318: How the World’s #1 Executive Coach Builds Elite Leaders episode artwork

EPISODE · Apr 2, 2026 · 36 MIN

318: How the World’s #1 Executive Coach Builds Elite Leaders

from SPEAK LIKE A CEO · host Oliver Aust

Boards are now asking one question about every CEO candidate: are they coachable? Scott Osman and Jacquelyn Lane, leaders of 100 Coaches, pull back the curtain on how elite coaching actually works: what makes someone coachable, what questions to ask, why coaching (almost) always justifies the price tag, and how long it takes to see results. In this episode, they share why the best leaders are coachable and how you can build that skill yourself – plus, the one question every leader should ask themselves if they want to make a bigger impact. Topics discussed: Introduction (00:00) Who actually needs a coach? (00:47) Why coachability has become a CEO-level skill (01:51) The origin story of 100 Coaches (04:54) How to find the right coach for you (07:18) The most common areas people need coaching (10:56) How long does coaching take to work? (11:59) How coaches use feedback to reveal your blind spots (13:30) Should you suggest coaching to your boss? (18:39) The leadership habits that silently undermine you (20:11) Should a leader also be a coach? (22:18) The openness framework: how to become more coachable (24:36) Will AI replace executive coaches? (30:51) Scott and Jacquelyn’s best communication advice (33:47) Learn more about 100 Coaches: http://100coaches.com/ Grab Scott Osman and Jacquelyn Lane’s book: https://becomingcoachable.com/ Subscribe to Scott’s newsletter on LinkedIn: https://www.linkedin.com/newsletters/best-insights-from-100-coaches-6613518216260050944/ Get the Presentation Planner Oliver uses with elite communicators: https://eo-ipso-comms.kit.com/presentation-planner Want to work with Oliver and become a top 1% communicator? Join the Speak Like a CEO Academy and sign up for the FREE webinar! https://www.speaklikeaceo.academy/ This episode was produced by Podcast Boutique https://www.podcastboutique.com

Boards are now asking one question about every CEO candidate: are they coachable? Scott Osman and Jacquelyn Lane, leaders of 100 Coaches, pull back the curtain on how elite coaching actually works: what makes someone coachable, what questions to ask, why coaching (almost) always justifies the price tag, and how long it takes to see results. In this episode, they share why the best leaders are coachable and how you can build that skill yourself – plus, the one question every leader should ask themselves if they want to make a bigger impact. Topics discussed: Introduction (00:00) Who actually needs a coach? (00:47) Why coachability has become a CEO-level skill (01:51) The origin story of 100 Coaches (04:54) How to find the right coach for you (07:18) The most common areas people need coaching (10:56) How long does coaching take to work? (11:59) How coaches use feedback to reveal your blind spots (13:30) Should you suggest coaching to your boss? (18:39) The leadership habits that silently undermine you (20:11) Should a leader also be a coach? (22:18) The openness framework: how to become more coachable (24:36) Will AI replace executive coaches? (30:51) Scott and Jacquelyn’s best communication advice (33:47) Learn more about 100 Coaches: http://100coaches.com/ Grab Scott Osman and Jacquelyn Lane’s book: https://becomingcoachable.com/ Subscribe to Scott’s newsletter on LinkedIn: https://www.linkedin.com/newsletters/best-insights-from-100-coaches-6613518216260050944/ Get the Presentation Planner Oliver uses with elite communicators: https://eo-ipso-comms.kit.com/presentation-planner Want to work with Oliver and become a top 1% communicator? Join the Speak Like a CEO Academy and sign up for the FREE webinar! https://www.speaklikeaceo.academy/ This episode was produced by Podcast Boutique https://www.podcastboutique.com

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This episode was published on April 2, 2026.

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Boards are now asking one question about every CEO candidate: are they coachable? Scott Osman and Jacquelyn Lane, leaders of 100 Coaches, pull back the curtain on how elite coaching actually works: what makes someone coachable, what questions to...

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