In this episode, Kaila and Kyle are responding to listener-submitted career advice questions…and they’re juicy! From how to handle conflicting feedback to wading through the “work fluff”, this episode is chock-full of useful tactics for handling tricky work situations.
00:00 Intro
01:25 Grab Bag Question #1 - communication issues
06:38 Grab Bag Question # ... Show More
Sep 29
Is Dating Your Coworker Ever Worth It?
In this episode, Kaila and Kyle debate whether you should or should NOT pursue your office crush. That’s right—we’re talking office romance this week, and Kaila and Kyle hold strongly opposing positions on the matter, based in part on their own personal experiences. 00:00 Intro 0 ... Show More
34m 17s
Sep 22
Is it Cringe to Try Hard at Work?
Is it cringe to try too hard? In this episode, Kaila and Kyle are joined by Normal Gossip co-creator and Defector Media co-owner Alex Sujong Laughlin to talk about the ins and outs of being a “try hard” at work. Alex’s new podcast, Try Hard, documents people attempting things tha ... Show More
36m 34s
Sep 15
Why Middle Managers Matter More Than You Think
In this episode, Kaila and Kyle discuss the current trend of laying off middle managers and the flattening of organizations, the impact this can have on individuals, and why we can’t forget the key roles that middle managers have in your career. 00:00 Intro 01:43 Who are the midd ... Show More
31m 13s
Sep 2
Benedict Evans: The Patterns Everyone Else Misses
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
21m 49s
Mar 2025
Why AI Voice Feels More Human Than Ever
AI voice technology has been around for years — think Siri or Alexa — but the magic has been missing. That’s changing, and quickly!In this episode, Anish Acharya, General Partner at a16z, and Olivia Moore, Partner at a16z, explore why AI voice is reaching a breakthrough moment, h ... Show More
43m 19s
Mar 2025
Insiders React: AI Voices Get TOO Real + NVIDIA’s Earnings Drama, Microsoft’s Sneaky AI Move, Alexa’s Big Update
Are you ready for AI that sounds indistinguishable from a human? The future is arriving faster than you might think.
In this episode, Chris and Yaniv dive into the latest developments in AI, from NVIDIA's blockbuster earnings to Amazon's new AI-powered Alexa to eerily rea ... Show More
50m 3s