Founder, board member, former PayPal Exec, partner @UnderscoreVC

Joined March 2008
13 Photos and videos
Great time at the @UnderscoreVC Academic Founder Happy Hour last night! This is my favorite type of event. No agenda, just good beer, great food and brilliant founders. Fun! #founders #startups #Boston
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What a fun fintech fundraising panel discussion yesterday #CollisionConf! Our terrific moderator @chebante kept me, and the fabulous @EmmalynShaw and @King__goh on track, on message and under control. Thanks all! #Fintech #Fundraising #Startups #UnderscoreVC
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I’m looking forward to bringing some Fintech heat to a panel discussion on fundraising at @CollisionConf Toronto this afternoon at 2pm EDT. @UnderscoreVC is in the house so join the fun and come heckle! #Fintech #Fundraising #Startups #VC
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Pagos just released an AI Copilot for their world's best payments optimization and analytics platform. IAny retail and ecommerce payments shop should take notice! Check out their blog post: pagos.ai/blog/introducing-pa…
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The founders of @AirconAi are the real deal and are solving a problem that only people with decades of experience can tackle. Air freight consolidation streamlines supply chains and saves shippers big money in a giant market. Congrats guys!
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TFW your freshman in college (who has a summer job) is bragging that he also has "passive income" and you realize he is talking about the 50 bucks a week he still gets as an allowance.

ALT The Simpsons Kiss GIF by FOX International Channels

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It's so exciting to see a great team execute and be recognized by a new group of investors. Congrats to the Slang.ai team. Go get em!

🎉 🎩We're tipping our hats to Slang AI's Founders, @sambvani & Gabe, on their $12M Series A led by @Homebrew! When we backed them in 2020, generative AI wasn't yet all the rage, but Slang's vision and execution were compelling as heck. Read more: underscore.vc/blog/why-we-in…
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Chris Gardner retweeted
A big thank you to all of the Core Members who joined us at the Boston Go-To-Market Summit yesterday at Salsify! Your energy and insights were unmatched. Subscribe to the Core Bulletin to learn about future Core event opportunities: bit.ly/CoreBulletinSignUp
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Full house for Underscore’s Boston Go-to-Market Summit at #Salsify’s HQ! #GTM #UnderscoreVC.
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Look what we made! Our content team managed to get the whole Underscore gang on video talking about seed fundraising. There is all sorts of good stuff in here including process, pitching and networking. Check it out!
🚀 Today we launched a *NEW* Startup Secrets video series that breaks down the nitty-gritty details on raising your startup's Seed round. ✔️ Tactical advice ✔️ Templates ✔️ Check-lists ✔️ Real talk We even snuck some fun in there 😉 📺Tune in here: bit.ly/SSeedFun
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This is an important topic for all early stage founders to grasp. I’ve personally made nearly every mistake in here, but if you are intentional about this from the beginning, it’s much easier to stay on top of it. Nice.
I was in one of the most incredible founder groups of all time. And there was one universal problem we all ran into at 50 employees, and by 75 employees it was too late. We all naively underinvested in it, until we didn't realize it was too late. The topic: compensation.
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Congrats on the awesome milestone, Pagos team! Squawk away!
19 Jan 2023
It’d take more than 95 years to count nonstop to a billion, and that’s if your average time to say each number is 3 seconds. We just hit 1 billion transaction events two different ways in the past 12 months. That’s something to squawk about! Read more: pagos.ai/2023/01/19/1-billio…
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Working with great founders and doing it alongside some of the best humans I know made for an awesome 2022. And now I get to do it again!
As we kick off 2023, let's take a moment to celebrate the last year of community, collaboration, and creation. Explore the Underscore VC Year in Review: yearinreview.underscore.vc/
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Listen to these very smart people. @lilylyman and @JamesOrsillo share hacks for updating investors. It won't hurt a bit!
Updating investors can be a pain. We know. But by making them clear, concise, and highlighting asks, founders ultimately benefit. @lilylyman, @JamesOrsillo, and the team compiled some of our favorite templates, and we’re sharing them with you. underscore.vc/startupsecrets…
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This is the most amazing thing I have ever seen in NASCAR. And the interview of him afterwards telling how he used to do it in NASCAR 2005 when he was 8 yrs old so he figured he would see if it worked. Legend.
This angle of Ross Chastain’s move #NASCARPlayoffs
This is just so mind blowing. Everyone one of these landings is a sci-fi miracle and the video on this one...just wow.
12 Oct 2022
View from the droneship of Falcon 9’s launch and landing
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This is more like it. An actual product combined with an NFT "license" with additional benefits and privileges. The real promise of Web3 is its ability to dramatically enhance the existing economy. Not its ability to replace it. bostonglobe.com/2022/09/27/b…
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I used some BOS>NYC train time to pen some thoughts on the third big tech downturn I've experienced -- twice as an entrepreneur and this time as a VC. TLDR is that this can be an awesome time to build a company! underscore.vc/blog/its-time-…
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