Recent Episodes

Aug. 25, 2025

The Leadership Traits the Top 1% of Executives Use to Climb the Ladder

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 ...
Aug. 18, 2025

Can You Get Wealthy With Just Your 9 - 5?

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...
Aug. 11, 2025

Balancing Friendship Inside & Outside of Work, with Morning Brew Daily’s Neal Freyman & Toby Howell

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 ...
Aug. 4, 2025

What Parental Leave is Actually Like

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...
July 28, 2025

Business IS Personal, and Other Non-Obvious Truths

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...
July 21, 2025

The 4 Types of Jobs Everyone Should Experience at Least Once

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 ...

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