ATG 231: Turning Complicated into Collaborative with Ryan Leak

10 snips

May 26, 2025

In a lively chat, Ryan Leak, a New York Times bestselling author and executive coach, shares his expertise on managing complicated relationships in high-performance environments. He reveals why talented individuals are labeled as difficult and offers tips on setting healthy boundaries. Ryan discusses his Mount Rushmore of influential books and provides fascinating insights into navigating dynamics in sports, including his bold NBA playoff predictions. This conversation is packed with practical advice and wisdom for anyone looking to thrive amidst complexity.

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ANECDOTE

Celtics Coach Changes Mind

A Celtics coach initially disliked a challenging player but grew to love him over time.
The coach realized judging someone by an old scouting report was unfair and gave the player space to grow.

INSIGHT

The 'Crazy' in High Performers

High performers often feel misunderstood and a bit crazy.
This 'healthy loneliness' signals ambition and willingness to push boundaries.

ADVICE

Set Boundaries by Saying No

Respectfully say no to protect your time and boundaries.
Prioritize family and important goals over frequent social meetings or coffee invites.

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