Episodes

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...

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...

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...

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...

Amazon RTO Mandate

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 ...

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...

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...

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 ...

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 ...

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...

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 ...

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...

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...

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...