Achievements
- Founded Hipmob, a Y Combinator W12 startup, revolutionizing customer communication for mobile devs
- Served as Chief Product Officer at Carbon Health, improving healthcare tech accessibility
- Co-founded Substrate, an AI-driven healthcare billing automation platform
- Helped launch the Cash Card as a founding product manager at Cash App (Square)
- Built products in heavily regulated industries like healthcare and finance, proving deep industry expertise
- Active angel investor, constantly scouting and supporting early-stage startups
The deal with Olufemi Omojola
Yo, have you heard of Olufemi Omojola? The guy’s a straight-up serial entrepreneur and product wizard. He’s that dude who’s jumped into everything that’s hot in tech and actually crushed it every time.
So, he started out in YC W12, yeah, back in that batch, which is basically the varsity of startups. His first big thing was Hipmob, a super slick platform for mobile devs to handle customer communication. That’s where he cut his teeth, building tools for iOS and Android, making life easier for developers who wanna talk to their users without the bullshit.
But he didn’t stop there. Olufemi’s been in some heavy hitters, Rocket Insights, SoundTag, United Villages. These aren’t just random gigs; they show he’s deeply into product, especially in spaces that are kinda complicated, like healthcare and finance. For example, he was the Chief Product Officer at Carbon Health, which is all about making healthcare tech better and more accessible. That’s no joke, healthcare is heavily regulated, and building products there takes serious smarts and guts.
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Talk to herAnd get this, he co-founded Substrate, an AI company tackling medical billing automation. That’s some advanced shit. Automating healthcare admin work? That’s not only smart, but also shows he’s got a real passion for using tech to fix real-world problems. It’s like he jumps into these big, complex industries and finds ways to make them better with product and AI.
He’s also got some serious VC cred, was a founding product manager at Cash App, helping launch the Cash Card. That’s a huge deal. It’s like he’s seen what it takes to get a product from zero to hero in the fintech space. And he’s not just about building, he’s an active angel investor now, always on the lookout for the future trend, always deep in the weeds with startups. His hands-on leadership and deep product thinking? No cap, it’s what makes him the real deal.
So, what’s his story telling us? Olufemi’s all about building in the hard spaces. If it’s regulated or complex, that’s where he thrives. His process screams that he’s motivated by solving big problems, not just making quick cash. He’s the kind of guy who jumps into the messiest industries and figures out how to turn them into something useful through tech. That’s what makes him so important, he’s not afraid to take on the hard work, and he’s got the track record to prove it.
Basically, if you wanna know who’s shaping the future of startup tech and healthcare automation, Olufemi’s that dude. No bullshit.

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