Tweener AI: [Redacted]
A TWEENER TALKS SHOW
Earlier this year I went on Scott Wingo's podcast and he asked if I'd want to host an AI spin-off show. Taylor and I decided to co-host, and we started talking about what was missing in AI content.
There's an overwhelming amount of AI build content today, but it's mostly influencers or agency folks making thumbnail generators and newsletter automations. Neat builds for neat businesses. I couldn't find anyone running a messy, real-world company showing the raw state of things — where something works Tuesday and breaks Friday.
That's the show. Every two weeks Taylor and I show each other what we shipped that week at Offline, a ~$1M ARR business with 2 full-time employees, and soon we'll bring on guests and get into their stuff. The goal is to go deep enough that we have to cut sensitive parts in post. That's where the name [Redacted] comes from.
Chemical engineer turned founder. Raised $8M for Offline, scaled to 35 employees across 10 cities and 700 restaurants, then spent three years rebuilding the entire operation on AI. The business still runs — same product, same restaurant network — but the infrastructure does what used to take a 30-person team. I split my time between running Offline and a small number of clients I advise, partner with, or build alongside.
PM/developer turned systems builder. After starting at loop/recur, spent eight years at Offline helping grow the company and later building the internal tools and automation that allow the business to run lean. Now splits time between Offline and working with a small number of companies on product and AI systems.
YouTube-first (you need to see the screen), with an audio podcast version too. Twice a month, Thursdays. Part of the Tweener Talks network. Each episode is a conversation, not a presentation. We show up, show our work, and try to make it useful.
If you're building something real with AI — not a side project or a demo, but something actually running inside your business — we want to see it. Share your screen. Show us the prompts, the workflows, the parts that are held together with duct tape. The stuff you'd show a colleague but never put on LinkedIn. We're looking for people willing to go deep enough that we'll have to redact parts in post. That's the bar.
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