A Conversation with Chris Kolenda episode artwork

EPISODE · Jun 15, 2023 · 31 MIN

A Conversation with Chris Kolenda

from Alan Weiss's The Uncomfortable Truth® · host Alan Weiss

Chris gave up his commission as a full Colonel in Afghanistan to assist three, four-star generals and two Secretaries of State to try to negotiate with the Taliban. He was the only combat officer ever asked to do so. The lessons he learned he’s applied to both business and charity. Chris specializes in helping leaders, entrepreneurs, and our “wounded warriors.” We talk about the readily-transferable leadership traits that lead to success in private business, including the great discipline and self-accountability that we encounter in most officers. But then there is the difficulty in moving from a world where feedback from below is rarely solicited—and Chris demonstrates how that can best be accomplished—to one where it’s essential to listen to subordinates and customers. He explains his battlefield webinars where executives learn “on the ground” why battles were won or lost, and then examine what those principles mean in their own businesses and lives. You’ll hear about Chris’s remarkable work with wounded warriors and his Saber Six charity, including a 1,700-mile bike ride to visit the gravesites of six men from his unit who died in battle. We also chat about whether the military and private business have grown too “top heavy” with general officers and business executives, and what that means for effectiveness and efficiency. You’ll be hearing this not too far removed from Memorial Day in the U.S., so the conversation provides an excellent opportunity to reflect on others’ service and our own.

Chris gave up his commission as a full Colonel in Afghanistan to assist three, four-star generals and two Secretaries of State to try to negotiate with the Taliban. He was the only combat officer ever asked to do so. The lessons he learned he’s applied to both business and charity. Chris specializes in helping leaders, entrepreneurs, and our “wounded warriors.” We talk about the readily-transferable leadership traits that lead to success in private business, including the great discipline and self-accountability that we encounter in most officers. But then there is the difficulty in moving from a world where feedback from below is rarely solicited—and Chris demonstrates how that can best be accomplished—to one where it’s essential to listen to subordinates and customers. He explains his battlefield webinars where executives learn “on the ground” why battles were won or lost, and then examine what those principles mean in their own businesses and lives. You’ll hear about Chris’s remarkable work with wounded warriors and his Saber Six charity, including a 1,700-mile bike ride to visit the gravesites of six men from his unit who died in battle. We also chat about whether the military and private business have grown too “top heavy” with general officers and business executives, and what that means for effectiveness and efficiency. You’ll be hearing this not too far removed from Memorial Day in the U.S., so the conversation provides an excellent opportunity to reflect on others’ service and our own.

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A Conversation with Chris Kolenda

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This episode was published on June 15, 2023.

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Chris gave up his commission as a full Colonel in Afghanistan to assist three, four-star generals and two Secretaries of State to try to negotiate with the Taliban. He was the only combat officer ever asked to do so. The lessons he learned he’s...

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