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Lost Debate

The Openclaw Revolution

Lost Debate

The Branch

News, Society & Culture, Politics

4.6607 Ratings

🗓️ 18 February 2026

⏱️ 37 minutes

🧾️ Download transcript

Summary

AI is shifting from something you prompt to something that can proactively work for you. Ravi Gupta sits down with technologist Michael Simon to unpack OpenClaw—an open-source, always-on AI agent that connects to your email, calendar, and other tools to function more like a chief of staff than a chatbot. They explore what this unlocks (from daily briefings to real automation), why it could be economically disruptive fast, and the new security and safety risks that come with always-on agents. The takeaway: the upside is real—but so is the need for boundaries, before the tech reshapes work and life faster than we’re ready for. Ravi’s recent substack post: The 50/50 Life Join Squadra –––––– Leave us a voicemail with your thoughts on the show! 201-305-0084⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Follow Ravi at @RaviMGupta Notes from this episode are also available on Substack: https://thelostdebate.substack.com/ Read more from Ravi on Substack: https://realravigupta.substack.com  Follow The Branch at @thebranchmedia Listen to more episodes of Lost Debate on Apple: https://podcasts.apple.com/us/podcast/the-lost-debate/id1591300785 Listen to more episodes of Lost Debate on Spotify: https://open.spotify.com/show/7xR9pch9DrQDiZfGB5oF0F Listen to Where the Schools Went: https://thebranchmedia.org/show/where-the-schools-went/

Transcript

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0:00.0

Welcome to The Lost Debata Show for Politically Ecclectics.

0:02.8

I'm Robbie Gupta and today I will be talking to a friend of mine all about the explosion of new developments in the world of AI, particularly AI agents.

0:13.1

But before we get there, a couple of quick announcements.

0:15.3

One is I have this fitness community that I've been running for, I don't know, eight years now.

0:20.5

It's called

0:21.0

Squadra, which means team in Italian. And essentially, it started with a group of friends

0:25.3

where we would get together and we would track certain workouts and healthy habits. And we would

0:31.2

compete against each other every week and over the course of the year. It's kind of like a color

0:35.7

wars for fitness. We form teams and

0:38.0

compete. We also compete as individuals. It's now evolved now where, you know, anybody can

0:43.0

join up and it's, you know, people from all walks of life. People with no fitness background

0:48.1

at all, never lifted away before to people who are former professional athletes have joined this.

0:53.0

And what I've done is I've created

0:54.6

a hundred point scale about what it means to be healthy. Like, what are the inputs? So are you doing

1:00.5

enough cardio, strength? Are you handling your nutrition the right way? And then you get a hundred

1:05.1

point score every week and you track that throughout the course of the year and your team gets the

1:09.7

benefit of your efforts as well. And then we have different challenges and different ways to incentivize you to learn new things in fitness. So that's on the input side. I also have an elite pro version of the model too now, which is new this year, where it's all about the outputs. And I helped develop this with a couple Navy SEALs who have a gym where they've been

1:28.4

tinkering with this model where they'd be like, well, what kind of squat, what kind of back

1:31.7

squad or deadlift or pull-ups or whatever amount for a male of a certain age, a female

1:38.1

of a certain age, et cetera, would make you elite or intermediate or basic or whatever.

1:42.9

So I created that model too. So you can sign up at joint squadger.com and just fill out the little survey and we're doing on a first come first serve basis. And over the next two weeks, we're signing people up and then we're launching later in March. So you can go to join squadder.com for that. Also, when I interview Mike, I talk about some of the pieces I've recently written about AI, the subject that I talked to Mike about. And you can go to real Ravi Gupta.substack.com to check out any of those. And you can sign up for free there. But without further ado, I'm going to be welcoming on Michael Simon, who's the chief strategy officer at a technology company called Zen City.

2:21.9

He previously was the co-founder and CEO of the Lucid, which is a startup that was acquired by Zen City, where they built an analytics platform for police departments around the world to

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