The CTO Playbook

Ep 115: Impostor syndrome is a strategy you are running

The CTO Playbook

Show Notes

Most leaders treat impostor syndrome as something they need to overcome. But what if the belief that you're not good enough is actually serving a purpose?

Adrian Koehler is a leadership coach at Take New Ground. He has spent 15 years coaching founders and technical leaders.

He joins Adam Horner on The CTO Playbook to explore why leaders hold on to self-doubt, what they gain from it, and what it costs them.

Adrian explains why feeling like a fraud can be good news. It often means you're stepping beyond what you've already proved you can do. But the belief can also offer a sense of safety, giving you reasons to hide, hold back ideas, or wait until you're certain before acting.

Through his approach to "hugging the cactus," Adrian challenges leaders to face uncomfortable truths about themselves and compare how they see themselves with what their teams actually see. He also shares a practical eight-step process for working through impostor syndrome.

In this episode, he explains:

โ–  ๐—ฅ๐—ฒ๐—ณ๐—ฟ๐—ฎ๐—บ๐—ถ๐—ป๐—ด ๐—œ๐—บ๐—ฝ๐—ผ๐˜€๐˜๐—ผ๐—ฟ ๐—ฆ๐˜†๐—ป๐—ฑ๐—ฟ๐—ผ๐—บ๐—ฒ: Why feeling like a fraud can be a sign that you're stepping beyond what you've already proved, rather than evidence that you don't belong.

โ–  ๐—ง๐—ต๐—ฒ ๐—›๐—ถ๐—ฑ๐—ฑ๐—ฒ๐—ป ๐—ฃ๐—ฎ๐˜†๐—ผ๐—ณ๐—ณ๐˜€ ๐—ผ๐—ณ ๐—ฆ๐—ฒ๐—น๐—ณ-๐——๐—ผ๐˜‚๐—ฏ๐˜: How believing you're an impostor can give you permission to hide, hold back ideas, and avoid difficult situations.

โ–  ๐—ง๐—ต๐—ฒ ๐—–๐—ผ๐˜€๐˜ ๐—ผ๐—ณ ๐—Ÿ๐—ถ๐—บ๐—ถ๐˜๐—ถ๐—ป๐—ด ๐—•๐—ฒ๐—น๐—ถ๐—ฒ๐—ณ๐˜€: Why the stories that help you feel safe can limit your confidence, relationships, and impact as a leader.

โ–  ๐—›๐˜‚๐—ด๐—ด๐—ถ๐—ป๐—ด ๐˜๐—ต๐—ฒ ๐—–๐—ฎ๐—ฐ๐˜๐˜‚๐˜€: How facing the things you don't want to see about yourself can turn them from a threat into an early warning sign.

โ–  ๐—ฆ๐—ฒ๐—น๐—ณ-๐—ฃ๐—ฒ๐—ฟ๐—ฐ๐—ฒ๐—ฝ๐˜๐—ถ๐—ผ๐—ป ๐˜ƒ๐˜€. ๐—ฅ๐—ฒ๐—ฎ๐—น๐—ถ๐˜๐˜†: Why asking the people you work with what they actually see can challenge the assumptions you hold about yourself.

โ–  ๐—ฃ๐˜‚๐—ฟ๐—ฝ๐—ผ๐˜€๐—ฒ๐—ณ๐˜‚๐—น ๐—œ๐—บ๐—ฝ๐—ฒ๐—ฟ๐—ณ๐—ฒ๐—ฐ๐˜๐—ถ๐—ผ๐—ป: Why sharing unfinished ideas and fully participating beats holding back until everything feels perfect.

โ–  ๐—ง๐—ต๐—ฒ ๐—˜๐—ถ๐—ด๐—ต๐˜-๐—ฆ๐˜๐—ฒ๐—ฝ ๐—ฃ๐—น๐—ฎ๐˜†๐—ฏ๐—ผ๐—ผ๐—ธ: How owning the belief, listing its payoffs and prices, and checking it against reality can help you decide what to do differently.

Build your own CTO Playbook at www.theCTOplaybook.com, the leadership platform built for the full CTO journey. Coaching, podcast, and community to help you lead with clarity, confidence, and strategic impact.

You'll Learn: [0:00] Introduction [1:34] Adrian's Four Careers and His Heart for Engineers [7:46] Adam's Shadow on a London Bike Ride [9:35] Why People Love a Diagnosis [9:52] Why Impostor Syndrome Can Be Good News [11:16] How Certainty Becomes a Source of Loneliness [16:03] The Hidden Payoffs of Impostor Syndrome [18:53] Identifying the Complaints You Choose to Keep [20:14] Counting the Prices of the Belief [24:14] Asking What Was Missing From You as a Leader [28:51] What "Hugging the Cactus" Really Means [34:14] Being Purposefully Imperfect [35:32] Adrian's Eight Steps for Working Through Impostor Syndrome [40:48] Why It's Hard to Be a Human [43:25] Where to Connect With Adrian

Follow Adrian Koehler: โ–  Email: [email protected] โ–  LinkedIn: https://www.linkedin.com/in/adriankoehler/ โ–  Instagram: https://www.instagram.com/adrian.k/ โ–  Website: https://takenewground.com

The CTO Playbook: โ–  Build your own CTO Playbook at https://www.thectoplaybook.com, the leadership platform built for the full CTO journey, coaching, podcast, and community to help you lead with clarity, confidence, and strategic impact. โ–  Follow Adam: https://www.linkedin.com/in/adamhorner/ โ–  YouTube: https://www.youtube.com/@TheCTOplaybook โ–  Prefer listening? Catch the podcast: https://bit.ly/thectoplaybook

More from The CTO Playbook

Oct 13, 2026

AI has made building software dramatically faster. The problem is that the rest of the engineering system hasnโ€™t caught up. ๏ปฟ๏ปฟ AI agents can now produce code, tests, documentation, migrations, and pull requests at a pace most engineering organisations werenโ€™t designed to handle. But when everything around code review accelerates, review becomes the bottleneck. Pull requests pile up, reviewers spend more time reconstructing intent, and experienced engineers can end up reduced to repeatedly saying yes or sending work back for fixes.

Oct 6, 2026

AI adoption is getting easier for everyone. The harder question is whether you're using it to optimise the game you're already in, or to build a position that changes the game.

Sep 29, 2026

AI isn't just changing how engineers work. It's forcing technology leaders to rethink what makes management valuable.

Sep 22, 2026

Quantum computing may not be breaking your security today, but the decisions you make now could determine how exposed your organization is when it does. Conor Deegan explains why CTOs need to start preparing before Q Day arrives.

Sep 14, 2026

Twenty years at one company should have made my guest predictable, and that is exactly the trap he built a method to escape.

See all episodes โ†’