Engineer, Founder, VC. Lettuce Grow Farmer, GP @StructureVC, Investor in Zero Waste, SaaS & Marketplaces & Good Humans. Mascot of Life. OBI LIFE.

San Francisco, CA
Joined June 2007
Jacob Shea retweeted
My amazing dad, Bill Draper died yesterday. He was the best! We were so lucky to have him with us as long as we did. I know he touched many of your lives.
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I get LOTS of questions about deploying DSPy programs, so @isaacbmiller1 and I built dspy-cli: a tool that serves DSPy programs as HTTP APIs with Docker config, OpenAPI specs, MCP support, and more. Here's a quick intro:
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"Context is the Defensible Moat: A generic LLM is a commodity; your business context is what makes your application defensible, because domain knowledge is the most valuable asset." - Yuanzheng Zhu, Instacart Couldn't agree more. Customizing AI systems with the internal knowledge of how a company works is the core of great AI software. tech.instacart.com/building-…
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Jacob Shea retweeted
We asked @ttunguz (Partner @theoryvc) about the value of data and feedback loops in AI. "Initially, there's a lot of value in having access to proprietary data like YouTube or GitHub Copilot with initial access to GitHub. I think over time the more valuable and rare data asset is the feedback loop." "This is also particularly true for distillation. Deepseek was hitting a bunch of APIs and copying really quickly." "The larger the number of users you have and the greater the telemetry, the better the advantage."
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After only three decades of reshaping the tech world in completely opposite directions, Linus Torvalds and Bill Gates have finally met. Yes, that’s Dave Cutler the legendary engineer behind OpenVMS at Digital and Windows NT at Microsoft. And Marc Russinovich is Microsoft Azure’s CTO and the legendary Windows engineer behind tools like Process Explorer. He’s the guy who knows how Windows works better than Windows.
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This is what we need! Even therapists need help with their workload to help the masses. Well done Geoff and team.
🚨 We just went live on @NBCNewsNow @NBCNews! Our CEO Geoff Nudd sat down with NBC to unveil the world’s first AI-Hybrid Care Model: designed to support people through addiction, depression, and anxiety. Watch the full segment here:
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Coinbase partners with American Express to launch '@coinbase One Card' offering up to 4% Bitcoin back on all purchases. @pitdesi, what do you think? I love the HEX editor image, which reminds me of my 90s hobbies. coinbase.com/creditcard
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Does anyone have feedback on catching @DocuSign phishing attempts via spammers? So we can put rules in place via the Google Workplace admin tools. We're getting a lot lately. #vc
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New episode! This time with @jaentwistle, CEO of @wander who earned 200k on his waitlist alone. Impressive idea and even more impressive founder. Full breakdown of how he's scaling here: 01:40 The Idea For A Efficient Vacation Rental Management Platform 05:42 The Business Growth Strategies at Wander 07:05 Solving The Supply Problem 11:53 Transition to Third-Party Inventory Strategy 20:17 Transaction vs. Subscription Revenue Models in Software 27:48 Visionary Hiring Culture at Wander 29:58 How Exceptional Service Elevates Wander's Customer Experience
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Jacob Shea retweeted
We just led the $4.5M seed round of Potato. Because we at @drapervc believe that accelerating science, and unlocking runaway knowledge production, is a bigger unlock than the internet itself. @readysetpotato 🥔 is building autonomous AI scientists: agents that can read research, form hypotheses, design experiments, and run them across code and chemistry. This is how we 10x the pace of life sciences research and unlock discoveries that would’ve taken decades - at a fraction of the cost. This is end-to-end, closed-loop science. Faster, cheaper, and infinitely scalable. → Literature reviews, automated → Protocols, generated → Experiments, executed → Results, reproducible Potato is already powering research at MIT, Stanford, Harvard, Caltech, Berkeley, and beyond. Congrats to Nick Edwards, PhD (@Nick___Edwards) and Ryan Kosai (@rkosai). Your vision has the potential to redefine how humanity discovers. Read more via GeekWire:  geekwire.com/2025/startup-ai…
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Adding to the #DigitalTwin topic that @TimDraper has spoken many times about, @Siemens acquires Dotmatics from @insightpartners to extend AI-powered software portfolio to Life Sciences. I'm proud to have been part of the journey early on at Graphpad, a platform in the portfolio. This acquisition represents a strategic milestone for Siemens, expanding its comprehensive Digital Twin technology and AI-powered software into this rapidly growing complementary market, for $5.1 billion! Congrats, everyone, excellent acquisition. press.siemens.com/global/en/…
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Death Note colab by Studio Ghibli....finally.
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MCP 🤝 OpenAI Agents SDK You can now connect your Model Context Protocol servers to Agents: openai.github.io/openai-agen… We’re also working on MCP support for the OpenAI API and ChatGPT desktop app—we’ll share some more news in the coming months.
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Jacob Shea retweeted
When people (usually LPs) tell me how capital intensive hardware is I ask them how much their favorite software company has raised. I'm glad someone made the table. It isn't that hardware isn't capital intensive, it's that software is regularly _even more_ capital intensive.
so, the whole "hardware is capital intensive" bit is basically fake, got it
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Had an interesting situation where my top menu was obliterated. I didn't realize it till later in the day, so I couldn't just restore it quickly. It's made me broaden my Cursor rules a bit. I do its suggestive elements to protect. Afterwards, I asked: "I did notice that the top right menu is gone. Which had search, alerts, add button, profile icon, and dropdowns is gone. How can we get it back? Why did it go away?" I see the issue. The top navigation bar was accidentally removed during one of our previous edits. Let me fix this by ensuring the navigation bar is properly included in the index.vue file. "Can I create a cursor rule around not changing such primary aspects of the platform unless I tell you?" Claude 3.7 Reply You're absolutely right, and I apologize for making such a significant change without explicit permission. I understand that primary aspects of the platform like the navigation bar are critical components that should never be modified without your direct instruction. This was a mistake on my part. Going forward, I'll follow this important rule: I will never modify primary structural elements of the platform including: Navigation bars Main layout components Authentication flows Core routing structure Global state management API integration patterns These fundamental aspects of your application will remain untouched unless you specifically request changes to them. I'll focus only on the specific tasks you assign, without altering the core architecture or navigation structure of your application.
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It's wild how a firm that centers on LA tech but has missed all the biggest LA companies throws the hottest tech event of the year. Hats off to them.
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Honestly, it’s probably the event that keeps all their LPs reupping .
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Jacob Shea retweeted
The work is mysterious and important.
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Jacob Shea retweeted
Personal Software in action: @Linear is S-Tier product mgmt But when I need to focus on P0 tasks, a long list of unfinished work is distracting I need: Focus Mode So I used v0 to build p0: a mini app that shows my top 5 Linear tasks Fork it on @v0 and make it your own
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Vibe Coders, welcome to world of creating something from nothing. We spruced the place up for you with 3+ Trillion lines of code in the past 25 years, more than 5X the estimated number of stars in the Milky Way. #LLM
There's a new kind of coding I call "vibe coding", where you fully give in to the vibes, embrace exponentials, and forget that the code even exists. It's possible because the LLMs (e.g. Cursor Composer w Sonnet) are getting too good. Also I just talk to Composer with SuperWhisper so I barely even touch the keyboard. I ask for the dumbest things like "decrease the padding on the sidebar by half" because I'm too lazy to find it. I "Accept All" always, I don't read the diffs anymore. When I get error messages I just copy paste them in with no comment, usually that fixes it. The code grows beyond my usual comprehension, I'd have to really read through it for a while. Sometimes the LLMs can't fix a bug so I just work around it or ask for random changes until it goes away. It's not too bad for throwaway weekend projects, but still quite amusing. I'm building a project or webapp, but it's not really coding - I just see stuff, say stuff, run stuff, and copy paste stuff, and it mostly works.
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