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Your most powerful decision engine isn’t your data, your dashboards, or your AI, it’s your gut.

There is a topic that most technical leaders quietly wrestle with: gut instinct. Not as mysticism. Not as guesswork. But as a real decision-making tool for modern CTO leadership.

This episode is all about why your instincts are often your experience compressed into a feeling, when you should trust that signal, and when you absolutely shouldn’t. You’ll hear real coaching stories from seasoned CTOs navigating technical leadership, roadmap trade-offs, scaling engineering teams, and high-stakes calls where the data wasn’t enough.

We’ll talk about how engineering leadership changes when you treat instinct like a cached function, fast, powerful, but sometimes stale, and how to validate it without killing its speed. This episode is for startup and enterprise technology leaders who want sharper judgment, fewer regret-filled postmortems, and more confidence saying, “Something about this feels off, and here’s why.”

If you’ve ever ignored your gut and paid for it later, or trusted it blindly and been burned, this conversation will give you a practical way forward. It’s about building better instincts, not just better systems.

You’ll Learn:

[00:00] Introduction

[01:02] Why seasoned CTOs sense problems before they can explain them

[03:18] How ignoring gut signals leads to overcommitment and roadmap failure

[05:07] What gut instinct really is — experience compressed into a signal

[07:26] When instinct fails in new or emotionally charged situations

[09:41] How to spot where your instincts are strong, weak, or distorted

[12:12] Treating instinct like a cached function — fast but fallible

[16:34] Using gut instinct as a warning without turning it into dogma

[20:18] How data can validate instinct without slowing decisions

[24:47] A playbook for sharpening instinct under pressure

Find more from Adam on LinkedIn and YouTube, and check out Adam's CTO coaching company here.

Daf Yomi Berachos Daf 29 by R’ Eli Stefansky