Co-founder & CEO @trysunflower 🌻 Early product designer @Facebook. Angel investor @Coinbase @Linear @Expo @Envoy @XMTP_ & many more

Miami
Joined March 2007
I’m not going to watch The Social Reckoning, but let me share a fun story about seeing The Social Network when I worked at Facebook back in the day At an all-hands, Zuck said he initially didn’t want to watch it—but if he was going to, we’d all watch it together So the whole company saw the movie together in a rented out theatre Afterwards we threw an impromptu company party across several bars in Palo Alto There’s a throwaway scene in the movie where the Sean Parker character first meets Mark. Sean asks Eduardo’s girlfriend what she wants to drink. She wants an appletini Sean then says: “Appletinis all around!” After the movie, I was standing next to Zuck at the party and asked him: “wouldn’t it be funny if we ordered appletinis?” Zuck loved the idea. A hilarious way to toast to an incredibly inaccurate movie So with my best Justin Timberlake as Parker impression, I told the bartender: “Appletinis all around!” And so this is one of my favorite photos from my time at Facebook
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Bobby Goodlatte retweeted
What it’s like to talk about ARR these days
YC’s advice on defining “ARR” is great To keep everyone honest, I always clearly define key metrics in the board deck appendix. And then I highlight any definition changes we make. This should be standard practice
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Of course I had to put the soundtrack on this morning Another fun story: within the company, people had mixed reactions to the movie But almost everyone *loved* this soundtrack. Trent Reznor & Atticus Ross crushed it So we’d be coding & designing Facebook, while listening to the soundtrack from the movie about Facebook. Very meta We were wired in 😂 (And no, the phrase “he’s wired in” was never used before the movie came out, but we used it all the time afterwards!)
I’m not going to watch The Social Reckoning, but let me share a fun story about seeing The Social Network when I worked at Facebook back in the day At an all-hands, Zuck said he initially didn’t want to watch it—but if he was going to, we’d all watch it together So the whole company saw the movie together in a rented out theatre Afterwards we threw an impromptu company party across several bars in Palo Alto There’s a throwaway scene in the movie where the Sean Parker character first meets Mark. Sean asks Eduardo’s girlfriend what she wants to drink. She wants an appletini Sean then says: “Appletinis all around!” After the movie, I was standing next to Zuck at the party and asked him: “wouldn’t it be funny if we ordered appletinis?” Zuck loved the idea. A hilarious way to toast to an incredibly inaccurate movie So with my best Justin Timberlake as Parker impression, I told the bartender: “Appletinis all around!” And so this is one of my favorite photos from my time at Facebook
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Bobby Goodlatte retweeted
A moat never made a castle impregnable. It slowed attackers down. The wider and deeper it was, the more time it bought. The industry made it sound like “moat” means high immunity from competition. But I think moats will remain as long as people are involved.
there is no moat
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And yes that’s me wearing a suit in the back 😂 Rather than “casual Fridays” a few of us in the office loved the idea of having “formal Fridays” Because every other day was casual
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Fiction inspiring reality 😂
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I’m not the first to say it, but wow: You Can See Everything is a must-watch. No spoilers, but: it’s surprising in ways I’d never expect. Beautifully shot & scored. It was not on my bingo card for being one of the best films of 2026. But, yeah. Wow. youtu.be/HvW_N5p1q44?si=XCkS…
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Eliminating fraud should be a bipartisan issue, and I know many people of both parties agree Giving a 1% commission on turning in fraudsters is an excellent idea Anyone operating a blatant fraud scheme is now liable to be turned in by their friends, by their employees, by anyone who knows what they’re up to Regardless of your feelings about the President, the idea of crowdsourcing fraud detection is probably the only way to root it out systematically Bravo
President Trump announced a new federal fraud whistleblower incentive program that he says will pay Americans, including journalists, a 1% commission for reporting fraud and corruption involving taxpayer dollars. "If you turn somebody in and you, let's say, report, and you find $1 billion, we are giving a commission to that person of 1%. It's a lot of money," Trump said.
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And I genuinely don’t understand why many people oppose Nick Shirley or would be against this whistleblower 1% incentive program Seriously, what’s the good-faith counter argument as to why this is bad?
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Bobby Goodlatte retweeted
Peter Thiel has a blunt test for whether a startup team is thinking clearly. Watch how they talk about their own outcomes. His observation: when founders start framing results as luck — "maybe it works, maybe it doesn't, so let's just invest a little and see" — that's not prudent risk management. That's a diagnostic failure. The mechanism is specific. Luck-framing doesn't emerge from humility. It emerges from not having done the analytical work to understand *why* your business will win. If you've truly mapped the competitive dynamics, the customer psychology, the timing — you don't describe the outcome as a coin flip. You describe what needs to be true and why. The portfolio mindset ("let's see what happens") is what you default to when you don't have conviction built on evidence. Thiel's sharpest version of this: the founders of Google, Amazon, and Apple in their early days weren't operating on hope. They had specific theories about why they would win that others couldn't see yet. Bezos mapped out why e-commerce would scale through selection and logistics before the market existed. That's not luck-denial — that's rigorous foresight presented as conviction. When a founding team tells you "we'll figure it out," the question isn't whether they're optimistic. It's whether they can articulate the actual mechanism of their advantage. If they can't, the luck framing isn't a personality trait. It's a capability gap. Blaming luck is what you do when you've stopped thinking.
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Bobby Goodlatte retweeted
There's an insidious new type of slop happening at work. Email used to just be other people's todo list for your life. Now the people you work with are driven by their AI agents, which often lack the context to know what matters for them, let alone for you. So they ask you for things as if they were priorities. It feels off because it is: Email is now other people's agent's todo list for your life. This is going to take some work to fix.
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Bobby Goodlatte retweeted
Really nice articulation of design from @zoink: "Design is different than creativity. It's not just creativity, it's also problem solving. And the combination of the two ... I just find it fascinating. Because you have a user, you're trying to solve their needs, you're trying to do so in a way that stands out as creative and it connects with them. And also, you have to connect to wider systems: the marketing brand, the culture, the business problems, and so on. And holding all that in your head at different levels of abstraction while trying to deliver a screen or a flow — that from a search-based standpoint could be a combinatorial explosion — is just pretty cool, it's pretty fascinating. I'm personally really excited about it."
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Bobby Goodlatte retweeted
SDK 58 is out 🙌 This SDK is built for iOS 27. Apps on SDK 58 will be ready for Duo on day one 📖. The release also includes App Intents for Siri, 2x faster clean Android builds, faster Expo modules, and a CLI built for your coding agent. Changelog: expo.dev/changelog/sdk-58 Upgrade: 𝚗𝚙𝚡 𝚎𝚡𝚙𝚘 𝚒𝚗𝚜𝚝𝚊𝚕𝚕 𝚎𝚡𝚙𝚘@^𝟻𝟾.0.0 --𝚏𝚒𝚡
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God bless the great state of Florida 🫡
JUST IN: Florida Governor Ron DeSantis declares “We will make sure” Tesla's flying Roadster is street legal in Florida.
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I have an early deposit on a Roadster… I’ve waited more than ten years for this… Yes!
Complete Tesla Roadster FLYING demo. INSANE!!!
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.@Expo developer meetup Miami 🌴
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Bobby Goodlatte retweeted
Many of the super high valuation early stage rounds that are announced have 2-tiered structures. Large firms have adopted the strategy to artificially inflate valuations and the perception of success and traction (king-making) and at the moment it is working for founders. For example, we will invest $10M at $100M and $50M at $1B. They are buying 15% ownership with $6OM, so the effective valuation is $400M, but the announced round is at $1B. That is all fine, except the lead is investing at $400M while the existing investors are asked to do their pro rata and invest at $1B. It will be interesting to see how this plays out over time.
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Bobby Goodlatte retweeted
As we’re all talking about misleading math on X today, here’s an ask for VCs and founders: If multi-tranche rounds are the new standard, then sharing the valuation for each tranche should be the standard too—instead of misleading employees and the public into thinking a company raised a massive round all at a massive valuation. The structure matters. The amount of capital raised at each price matters. And the blended economics matter. Maybe this happened in previous boom cycles too, but it feels particularly prevalent now. More importantly, it makes me much less likely to trust the numbers coming out of a company if they’re not willing to be honest about this Ok that's all
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Getting my great great great grandfather’s pocket watch repaired this weekend He lived from 1815 to 1899, and we believe he bought this some time before 1874, when the manufacturer of the case went out of business. The movement is a Waltham, which started in 1850 So circa 1850-1874 Excited to get it running again
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