Builder & investor. Empowering angels and emerging managers. @thesideletter.co | @beondeck

New York
Sam Huleatt retweeted
Over a decade ago at Uber, we were paying drivers across 40 countries. Their top ask: "Pay me faster." That stuck with me through Coinbase and Stripe, where I kept running into the same wall from different angles. Today, Latitude (@rtp) is launching out of stealth. We raised an $8M seed round in Jan 2025 and have been building quietly since then.
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These year end wrap-ups by @meetgranola are so well executed. Kudos to the team!
Your 2025. Crunched. See yours now in the Granola app.
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So excited for what my favs @andrew__rea and @schmatzarella are building with Taxwire. These two are incredible operators and there is gold in 'boring' businesses + AI driven workflows. 🚀
Excited to introduce the company I've been working on for the past ~18 months Taxwire.com. Taxwire solves sales tax compliance for founders, finance, and accounting teams scaling across multiples states and countries. Our customer base spans SaaS companies like @Pulley, e-comm brands like @TilitNYC & @Italic, retro video games makers like @modretro, modern media cos like @PirateWires, and many other modern and legacy industry businesses alike. We also partner with several accounting firms to solve sales tax for their clients and internal accounting + tax teams. We can handle both simple and deeply complex businesses. Our products and services help companies: 👇 - Understand tax exposure & nexus – in other words wtf you should be doing about sales tax - Fix messes – clean up messy tax situations (e.g. we went from 0 to $10M in revenue and have collected no taxes) and/or save money on historical tax liabilities (e.g. avoid getting wrecked by penalties from governments for historical taxes) - Register – get and maintain licenses, registrations, and permits required for collecting/remitting taxes - Calculate tax rates – collect taxes accurately across your billing + payments + commerce stack - File & pay tax returns – autofile recurring tax returns & payment remittance Common scenarios where Taxwire makes sense for scaling companies: 👇 - Companies getting sales tax compliant for the 1st time – e.g. you haven’t been collecting sales tax (even though you should) or you just started to cross meaningful revenue thresholds ($1-2M in revenue). - Switching from Insert Legacy Tax Provider – If you’re switching from another tax software / services company, not only can we make the switch easy (e.g. we do the migration heavy lifting + buyout your existing contract), but we can also find + fix previous tax errors, potentially recovering thousands of dollars in overpaid taxes. - I have no f*cking clue what I’m supposed to be doing. Pls help. – We got you. Have helped a bunch of folks figure out a no B.S. take on what they need to be doing with sales tax (if anything). A good example of scenarios 1 and 2 – we recently helped our friends at Italic recover over $200k in overpaid sales tax within their first month post switching from their original provider. --- Why sales tax compliance? Well, global transactions taxes (aka indirect taxes as the tax pros call it) are a much bigger problem space than most realize. Before the internet, sales tax was a Fortune 500 problem. Walmart has a sales presence in damn near every jurisdiction in the world. Post-internet, we have e-commerce, marketplaces, SaaS, remote work, AI, etc. Every company by default sells across multiple states and/or countries. Regulatory changes in the US and abroad have made collecting and remitting sales tax, VAT, and GST a problem for virtually any company with material sales in more than one tax jurisdiction, with or without a physical presence. Our goal is to solve indirect tax compliance globally - for every jurisdiction, product, tax filing, and edge case. From initial compliance all the way to defending audits from the gov. It's a big, complex problem space. We're just getting started and have much work to do. If you’ve dealt with or are dealing with sales tax compliance for your business or clients, I’d love to chat and see if we can be helpful. My personal phone number is 513-520-1578. My DMs are open. Or email me at andrew@taxwire. Happy Monday.🫡
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Odd 🦞
Announcing something new tomorrow. ❤️ to access alpha.
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Huge win for founders and the entire startup ecosystem. Congrats team @asylumventures !
Today I'm launching @asylumventures, a new venture firm dedicated to the creative act of building companies. Asylum's first $55 million fund is an embodiment of my belief that founders are artists, not assets:
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Sam Huleatt retweeted
Episode 14 of NY Seed Round is now LIVE 🎉 Catch @justinwolz speak with @EricFriedman of Graph Advisors and @samhuleatt of Intangible Ventures about: 🗽 The history of the NY startup scene, from the late 90s through today 🥇 Why they're so bullish on the future of the city as the next hub for founders ❓ The important questions founders should ask investors ...and a lot more. Check out the full conversation 👇 piped.video/Gp0Hch389J8
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Sam Huleatt retweeted
This week on NY Seed Round, it's time for a history lesson 📖 Joined by @EricFriedman of Graph Advisors and @samhuleatt of Intangible Ventures, we take a look back at the formative years of the NY tech scene: from the dot com boom, to the early days of Foursquare and Meetup.com, through today. And we ask—with so many lessons to draw from over the last 20+ years, what can the city do to finally stake its claim as the top spot for startups? Tune in tomorrow to hear what Eric and Sam think! Until then, here's a preview of their conversation with @justinwolz 👇
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Sam Huleatt retweeted
One of the great things about working with good people is getting to be friends and support each other, years after you stop working together. @cupazhou, @samhuleatt , and I (all pictured below) worked closely together at On Deck. Now each is doing their own thing but we stay in touch. I'm lucky to call them both investors in my current company, and they've been huge supporters. Both David and Sam are doing big things of their own in venture. Life is really long and the relationships you build matter most in the long run. Trite to say but always more true than you realize in the moment.
Can vouch for ma man @andrew__rea To add onto this as well, which he didn't include in his tweet. You have to deeply care about the growth of ppl around you. Andrew's also the guy you call up when sht hits the fan Do good work & raise the ppl around u when u do
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I donated to @FIDF (Friends Of The Israel Defense Forces). I stand with Israel 🇮🇱
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A huge congratulations to some of my favorite people! @bschippers @wschenk @HappyFunCorp 🚀
I am pleased to announce some incredible news. So excited to join @awilkinson for the next chapter of @HappyFunCorp . We could not have asked for a better partner and team to join forces with as we grow. @wschenk thanks for all the walks. Love you. techcrunch.com/2023/07/03/ti…
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Like snowflakes, no two angel investing journeys are alike. Thanks to @ColinGardiner and @TheRideshareGuy for having me on their pod to talk about my journey and the power of network-driven investing.
Episode 18 of @wannabe_Angels with @samhuleatt is live! 🔥 In this episode, @TheRideshareGuy and I talk to Sam Huleatt. Sam is a seasoned startup veteran active in the venture capital scene. He is taking some time off to explore and actively invest.
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Huge congrats to @zachlloydtweets and the team at Warp on their Series B from Sequoia. This article is a fantastic look inside an amazing company re-imagining the bedrock of programming 👇
Had a chance to talk with @harrymccracken and Fast Company about developer terminals and how we’re reimagining the command line with @warpdotdev It's a great read. fastcompany.com/90907013/war…
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I had a blast joining @wannabe_Angels for a podcast on educating angel investors. wannabeangels.com/p/educatin… We discussed topics: - What I look for in founders - Why the world needs more angels - Finding purpose & joy as an angel - ODA & network-driven investing
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So true. Part of the issue is SPVs don't allow for angels to really *get to know* the founders, a condition extremely important for building conviction pre-signal (often at pre-seed you're betting on the people vs. the traction). Not sure the best way to solve
By far the most frustrating part of leading a syndicate is the reliance of LPs to have a Tier 1 lead investing alongside the deal (especially at pre-seed). That is obviously not how decision making should work, but it is.
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Congrats @LisaCuesta!
1/ Today we're officially unveiling Credibly Neutral, a $5.5m builder-led early stage venture fund investing $50-250k in protocols, infrastructure, and crypto SaaS solutions. It is co-founded by @LisaCuesta and @ViktorBunin, and we're thrilled to tell you about it:
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1/ So much amazing stuff happening in AI. At the same time I keep taking pitches and thinking of the quote: “to a person with a hammer everything looks like a nail”...
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2/ While easy to get excited over new tech, the breakout companies will likely be those that START with a focus on solving a core problem for desperate customers. If AI solves the problem in a superior, or unique way, all the better.
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Great way to start a weekend with Friday pitch and run. Awesome crew hosted by @pubkevin @EniacVC
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One of my favorite tools back in the day was Clara Labs (i.e., 'ask Clara') the AI virtual assistant. Would love to see @Calendly use ChatGPT to offer something similar, but better.
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Good reminder for investors to always ask yourself why *you* are receiving allocation
Substack launched a community round at a $650M valuation (same as 2 yrs ago from A16Z). Substack is great, but investors in a company at this stage should be able to see financials IMO. Listing does not show revenue (which I've seen projected @ ~$20M) wefunder.com/substack/
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