
The Surprising Power of Constraints at Work (with David Epstein)
In this episode, Kaila and Kyle are joined by author David Epstein to discuss the topic of his latest book, Inside the Box: How Constraints Make Us Better. Listen to hear why constraints increase both...
15 Jun 46min

Following Coworkers on Instagram and Other Social Media Dilemmas
In this episode, Kaila and Kyle dig into the unspoken rules of social media at work. When is it okay to follow a colleague on Instagram? When is posting about your company empowering vs. harmful? And ...
8 Jun 34min

The Rise of the Career Generalist (and Why It Matters More Than Ever)
In this episode, Kaila and Kyle are joined by Milly Tamati, the founder of generalist.world, to talk about the benefits of being a career generalist (vs. a specialist), what people get wrong about gen...
1 Jun 36min

Retirement Has Changed—Here’s How to Plan For What It’s Really Like
In this episode, Kaila and Kyle discuss all things retirement—how the concept of retirement has changed, how they’re financially planning for their own retirements, and what their ideal retirement loo...
25 Mai 36min

Why “Optimization” Is Actually Making You Miserable
In this episode, Kaila and Kyle are joined by author Brad Stulberg to dig into what we get wrong about “excellence,” what true excellence really looks like, and the achievable strategies to achieve it...
18 Mai 39min

Should You Be Friends With Your Boss? + 3 More Career Dilemmas
In this episode, Kaila and Kyle answer listener-submitted questions around career advice and work dilemmas. From just how friendly you should get with your boss to how to ask for remote work accommoda...
11 Mai 32min

The 5 Sneaky Ways You Might Be Sabotaging Your Career
In this episode, Kaila and Kyle break down the five sneaky (and surprising) things that are affecting your career, and what you can do about them. 00:00 Intro 02:42 Why your commute is more importa...
27 Apr 37min



















