Mailander Podcast

Mailander Podcast

The Mailander Podcast is a film room for high-stakes decisions.

In each episode, strategist and author Chris Mailander sits down with leaders who have been tested under real pressure to replay 2–3 pivotal choices that changed the trajectory of a company, career, or market.

The show is built around decision intelligence—the discipline of designing the processes, frameworks, and systems that make consequential choices better over time. Guests are typically CEOs of private mid-market companies (roughly $50M–$5B+ in revenue) or founders of AI and technology platforms (roughly $5M–$50M ARR) who have already navigated major inflection points: exits, strategic investments, AI transformations, turnarounds, or elite program builds.

Instead of surface-level origin stories, conversations slow the game down. Chris and his guests break down what they saw, what they missed, the trade-offs they wrestled with, and how those decisions shaped enterprise value, culture, and competitive advantage.

If you’re a performance-driven leader—CEO, investor, operator, or emerging founder—and you treat judgment as a craft, this is your room. Episodes are produced in long-form video and audio and released across Apple Podcasts, Spotify, Audible, YouTube, and major social channels, with selected clips cut for precision delivery to the audiences that matter most.

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Avsnitt(27)

Jan Jensen: Iowa WBB; Caitlin Clark; Building an Elite Program; The New College Athlete

Jan Jensen: Iowa WBB; Caitlin Clark; Building an Elite Program; The New College Athlete

Jan Jensen is the new head coach for women’s basketball at the University of Iowa. Jensen takes over an elite program that developed generational phenom, Caitlin Clark (WNBA Rookie of the Year with th...

26 Nov 20241h 45min

Eliot Puplett | Fintech Founder on Entrepreneur’s Journey | Mailander Podcast

Eliot Puplett | Fintech Founder on Entrepreneur’s Journey | Mailander Podcast

Tech entrepreneur Eliot Puplett shares his vision for democratizing global finance through blockchain technology. As founder of Medici, he's building a decentralized financial system that could do for...

19 Nov 20242h 36min

Intention & Patience: Carefully Curate Your Decision Architecture

Intention & Patience: Carefully Curate Your Decision Architecture

Are you giving your greatest decisions the time they deserve? Short-term decisions are easy—they fit into neat timelines with clear metrics. But when it comes to the decisions that will most significa...

9 Sep 20248min

Beat Grandma (The ’Tells’)

Beat Grandma (The ’Tells’)

What do card games with Grandma and corporate strategy have in common? They're both high-stakes games of deception and decoding how the other player thinks. Beneath the surface lies a battle of wits, ...

21 Maj 20242min

Epic Shifts: Lessons from Admiral Rickover on Leading Transformation

Epic Shifts: Lessons from Admiral Rickover on Leading Transformation

This is a story about an admiral unlike any other. Admiral Rickover was no ordinary leader. He was the architect of the US Nuclear Navy. How did he pull off the feat of creating asymmetric power for t...

3 Apr 20246min

The Intangibles: Underdogs Embrace the Unconventional

The Intangibles: Underdogs Embrace the Unconventional

Underdogs. We revel in them. We identify with them. Their stories become ours. They are the clever ones who find innovative ways to achieve victory over the bigger and stronger. The methods of the und...

20 Feb 20244min

Volatility Is Your Gift

Volatility Is Your Gift

Volatility. It is often feared by leaders and decision-makers. In reality, it is a powerful gift. As we gear up for 2024, learn the art of perceiving and embracing change -- a skill essential for le...

25 Jan 20247min

Ideas vs. Power: The Lesson that Changed JFK

Ideas vs. Power: The Lesson that Changed JFK

Imagine yourself in the Oval Office. Eighteen months before, you suffered a debacle that will come to mark the low point of your presidency. Your poor decision-making then changed the game, and not in...

12 Dec 202314min

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