72. Your AI Investment Is Failing. Here’s Why.

    Episode 1

    Your AI Investment Is Failing. Here’s Why.

    Oct 10, 2025 · 8:49