#767: Jerry Colonna — Tim and Uncle Jerry Tackle Life, Big Questions, Business, Parenting, and Disco Duck

Here is my brand-new conversation with Jerry
Colonna, CEO and co-founder of Reboot.io, an
executive coaching and leadership development firm dedicated to
the notion that better humans make better leaders. He is the
author of Reboot: Leadership and the Art of Growing
Up and Reunion: Leadership and the Longing to Belong.
Enjoy!


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*


[00:00] Start 


[08:40] “How have I been complicit in creating the conditions I
say I don’t want?” and its misinterpretations.


[21:55] Recharging off the grid on sabbatical.


[24:41] Is a tired dog a happy dog?


[29:21] What are you hearing that’s not being said?


[33:14] Closing transgenerational, transpersonal, and
intergenerational wounds.


[44:05] Focusing on the future when the past keeps pulling us
back.


[52:18] Changes in challenges Reboot’s clients have faced over
the past decade.


[55:34] Guilt vs. remorse and how to move from one to the other.


[1:01:40] Interpretations of legacy.


[1:13:17] Jerry’s parenting experience and advice.


[1:19:02] My thoughts on having children and grandchildren.


[1:24:54] “This Be the Verse” by Philip Larkin.


[1:26:08] Book recommendations and their impact on Jerry and his
children.


[1:28:46] Novel truths.


[1:32:40] The importance of laughter and human connection in
difficult times.


[1:35:45] Parting thoughts.


*


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Past guests on The Tim Ferriss
Show include Jerry Seinfeld, Hugh
Jackman, Dr. Jane Goodall, LeBron James, Kevin
Hart, Doris Kearns Goodwin, Jamie Foxx, Matthew
McConaughey, Esther Perel, Elizabeth
Gilbert, Terry Crews, Sia, Yuval Noah
Harari, Malcolm Gladwell, Madeleine
Albright, Cheryl Strayed, Jim Collins, Mary
Karr, Maria Popova, Sam Harris, Michael
Phelps, Bob Iger, Edward Norton, Arnold
Schwarzenegger, Neil Strauss, Ken Burns, Maria
Sharapova, Marc Andreessen, Neil Gaiman, Neil de
Grasse Tyson, Jocko Willink, Daniel Ek, Kelly
Slater, Dr. Peter Attia, Seth Godin, Howard
Marks, Dr. Brené Brown, Eric Schmidt, Michael
Lewis, Joe Gebbia, Michael Pollan, Dr. Jordan
Peterson, Vince Vaughn, Brian Koppelman, Ramit
Sethi, Dax Shepard, Tony Robbins, Jim
Dethmer, Dan Harris, Ray Dalio, Naval
Ravikant, Vitalik Buterin, Elizabeth
Lesser, Amanda Palmer, Katie Haun, Sir Richard
Branson, Chuck Palahniuk, Arianna Huffington, Reid
Hoffman, Bill Burr, Whitney Cummings, Rick
Rubin, Dr. Vivek Murthy, Darren
Aronofsky, Margaret Atwood, Mark Zuckerberg, Peter
Thiel, Dr. Gabor Maté, Anne Lamott, Sarah
Silverman, Dr. Andrew Huberman, and many more.


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