Katelyn Gleason

Spotlight on the one and only Katelyn Gleason, this total badass in healthcare tech. So, she’s the CEO and founder of Eligible, a company that’s basically fixing the mess in healthcare billing and insurance. You know how crazy complicated and expensive that shit is? Yeah, she’s crushing it there.

But here’s the wild part, her process is straight-up movie material. Katelyn didn’t start out in tech or biz. She was actually a stage actress in New York, doing the whole acting thing. Can you imagine? From playing roles on stage to building a company that’s saving people millions? No cap, that’s some advanced pivot.

Before Eligible, she worked at DrChrono, a medical records startup, where she was deep in the trenches helping launch products through Y Combinator. That’s where she saw first-hand how broken healthcare billing is, like, the inefficiencies are nuts. That moment lit a fire in her, and she realized she could actually do something about it. So, she jumped into the startup world, self-taught herself tech and business along the way, and founded Eligible.

And get this, she raised over $25 million from some heavy hitters like the CEOs of Dropbox, Reddit, and AngelList. These guys don’t throw money around for nothing. Major healthcare giants like Cleveland Clinic, RadNet, Heal, Zocdoc, and Phreesia are already using her stuff. She’s not just building another startup; she’s changing the game.

What’s crazy is her motivation, she’s all about making real impact, about helping people avoid surprise bills and shitty surprises in healthcare. She’s not in it for the fame or the money alone, even though she’s crushed those too. She’s driven by a desire to fix something she saw was broken and to make healthcare work better for everyone.

So, what does this say about her? It’s pretty clear she’s a relentless learner, super resilient, and refuses to accept bullshit. From acting to sales to tech, she’s jumped into every role with passion. She’s proof that you don’t need to be born into tech to succeed, if you see a problem, learn what you gotta learn, and go all in.

Bottom line? Katelyn Gleason is one of those founders who saw a massive problem, refused to accept the status quo, and built something that actually matters. She’s a reminder that real change comes from people who care enough to jump into the mess and fix it. She’s the real deal.