Episodes

In this episode, Kaila and Kyle discuss how AI is impacting the job market, what the future of work may look as more roles and industries become automated, and how to stand out in the age of AI-assisted hiring processes. 00:0...

In this episode, Kaila and Kyle discuss the three most problematic toxic workplace scenarios, and how to manage each of them. Plus, wait ‘til the end to hear a bonus fourth toxic workplace scenario that you probably haven’t c...

In this episode, Kaila and Kyle get educated on the four most important qualities of leadership that separate the top 1% of executives from the rest. Cassie Young, General Partner at Primary Venture Partners, joins Kaila and ...

In this episode, Kaila and Kyle are discussing whether or not you can actually get wealthy in your 9 - 5 alone anymore. Is the American Dream dead, or just evolved? Listen to hear their takes on the best types of companies to...

In this episode, Kaila and Kyle are joined by Morning Brew Daily hosts Neal Freyman and Toby Howell to talk about a subject they know better than anyone—the reality of having a work bestie. Listen to hear Neal and Toby share ...

In this episode, Kaila and Kyle discuss Kyle’s experience of paternity leave so far, what’s been the most surprising to him, and how he’s feeling about returning to his 9 to 5. 00:00 Intro 01:32 Stats on maternity vs. patern...

In this episode, Kaila and Kyle debate what they consider to be some non-obvious but very real truths about the nature of work and career. Plus, listen ‘til the end of the episode to hear Kaila’s bonus productivity hack. 00:0...

In this episode, Kaila and Kyle discuss and debate the four types of jobs that they think everyone should have at least once in their career. Plus, listen ‘til the end to hear Kaila’s work fail of the week. 00:00 Intro 01:06 ...

In this episode, Kaila and Kyle discuss the ins and outs of office politics, what it REALLY is, and how to improve on your office politicking skills in order to advance your career. 00:00 Intro 03:09 The two buckets of office...

In this episode, Kaila and Kyle discuss the difference between extrinsic and intrinsic motivation, and how to artificially generate it when you find yourself lacking motivation. 00:00 Intro 00:51 Intrinsic motivation vs extri...

In this episode, Kaila and Kyle dive into some conversation-sparking Reddit “Am I the A******?” submissions, and give their candid opinions on each. From whether or not you should share details of your personal life with your...

In this episode, Kaila and Kyle talk about their biggest work fails, a different way to think about failure beyond simply as a “learning opportunity,” and share tactics on how to best move through and recover from failures in...

In this episode, Kaila and Kyle discuss what having high agency at work really means, the problems having high agency poses in certain contexts, and how to cultivate more of it in order to help your career. 00:00 Intro 01:20 ...

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...

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...

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...

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 ...

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...

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...

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 ...

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...

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...

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...

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...