Recent Episodes
Oct. 5, 2026
The “Enshittification” of Work: Why Your Career Feels Broken
In this episode, Kaila and Kyle dive into Kaila’s theory that we’re seeing the “enshittification” of work, and how it is impacting the job market, college, and the career ladder. Listen to hear them explain the theory, and discuss what you as either a job-holder or job-seeker can do about it. 00:00 Intro 01:24 Where the inspiration for this topic came from 05:13 What we mean by “enshittification” 11:13 The promise we were sold of college 15:49 The “planned obsolescence” of the career ladder
Sept. 28, 2026
What Gen Z Really Thinks About Work, Loyalty, and Ambition
In this episode, Kaila and Kyle are joined by Morning Brew creators Annie Bennett and Meg Baniewicz to talk about Gen Z and work—the stereotypes, myths, truths, and how they REALLY feel about all of it. 00:00 Intro 01:44 How Annie and Meg come up with work-based sketch ideas 04:40 The work life themes resonating with people right now (beyond AI) 09:16 The technological shift that defines Gen Z 12:18 Has the role of the office changed for Gen Z? 15:34 Is Gen Z trying to “act their wage”? 2
Sept. 21, 2026
“75 Hard” for Your Career: The 5-Step Plan to Finish the Year Strong
In this episode, Kaila and Kyle break down a 5-step plan on how to make the most of the last 100 days of the year, and how to not only achieve your goals, but also improve upon them. 00:00 Intro 01:33 The inspiration for this episode 04:26 Why we made the Last 100 Days of the Year plan 06:26 Step 1 09:51 Step 2 11:23 Step 3 13:07 Step 4 16:32 Step 5 18:23 Preparing to start the Last 100 Days of the Year plan This episode was sponsored by Croissant. Croissant handles the sourcing, booki
Sept. 14, 2026
The Problem with “Executive Presence”
In this episode, Kaila and Kyle discuss the idea of “executive presence”—what it is and is NOT, why it can be harmful, and how to either adopt or navigate around it in order to move forward in your career. 00:00 Intro 02:05 The problem with the idea of “executive presence” 07:27 The chicken or egg problem 10:31 Game: Executive Presence or Executive Privilege? 16:59 Listener email about executive presence 20:09 Amanda Goetz’s KUBA framework 22:53 How to handle it if someone tells you that
Sept. 7, 2026
6 Habits to Steal From the Most Successful Leaders
In this episode, Kaila and Kyle talk about the habits they’ve observed in the most effective and successful leaders they know, and how to incorporate them into your own work life. (And let’s just say a few of them are a bit controversial.) 00:00 Intro 02:31 Habit #1 08:50 Habit #2 12:38 Habit #3 17:59 Habit #4 21:18 Habit #5 24:32 Habit #6 This episode was sponsored by Croissant. If managing workspace for a distributed team has somehow become your job, go to getcroissant.com/PMLE. Croiss
Aug. 31, 2026
Am I the A**hole? Clapping Back at Work, Refusing a Referral and More
In this episode, Kaila and Kyle bring you another round of a fan favorite: Am I The A******? Listen to hear Kaila and Kyle react to some of the wildest, work-related AITA posts on Reddit, and weigh in with their professional advice. 00:00 Intro 00:25 Scenario 1 | Clapping back at a coworker 06:41 Scenario 2 | Office desk assignment 12:44 Scenario 3 | Job referral 18:27 Scenario 4 | Covering my friend’s maternity leave Want to get all of Kaila & Kyle’s career resources? Subscribe to Per My