Episodes

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...

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...

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...

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...

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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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...

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 ...

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...

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...

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...

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...

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...

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...

In this episode, Kaila and Kyle discuss the companies in the UK and in Japan that have been experimenting with the 4-day work week, what the outcomes have been, and whether or not we can expect to see it implemented in the US...

In this episode, Kaila and Kyle discuss the topic of employee surveillance, including the recent invasion of privacy lawsuit against Apple, and how it impacts company culture. Do companies have the right to monitor employee b...

In this episode, Kaila and Kyle talk about how to decide whether it’s worth moving for your career, and how they’ve made decisions to move in their own lives. Is it always worth uprooting yourself for your career? And are the...

In this episode, Kaila and Kyle are joined by career advice expert and content creator Hanna Goefft ( @hannagetshired ) to discuss the pros and cons of job hopping, how it looks to potential employers, and at what stages of y...

In this episode, Kaila and Kyle dive into Allstate’s innovative new hybrid work plan for their 54,000 employees across the country, and discuss the pros and cons of the plan, how it might play out in real time, and whether or...

In this episode, Kaila and Kyle discuss the wave of big companies (Meta,Target, Fidelity, EY, to name a few) that have made headlines recently for firing employees over small offenses. Are these companies becoming stricter, o...

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 ...

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...

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...

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...