
Is This Working?!
Hosted by Connor and Connor Diemand-Yauman · Connor Diemand-Yauman
5.0from 19 ratings
- 21
- Episodes
- 17
- Transcribed
- 19
- Ratings
- Bi-weekly
- Cadence
- 2025
- First episode
About Is This Working?!
What if the most interesting thing about work isn’t what we do—but what it does to us? Is This Working?! dives into meaningful work and the messy humans who do it. As AI reshapes industries and upends old definitions of success, social entrepreneur and Stanford GSB lecturer Connor Diemand-Yauman talks with extraordinary people about both sides of the story: the outer work (what they built, how they pivoted, the tactics that actually worked) and the inner work(the therapy, the doubt, the failure) it took to get there. Because when the world is changing this fast, maybe these stories are the only way to know if any of this is actually working.
- Publisher
- Connor Diemand-Yauman
- Category
- business · business · business
- Language
- en
- Explicit
- No
- First episode
- 12 Nov 2025
- Latest episode
- 7 Oct 2026
Latest episodes
17 of 21 episodes have a transcript.

7 Oct 2026TRANSCRIPT
Who Wins the AI Race? Probably Not Who You Think – Former Bain Capital Executive Mark Nunnelly

23 Sept 2026TRANSCRIPT
The Magician's Guide to Blowing Your Colleagues' Minds – Magic Patio Founder Andrew Evans

9 Sept 2026TRANSCRIPT
The Hardest Part Isn't Getting Sh*t Done. It's Knowing When to Stop — Dream.org CEO Nisha Anand
Inside a recent episode

Who Wins the AI Race? Probably Not Who You Think – Former Bain Capital Executive Mark Nunnelly
Published 7 Oct 2026 · Transcript excerpt
[…] The first premise being? The first premise being that this is fundamental to a free and safe and opportunity-rich society. And how does AI change the equation? For a long time, the answer to a lot of the how do we fix ed has been technology. How do we keep on spending at the rate that we're spending and getting less and less results? The answer always, how do you resolve that tension? The answer always somehow or another wonders back to technology. Hasn't proven to be true yet. However, I guess I probably am more inclined than not to believe that this time is different. I think the work that lots of people have done, maybe Sao Kahn as the biggest exemplar, but there are lots, are doing would suggest to me that the capabilities of AI and the people who use the AI to help our kids, but a general reorientation to what a classroom looks like and how these tools can work. raise up all boats. […]
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See plansWho has been a guest on Is This Working?!
Names identified in recent episode analyses. Showing up to five guests.
- Mark Nunnelly
- Andrew Evans
- Nisha Anand
- Mike DeWine
- Sherrie Westin
Reach and audience
Public platform figures. Ratings count people who left a rating, not total listeners.
- Apple Podcasts (US)
- 5.0 / 5
- 19 ratings
Contact Is This Working?!
- Guest appearances
- Books guests
Based on episode analysis; this does not confirm that the show is currently accepting guests.
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Questions about Is This Working?!
Who hosts Is This Working?!?
Connor and Connor Diemand-Yauman host the show. Published by Connor Diemand-Yauman.
How often do new episodes come out?
The show publishes bi-weekly, based on its RSS feed.
Does Is This Working?! take guests?
Yes. Guests have been identified in episode analyses.
Where can I read transcripts?
17 of 21 episodes have a transcript on Pod Engine. Full transcripts are available with a Pod Engine plan.
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