Business Bourbon & Cigars Podcast

Ex-UK Special Forces: The Playbook He Used to Rebuild Four Times | Dean Stott (Part 2 of 2)

A man who’d cycled twenty miles total rode fourteen thousand across two continents, faster than anyone alive. In part two, Dean Stott hands you the playbook he used to rebuild four times.

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Listen On:

Or wherever you listen to podcasts.

Full Description:


A man who’d cycled twenty miles, total, decided to ride fourteen thousand across two continents, faster than anyone in history. He made it in 99 days, on skills you already have.

In part two, Dean Stott hands you the playbook he used to rebuild four times. You’ll learn why the traits that win in special forces, sport, and business are already in you, how to let the room speak before you do, why he refused a plan B on finishing but stayed flexible on the how, and the 70 percent rule for picking your next target. Part two of two. Pour a bourbon and settle in!


What’s inside, in the order it unfolds:

The traits that carried over: humility, the pursuit of excellence, self-belief
How belief actually gets built: proof, not pep talk
You’re the figurehead, not the smartest person in the room: build the team around what you’re not
Decisions when everything’s on fire: the hot debrief, reversing the plan, and the moving target
When the team breaks: managing egos on a mission
Finding your next target with 70 percent of the information
The fourth mountain: starting over in finance at 48


Topics discussed:

Introduction (00:00)
The traits that transfer: humility, excellence, self-belief (02:51)
Belief built on proof: Benghazi and the Canadian embassy call (06:14)
Why the traits are mirrored across sport, business, and the field (12:15)
Dead or divorced: the conversation that started the ride (15:17)
Finding a mission: the Pan-American ride and mental health (20:13)
Not the smartest person in the room: build the team around what you’re not (24:24)
The room speaks before the commander (26:29)
Making decisions when everything’s on fire: the hot debrief (29:58)
Reverse the plan: start where the pain is (31:18)
Hit the target, move the target: 14 days ahead to one day behind (33:30)
Scaling past yourself: teaching the team to make the call (38:05)
When the team breaks: contracts, fresh eyes, and egos (39:05)
Finding your next target: 70 percent of the information, then your gut (44:22)
No plan B on whether, flexibility on how (47:43)
The fourth mountain: into finance at 48 (53:05)

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