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Latest episodes
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The Trap of Success: Why Working at a Successful Company Can Hurt Your Career
October 19, 2026 · 31 minIn this episode, Kaila and Kyle discuss the potential career pitfalls of working at a successful company, and how to avoid the “trap of success” when you do. 00:00 Intro 03:53 Kaila’s experience of leaning on Morning Brew’s…
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Busting Myths About Millennials at Work with Morning Brew Daily’s Neal Freyman & Toby Howell
October 12, 2026 · 33 minIn this episode, Kaila and Kyle are joined by Morning Brew Daily hosts Neal Freyman and Toby Howell for a funny and insightful conversation around millennials at work—the stereotypes, the myths, the areas of strength and the areas that…
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The “Enshittification” of Work: Why Your Career Feels Broken
October 5, 2026 · 35 minIn 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…
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What Gen Z Really Thinks About Work, Loyalty, and Ambition
September 28, 2026 · 36 minIn 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…
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5 Daily Habits That Could Transform Your Career by Year-End
September 21, 2026 · 24 minIn 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…
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The Problem with “Executive Presence”
September 14, 2026 · 31 minIn 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…
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6 Habits to Steal From the Most Successful Leaders
September 7, 2026 · 31 minIn 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…
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Am I the A**hole? Clapping Back at Work, Refusing a Referral and More
August 31, 2026 · 27 minIn 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…
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4 Types of Networking You’re Probably Ignoring
August 24, 2026 · 29 minIn this episode, Kaila and Kyle dig into the more subtle (but incredibly important) forms of networking that you might not be thinking about. Whether it’s honing your personal brand or expanding your weak ties, Kaila and Kyle share some…
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BONUS: The Career Advice We Wish We Knew in Our 20s (Live)
August 20, 2026 · 43 minIn this special bonus episode, Kaila and Kyle tape their very first live episode at Verizon HQ in Basking Ridge, New Jersey. Listen to hear Kaila and Kyle share what they learned from their own early career experiences with Verizon’s…
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Why “Good Enough” Is Better for Your Career
August 17, 2026 · 29 minIn this episode, Kaila and Kyle discuss why perfectionism is actually a negative at work (and in life), and how to overcome it. And as a self-proclaimed recovering perfectionist, Kaila offers some excellent tactics and tips. 00:00…
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The Most Overrated Work Perks (And the Ones You're Ignoring)
August 10, 2026 · 28 minIn this episode, Kaila and Kyle dig into and debate the most overrated and underrated work perks, and how to make the most of the ones you’re probably overlooking. Summer Fridays? Education credits? Unlimited PTO? You might be surprised by…

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