Move Fast. Break Shit. Burn Out.  cover image

Move Fast. Break Shit. Burn Out.

Bryon Kroger, Founder and CEO of Rise8: Rebel or Revolutionary?

Apr 10, 2025
43:03

In this compelling episode, Bryon Kroger, founder and CEO of Rise8 and the former COO of the U.S. Air Force's groundbreaking Kessel Run program, reflects on his journey from intelligence officer to software innovator and leader of transformative change. Bryon shares candid lessons learned from catalyzing digital transformation within one of the largest bureaucracies in the world and offers a nuanced perspective on the interplay between rebellion and revolution in creating lasting impact.


A central theme of the conversation is the distinction Bryon draws between rebels and revolutionaries. While rebels may succeed in challenging the status quo, revolutionaries think long-term, building alliances and maintaining patience to achieve sustainable change. Bryon shares his own experiences navigating this balance, reflecting on moments where his rebellious instincts needed to give way to the humility and strategy of a true revolutionary. His insights provide a framework for leaders aiming to drive progress without alienating stakeholders.


Drawing on Simon Wardley's Pioneer, Settler, Planner model, Bryon illustrates how Catalysts serve as vital bridges between visionary pioneers and methodical planners to drive organizational change. He unpacks the delicate balance of maintaining strategic patience while acting with tactical urgency, emphasizing the importance of vision, humility, and active listening to inspire others to embrace change.


As an executive, Bryon underscores the critical need to "create other Catalysts," explaining how scaling leadership through cultural transformation and skill development fosters sustainable growth. Reflecting on his transition from government to private sector leadership, Bryon shares his evolving approach to navigating resistance and offers powerful advice for knowing when to persevere or walk away from a battle to win the broader war.


Original music by ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Lynz Floren⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠.

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