Today we’d like to introduce you to Olema Casuso.
Hi Olema, we’re thrilled to have a chance to learn your story today. So, before we get into specifics, maybe you can briefly walk us through how you got to where you are today?
I came to the United States from Cuba in 2009, at 26 years old. I had a computer science degree, a lot of ambition, and almost no English.
My first job in Miami was in a factory, packing vegetables. I had an engineering degree and I was packing vegetables. But I didn’t see it as failure, I saw it as the starting point. Miami’s Cuban community is tight, and within a few months a friend recommended me to her company. Six months after landing in this country, I was working in software engineering. I’ve been building things ever since.
Today I’m a software engineering manager. But the idea for CoverageSight didn’t come from tech, it came from my son.
He was receiving speech therapy. I had insurance. I paid my copays every visit. Then the bills started coming. I checked with the clinic – the front desk said everything looked fine. So I ignored the letters. Eventually I was sent to collections.
When I finally dug into it, I found out the clinic had written off the charges entirely. They never got paid. They just lost the money, and somehow I was still getting collection notices for a bill that wasn’t even mine to pay.
That experience sent me down a rabbit hole. I started researching how clinics get paid, why claims get denied, and where the system breaks down. What I found was a gap hiding in plain sight: the window between scheduling a visit and the visit actually happening. That’s where the damage starts, and almost nobody is watching it.
That’s why I built CoverageSight.
Can you talk to us a bit about the challenges and lessons you’ve learned along the way. Looking back would you say it’s been easy or smooth in retrospect?
It has not been a smooth road.
The first wall I hit was the language -not English, but healthcare. Terms like prior authorization, payer, clearinghouse, eligibility verification, AR…. none of it was intuitive to me. I’m a software engineer. I think in systems and code. Healthcare billing has its own logic and its own vocabulary, and learning it from the outside while building a product around it was humbling.
The second challenge was not knowing if the problem was even real beyond my own experience. Research can only tell you so much. It wasn’t until I walked into PPC – Private Practice Connection – meetup in South Florida and started talking to clinic owners that I felt the ground under my feet. They confirmed it immediately. This was a real operational problem they were living with. That room changed everything for me.
And honestly… I still have doubt. I’m in the early stages. I have pilot clinics, I have real feedback, but doubt doesn’t disappear just because you’re making progress. What keeps me going is a deep conviction that automation is the answer to this problem. Clinics are losing money not because they don’t care, but because they’re doing everything manually, and manual processes miss things. The technology to catch these risks before they become denials already exists. It just hasn’t been put in the right place yet. That’s what I’m building.
As you know, we’re big fans of CoverageSight. For our readers who might not be as familiar what can you tell them about the brand?
CoverageSight is a pre-visit insurance risk detection service built for small outpatient clinics: physical therapy, occupational therapy, speech therapy, and even primary care practices.
Most clinics verify that a patient has insurance before a visit. What they often miss are the deeper risks: an authorization that expired, a visit limit already exhausted, a referral that was never filed. Those details don’t surface until after the visit happens and the claim gets denied. By then, recovering that revenue is difficult and sometimes impossible.
CoverageSight solves that by scanning a clinic’s next-day appointment schedule every night, checking each visit against the patient’s insurance in real time, and sending the front desk staff a clear action list before the morning begins. Not a report to interpret. A list of exactly which visits are at risk and what needs to be done before the patient walks in.
What sets CoverageSight apart is timing. We operate in the window between scheduling and the visit, the last point where the problem is still reversible. That’s where we live, and that’s where we focus.
We’re currently enrolling pilot clinics in South Florida. You can find more details at www.coveragesight.com.
Are there any apps, books, podcasts, blogs or other resources you think our readers should check out?
I’m a big audiobook person. A few that have stayed with me: Radical Candor, Extreme Ownership, The Courage to Be Disliked, Cues, Girl Stop Apologizing, and The Power of Discipline. They cover leadership, communication, and mindset… all things I need as someone building a company while working full time.
For podcasts, I keep coming back to The Mel Robbins Podcast and TED Talks. Both have a way of making you feel like action is possible, even on the days when doubt is louder than momentum.
On the app side: Claude, ChatGPT, and Gemini are daily tools for me. Canva keeps my ideas looking sharp. And honestly, some of the apps I use most are the ones I built myself.
Contact Info:
- Website: https://www.coveragesight.com
- Instagram: https://www.instagram.com/coveragesight
