Episodes

June 9, 2025

On Steve Madden’s Viral Interview and Politics in the Workplace

In this episode, Kaila and Kyle discuss the viral Steve Madden interview and debate whether CEOs and corporations should be expressing their political views, as well as how to navigate politics in the workplace. 00:00 Intro 0...

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June 2, 2025

Is People Pleasing Holding Your Career Back?

In this episode, Kaila and Kyle dive into the problems with being a “people pleaser”, and how to balance being agreeable enough while also being effective and impactful at work. Plus, Kaila introduces The Workplace People Ple...

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May 26, 2025

Everything You Know About Work Stress is Wrong

In this episode, Kaila and Kyle discuss work stress and whether we’ve been thinking about it in the wrong way. There’s clearly such a thing as too much stress, but what about too little? And is there an ideal amount of stress...

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May 19, 2025

Busting Myths About the Most Common Career Cliches

In this episode, Kaila and Kyle discuss common career tropes and debate whether or not the sayings hold up. Is HR really not your friend? Are your connections more important than your skills? Listen and find out. 00:00 Intro ...

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May 12, 2025

How to Be Happier at Work, with Dr. Laurie Santos

In this episode, Kaila and Kyle are joined by Yale professor and host of The Happiness Lab podcast, Dr. Laurie Santos, to talk about the small ways you can find more meaning in your job, and the adjustments that help increase...

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May 5, 2025

Why Is AI So Annoying?

In this episode, Kaila and Kyle discuss the problems with the current conversation around AI, and debate the issues with and the benefits of the technology for the workforce, society, and individuals. 00:00 Intro 00:57 The pr...

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April 28, 2025

We Made You a Report Card for Your Job – Here’s Why

In this episode, Kaila and Kyle talk about the value of giving your job its own performance review, the most effective way to do it, and the lowest rated jobs from their own career experiences. Get your copy of the Rate Your ...

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April 21, 2025

When A Side Hustle Is (and Isn’t) Worth It

In this episode, Kaila and Kyle dive into what exactly constitutes a “side hustle”, and the circumstances in which it IS and ISN’T worth having one. Not all side hustles are created equal. 00:00 Intro 03:11 Average income ear...

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April 14, 2025

Can You Recession-Proof Your Job?

In this episode, Kaila and Kyle dive into tips and tactics on the best way to protect your job and prepare yourself for potential job cuts during a recession. 00:00 Intro 00:27 Listener email 03:19 What happens during a reces...

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April 7, 2025

Can You Be TOO Efficient at Work?

In this episode, Kaila and Kyle discuss the reason why efficiency shouldn’t be the goal at work, and how to actually get better at your job. 00:00 Intro 00:41 Our obsession with efficiency 02:26 The problem with the conversat...

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March 31, 2025

Tackling Difficult Conversations with Erin McGoff

In this episode, Kaila and Kyle discuss how to have those difficult conversations at work with career advice expert Erin McGoff of @advicewitherin. From addressing your lazy coworker to handling your micromanaging boss, Kaila...

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March 24, 2025

We React to Corporate Espionage: Rippling v Deel

In this episode, Kaila and Kyle dig into the details of the Rippling v Deel corporate espionage lawsuit, and why—even if you aren’t a corporate spy yourself—it should matter to you. 00:00 Intro 00:51 Background 07:26 Our reac...

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March 17, 2025

Are You a Bad Person If Your Job Doesn't Align With Your Values?

In this episode, Kaila and Kyle get philosophical and discuss the ethics of working for a company that doesn’t align with your values. Is it ever acceptable to work at a job that you perceive as immoral? And what can you do i...

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March 10, 2025

Is Nepotism In The Workplace Actually Bad?

In this episode, Kaila and Kyle discuss the difference between nepotism vs. networking in the workplace, and how to make nepotism work for you even when you don’t think you have the connections you need to secure an opportuni...

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March 3, 2025

Are Millennial Managers Too “Soft?”

In this episode, Kaila and Kyle discuss whether or not millennial managers are too soft, the different styles of management, and how to navigate giving tough feedback. 00:00 Intro 02:29 How Kaila and Kyle define a “millennial...

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Feb. 24, 2025

Am I The A**hole? Revenge Quitting, Work Frenemies, and More

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Feb. 17, 2025

What Do DEI Rollbacks Mean For You?

In this episode, Kaila and Kyle discuss the recent headlines around DEI, the potential implications of these measures, and what actually makes the most effective teams. 00:00 Intro 00:43 Recent headlines around DEI 06:05 List...

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Feb. 10, 2025

The Best Tips for Negotiating a Higher Salary, with Salary Transparen…

In this episode, Kaila and Kyle are joined by Hannah Williams, founder and host of @SalaryTransparentStreet , to talk about the importance of salary transparency, why it’s still such an uncomfortable thing to talk about, and ...

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Feb. 3, 2025

How to Take an “Adult Gap Year” – and When It’s Not Worth It

In this episode, Kaila and Kyle discuss the pros and cons of taking an “adult gap year” (aka sabbatical or “mini-retirement”), why they’re becoming more common, and how to financially plan for one if you want to take one your...

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Jan. 27, 2025

We React to Zuck’s “Masculinity” Comments and Meta’s Big Layoffs

In this episode, Kaila and Kyle discuss some of the recent news surrounding Meta—from their announcement of cutting 5% of their workforce, to Mark Zuckerberg’s recent comments on masculinity in the workplace. 00:00 Intro 00:5...

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Jan. 20, 2025

The Right Way to Make a Major Career Change

In this episode, Kaila and Kyle discuss when and how to make a career pivot, and the questions to ask yourself before starting. 00:00 Intro 01:19 Listener career pivot story submission 05:06 Kaila’s biggest career pivot 07:55...

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Jan. 13, 2025

Is 2025 The Year of “Revenge Quitting”?

In this episode, Kaila and Kyle discuss the rise of revenge quitting, what it is, why it’s seemingly on the rise, and their takes on its effectiveness. 00:00 Intro 01:43 Defining what “revenge quitting” is 04:05 Why 2025 will...

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Jan. 6, 2025

How to Get Promoted This Year

In this episode, Kaila and Kyle discuss the real strategies and steps involved in getting a promotion, from how and when to have the conversation with your boss, to how to get clear for yourself what you really want in the ne...

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Dec. 30, 2024

How To Nail Your Performance Review

In this episode, Kaila and Kyle are joined by Morning Brew’s SVP of People Operations Kate Noel to talk about how to make the most of your year-end performance review—from how to prepare for it to what to expect from it—and w...

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