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 productivity and creativity, and how to implement them on your own to help you in work and life.
00:00 Intro
02:05 The story of General Magic
06:02 Additive ... Show More
Jun 1
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 generalists, and how to start building a portfolio career. 00:00 Intro 01:29 Defini ... Show More
36m 26s
May 25
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 looks like. 00:00 Intro 01:33 What does retirement look like right now? 08:48 How K ... Show More
36m 5s
Sep 2025
Why Everyone Is Wrong About AI (Including You) | Benedict Evans
Benedict Evans has been calling tech shifts for decades. Now he says forget the hype: AI isn't the new electricity. It's the biggest change since the iPhone, and that's plenty big enough. We talk about why everyone gets platform shifts wrong, where Google's actually vulnerable, a ... Show More
1h 13m
Feb 2025
AI Made Easy: How to Use It For Business Without Losing Your Mind - 821
If you're not using AI like ChatGPT or Perplexity in your business yet, you're working way harder than you need to—but don't worry, Chalene Johnson has you covered! In this episode, she breaks down the simplest, most practical ways to use AI so entrepreneurs can save time, boost ... Show More
24m 48s
Mar 2025
Why AI Voice Feels More Human Than Ever
<p>AI voice technology has been around for years — think Siri or Alexa — but the magic has been missing. That’s changing, and quickly!</p><p>In this episode, Anish Acharya, General Partner at a16z, and Olivia Moore, Partner at a16z, explore why AI voice is reaching a breakthrough ... Show More
43m 19s