Episodes

Nov. 11, 2024

What To Do When Your Personal Life Is Overwhelming Your Professional …

In this episode, Kaila and Kyle talk about how to handle major, distracting life events at work. From wedding planning, to having a baby, to serious illness or injury—major life events happen to all of us. So what’s the best ...

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Nov. 4, 2024

Am I The A**hole? Real-Life Workplace Edition

This week we’re bringing you another AITA-style episode (since we had so much fun doing it the first time). Listen to hear Kaila and Kyle read and weigh in on your “am I the a**hole?” submissions around your work-specific sce...

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Oct. 28, 2024

“Founder Mode” Is Just A Rebrand of Micromanagement

In this episode, Kaila and Kyle dig into the real meaning of “Founder Mode” (made famous by Brian Chesky and Paul Graham), and whether or not it’s a good thing. Is it just a rebrand of micromanagement? Then, Kaila and Kyle de...

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Oct. 21, 2024

The Pros And Cons Of Going Sober In Your Career

In this episode, Kaila and Kyle dive into the implications of going sober in your career with special guest Andrew Yeung, founder and CEO of Fibe. Can you still network and attend work happy hours when you’ve quit alcohol? Wh...

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Oct. 15, 2024

Does Gen Z Get A Bad Rap At Work? With Macy Gilliam

In this episode, Kaila and Kyle are joined by special guest (and Morning Brew social media star) Macy Gilliam to discuss whether Gen Z gets an unfair reputation at work, and address questions like: Does Gen Z overshare? Do th...

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Oct. 7, 2024

Are Personality Tests Actually Useful Or Just “Corporate Astrology?”

In this episode, Kaila and Kyle dig into occupational personality tests—from the Myers-Briggs Type Indicator, to the science-backed Big Five—and debate their legitimacy, when they might be useful in the workplace, and whether...

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Sept. 30, 2024

How Hard Should You Try At Work?

In this episode, Kaila and Kyle tackle the age-old question of: how hard do you have to work to get ahead? Do you ACTUALLY have to put in overtime, or can you have a healthy “work-life balance”? 00:00 Intro 02:54 Stats on wor...

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Sept. 16, 2024

The Unwritten Rules of Work Communication

In this episode, Kaila and Kyle dive into the unspoken rules around Slack, Teams, and email. What is proper etiquette when it comes to professional communication these days? When is email actually necessary in a Slack-driven ...

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Sept. 9, 2024

What Good Mentorship Can Do For Your Career

In this episode, Kaila and Kyle discuss the different styles of mentorship, how to find and secure a career mentor, and why mentorship benefits the mentor as well as the mentee. 00:00 Open 00:19 Intro 03:44 Can a boss be a me...

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Sept. 3, 2024

Imposter Syndrome Isn’t What You Think It Is

In this episode, Kaila and Kyle discuss the realities and misconceptions around imposter syndrome, why Kyle has never experienced it, and Kaila’s take on when imposter syndrome becomes a humble brag. 00:00 Open 00:22 Intro 01...

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Aug. 26, 2024

How To Crush It In A New Role

In this episode, Kaila and Kyle discuss the actual importance of your first 90 days at a new job, what most people get wrong in the first 90 days, and the best tactics for approaching your early days at a new job. 00:00 Open ...

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Aug. 19, 2024

Do You Really Need A Career Plan?

In this episode, Kaila and Kyle discuss whether or not you need to map your career, and what “career mapping” or career planning actually looks like when done effectively. 00:00 Open 00:25 Intro 05:05 How Kaila did a form of ...

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Aug. 12, 2024

How To Nail Your Next Interview

In this episode, Kaila and Kyle dive deep into the ways that the interview process is fundamentally flawed, and share tactics for how to succeed as both an interviewee as well as interviewer. 00:00 Open 00:35 Intro 03:30 Inte...

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Aug. 5, 2024

What We Get Wrong About Burnout

In this episode, Kaila and Kyle discuss the real meaning of burnout, when and why it happens, and what to do about it if you find yourself stuck in a cycle of burnout. 00:00 Open 00:24 Intro 06:00 What “burnout” really means ...

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July 29, 2024

When To Break Up With Your Boss

In this episode, Kaila and Kyle discuss the best way to handle different versions of bad managers, and how to evaluate whether you need to manage up, or if it’s you who should be doing something different. 00:00 Open 00:29 In...

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July 22, 2024

We Reacted To Your “Am I The A**hole?” Questions

In this AITA-style episode, Kaila and Kyle read and weigh in on listener submissions asking “am I the a**hole?” in specific workplace situations. 00:00 Open 00:15 Intro 02:22 Scenario 1 06:14 Scenario 2 11:54 Scenario 3 16:58...

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July 15, 2024

Does Professionalism Matter?

In this episode, Kaila and Kyle dig into the history of work attire, and what clothing is considered “professional” or “appropriate” for work in 2024. 00:00 Open 00:26 Intro 02:38 How Kaila’s dressing for work mentality has c...

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July 8, 2024

The Truth About Being A Career Generalist

In this episode, Kaila and Kyle break down what it is to be a “generalist” (aka a jack of all trades) or a “specialist” in your career, the pros and cons of each, and whether one is truly more advantageous than the other. 00:...

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July 1, 2024

Is It Worth It To Get An MBA?

In this episode, Kaila and Kyle discuss the merits of getting an MBA, and whether or not it’s even worth it anymore in today’s job market. 00:00 Open 00:19 Intro 03:56 History of MBA programs 05:00 MBA program stats 09:19 Why...

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June 24, 2024

Is Unlimited PTO A Scam?

In this episode Kaila and Kyle are joined by Morning Brew’s SVP Head of People Operations, Kate Noel, to discuss the matter of taking vacation at work—how much paid time off is too much? Is there a minimum amount of PTO you s...

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June 17, 2024

Why You Should Pay Attention To Introverts At Work

In this episode, Kaila and Kyle discuss what it means to be an introvert vs an extrovert at work, and how to succeed as an introvert in an extrovert’s world. 00:00 Open 00:37 Intro 02:33 What it really means to be an introver...

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June 10, 2024

The Truth About Becoming A Manager

In this episode, Kaila and Kyle discuss the pros and cons of becoming a manager, and why even those who are worried about taking this next step in their career should consider it seriously. 00:00 Open 00:28 Intro 03:39 Why it...

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June 3, 2024

How To Network And Not Be Cringe

In this episode, Kaila and Kyle debate the merits of networking, and the do’s and don'ts when it comes to expanding your professional network. 00:00 Open 00:23 Intro 02:25 Networking stats 08:12 When networking is the most vi...

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