Cavan Klinsky
@klinskyc
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Cofounder and CTO of https://t.co/f4O0UnFrZQ (Techstars NY '16). Techie, Wrestler, Developer. 2x open heart surgery patient. Part pig.
NYC
Joined September 2012
Had a great time talking with @mikebiselli on the Passionate Pioneers podcast about my experience in health tech, and the work @GetHealthie is doing to build infrastructure powering other digital health companies. Check it out at https://t.co/SkEZUbwpOz
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At Tavern Community, @klinskyc (Healthie) and @akashmagoon (@AdonisRcm) will share the new Series B reality: proof over pitch (Nov. 17, 2025). Hosted by @faalbane, it’s founders teaching founders how to raise when storytelling alone won’t cut it. Let’s keep the conversation
linkedin.com
For more than a decade, I’ve worked at the center of the tech ecosystem; helping… · Experience: Jesse Landry · Location: Oceanside · 500+ connections on LinkedIn. View Jesse Landry’s profile on...
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Proud to be an early backer of Novig. Asked to invest immediately after one day of using the amazing product that @j__fort , @kelechisms, and their team have built. Wildly better experience than FanDuel, DraftKings, and Kalshi
We’re thrilled to announce our $18M Series A funding led by @ForerunnerVC with participation from @ycombinator, @NFX, @PerceptiveVC, and @GaingelsVC 🔥 Read more from our co-founder @j__fort below 👇
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RIP Tom Lehrer. The Audubon Society must be breathing a sigh of relief right now.
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The most exciting threepeat that could have happened this week. (sorry @Chiefs)
gethealthie.com
Healthie is honored to be recognized in the 2025 New York Digital Health 100, highlighting our commitment to powering client-first healthcare with our API-first infrastructure. Learn more about how...
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Are these companies going to make it, or are they going to get crushed? I call the determining criteria Hide-Fight-Run. I wrote about that at
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Licensed New York sports-books like FanDuel and MGM pay 51% tax on gross revenue; these sweepstakes betting companies pay 0%. That's clearly not sustainable.
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Sweepstakes gambling is that taken to the extreme. You buy virtual currency (which has no value and cannot be exchanged) and, alongside, get a different form of virtual currency that can be exchanged back for cash.
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First, a brief overview of what "sweepstakes" betting is. Remember the McDonald's Monopoly game? You buy something that is not a lottery ticket (food) and they give you a lottery ticket where you can win free fries or some money.
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A dozen startups have launched or pivoted, taking advantage of what they see as a goldmine of legislative loopholes. What's going to happen to these companies? Are there generalizable rules to when pushing the regulatory envelope can work?
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A few months later, they pivoted and were suddenly able to launch a quasi-legal sports-book in 40+ states, including California, Florida, New York, and Texas. They are not alone.
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I've been mulling this over as I've seen the rapid rise of online sweepstakes-based sports betting sites. I met a sports-book founder in February who was going through the insanely arduous process of getting licensed state-by-state.
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Other companies - Napster, Cerebral, Juul - got big, only to collapse underneath the laws they broke. Why are some gray-area companies able to reach escape velocity while others crash and burn?
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Startups are known for moving fast and breaking things. Sometimes, the things broken are rules, and sometimes, it works. Uber, DraftKings, and Airbnb famously stretched and skirted laws, ultimately reaching a size where they were able to lobby and push for legitimization.
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Excited to do more great work with more great people. Come join the team!
job-boards.greenhouse.io
Healthie has moved to Kula! Please find our updated position openings at: https://careers.kula.ai/gethealthie
🚀 Proud day for Healthie announcing an oversubscribed $23M Series B with 25K+ clinicians using Healthie. There's more: ✅ HITRUST certification ✅ 10M+ appointments booked on platform ✅ 1B+ API calls/month We're just getting started. Learn more here:
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Only NYTW event I attended, and it was a great one! Thanks @temnco (and all the dealers, players, and host @novig_app). Had a ton of fun.
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Could not be more proud to be the very first check investor in @GetHealthie. @EricaAJain and @klinskyc are absolute stars. They are building the next great health infrastructure company - a real platform with incredible reach and incredible impact!
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