#767: 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 SeinfeldHugh JackmanDr. Jane GoodallLeBron JamesKevin HartDoris Kearns GoodwinJamie FoxxMatthew McConaugheyEsther PerelElizabeth GilbertTerry CrewsSiaYuval Noah HarariMalcolm GladwellMadeleine AlbrightCheryl StrayedJim CollinsMary Karr, Maria PopovaSam HarrisMichael PhelpsBob IgerEdward NortonArnold SchwarzeneggerNeil StraussKen BurnsMaria SharapovaMarc AndreessenNeil GaimanNeil de Grasse TysonJocko WillinkDaniel EkKelly SlaterDr. Peter AttiaSeth GodinHoward MarksDr. Brené BrownEric SchmidtMichael LewisJoe GebbiaMichael PollanDr. Jordan PetersonVince VaughnBrian KoppelmanRamit SethiDax ShepardTony RobbinsJim DethmerDan HarrisRay DalioNaval RavikantVitalik ButerinElizabeth LesserAmanda PalmerKatie HaunSir Richard BransonChuck PalahniukArianna HuffingtonReid HoffmanBill BurrWhitney CummingsRick RubinDr. Vivek MurthyDarren AronofskyMargaret AtwoodMark ZuckerbergPeter ThielDr. Gabor MatéAnne LamottSarah SilvermanDr. Andrew Huberman, and many more.

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