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Kill Your Startup’s Knowledge Chaos with OpenClaw (with Oliver Henry and Jeff Weisbein) | E2254

30.0K views· 571 likes· 77:39· Feb 24, 2026

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This Week In Startups is made possible by: Caldera Lab - https://calderalab.com/twist Iru - http://Iru.com/twist LinkedIn Jobs - http://linkedin.com/twist * Today’s show: *OpenClaw is incredible at automating tasks. But what if it could also fix your startup’s internal communication problems? Give agents shared memory, and you may be able to break down information silos while ensuring that teammates have the same context. On today’s show, solo builders @oliverhenry and @jeffweisbein demo what they’ve actually built with OpenClaw, including marketing automations, agentic loops, and bug fixing tools. Then we dig into what agentic infrastructure means for how startups operate, and why traditional SaaS products need to quickly adapt for the agentic era. GUESTS: Oliver Henry: The creator of the ‘[Larry](https://clawhub.ai/OllieWazza/larry)’ OpenClaw skill, and founder of [Larrybrain](https://www.larrybrain.com/) Jeff Weisbein: The Claw-pilled founder of [WizardRFP](https://www.wizardrfp.com/) and [WhoCoversIt](https://www.whocoversit.com/), who shared his OpenClaw framework [publicly](https://weisbe.in/openclaw) and built a [getting-started guide for the tool](https://github.com/jeffweisbein/openclaw-starter-kit) **Timestamps:** 00:00 Intro 00:18 Here’s why you never ski alone in a blizzard! 02:40 Why everyone at LAUNCH is going to get their own Mac Mini and AI agent 06:47 “OpenClaw has changed my entire solo-preneur lifestyle.” — Jeff Weinstein of Hype Lab 07:26 Jason’s urgent API message to Steve Huffman of Reddit 00:09:00 LinkedIn Jobs - Hire right, the first time. Post your first job and get $100 off towards your job post at [LinkedIn.com/twist](http://linkedin.com/HiringProOffer). 00:12:09 Oliver shows us his Larry Skill to make viral TikTok content with zero human intervention 00:19:18 Iru unifies identity, endpoint security, and compliance into one platform. Book a demo at [www.iru.com/twist](www.iru.com/twist). 00:19:51 Why are platforms like TikTok still so hostile toward bots? 00:23:26 The shift from asking a chatbot how to do things, to just telling an agent to do things 00:24:46 How Oliver is training Larry to get better at its job 00:28:57 Whether you’re starting fresh or upgrading your routine, Caldera Lab makes skincare simple and effective. Head to [CalderaLab.com/TWIST](http://calderalab.com/TWIST) and use TWIST at checkout for 20% off your first order. 00:31:19 Why making your agent more PROACTIVE is more important than automating everything 00:35:55 Why pull requests… just aren’t really a thing any more. 00:38:21 How Jason is using his new AI assistant, “Roy,” to keep track of everything going on at his company 00:46:16 Is the SaaS crash actually rational after all? 00:50:29 Using AI to create “pools of excellence” 00:52:25 The more you integrate software into AI, the less valuable the software becomes 00:53:53 Why “Agentify Your SaaS” may become the rallying cry 00:57:19 How has the age verification scandal impacted Discord’s IPO plans? 01:02:11 When you want to build your own skill vs. downloading someone else’s 01:02:34 How Larrybrain finds helpful skills and helps creators monetize 01:07:13 When we will get true experts making verifiably top skills? 01:09:00 Come to the LAUNCH Festival! San Francisco in March! 01:10:23 Jason’s SCARY but also AWESOME new OpenClaw CEO tools 01:16:32 What does this mean for the future of venture capital? 01:17:15 Why a lot of MBAs should probably have PhD’s * Subscribe to the TWiST500 newsletter: [https://ticker.thisweekinstartups.com](https://ticker.thisweekinstartups.com/) Check out the TWIST500: [https://www.twist500.com](https://twist500.com) Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp * Follow Lon: X: https://x.com/lons * Follow Alex: X: https://x.com/alex LinkedIn: [⁠https://www.linkedin.com/in/alexwilhelm](https://www.linkedin.com/in/alexwilhelm/) * Follow Jason: X: https://twitter.com/Jason LinkedIn: [https://www.linkedin.com/in/jasoncalacanis](https://www.linkedin.com/in/jasoncalacanis/) * Thank you to our partners: (28:57) Caldera Lab - Whether you’re starting fresh or upgrading your routine, Caldera Lab makes skincare simple and effective. Head to [CalderaLab.com/TWIST](http://calderalab.com/TWIST) and use TWIST at checkout for 20% off your first order. (19:18) Iru - Iru unifies identity, endpoint security, and compliance into one platform. Book a demo at [iru.com](http://iru.com/). (09:00) LinkedIn Jobs - *Hire right, the first time. Post your first job and get $100 off towards your job post at* [LinkedIn.com/twist](http://linkedin.com/HiringProOffer) Check out all our partner offers: https://partners.launch.co/ * Check out Jason’s suite of newsletters: https://substack.com/@calacanis

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