Oct. 27, 2025

5 Life Experiences That Unexpectedly Make You Better at Your Job

5 Life Experiences That Unexpectedly Make You Better at Your Job

In this episode, Kaila and Kyle discuss the pivotal life experiences that helped them in their careers in unexpected ways. Listen to hear Kaila and Kyle’s personal stories of rock-bottom moments and personal epiphanies that have ultimately made them better at their jobs.

00:00 Intro

03:13 Kyle’s biggest experience with failure

08:06 Kaila’s biggest experience with failure

11:54 The non-work things that have contributed to Kaila’s and Kyle’s careers

16:35 What Kyle learned from making his first podcast

19:28 An early epiphany in Kaila’s career

21:55 The international experience that changed Kaila’s perspective

27:40 What Kyle’s learned about cold-emailing people he admires

This episode was sponsored by Udemy. Try a free 14-day trial at Udemy now at udemy.com/personal-plan and use code PMLE14.

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Each week on Per My Last Email, Morning Brew’s resident career experts Kaila and Kyle – whose careers have collectively spanned the corporate, government, nonprofit and startup sectors – debate the trickiest challenges in work life, and share tactics on how to overcome them. Share the show with a friend, and leave us a review on your favorite podcast app!

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