From Machine Learning to AI Agents: Stefano Rosa on Building the Future of Healthcare Automation

From Machine Learning to AI Agents: Stefano Rosa on Building the Future of Healthcare Automation

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Stefano Rosa has built his career around one question: how can emerging technology solve problems that existing systems were never designed to handle? His path has taken him from a small town in Italy to studying artificial intelligence and robotics in the UK, biomedical engineering at Imperial College London, machine learning and computational biology research, and eventually entrepreneurship.

That combination of technical depth and firsthand startup experience now informs his work as co-founder of Choose Serene, where he is developing AI-powered automation for some of healthcare’s most persistent administrative challenges. Rather than focusing on AI as a conversational tool, Rosa is betting on a new generation of intelligent agents capable of working across fragmented healthcare systems and completing complex workflows autonomously.

In this interview with Analytics Insight, Rosa discusses the evolution of his thinking from research to entrepreneurship, the lessons he learned while building and scaling companies, why sales matters as much as product, and how AI agents could fundamentally change the way healthcare operates.

Q

What inspired you to move from Italy to the UK and pursue AI and robotics? 

A

I like to remember that what really kick-started everything was reading Ray Kurzweil's How to Create a Mind. The book came out in 2012, but I picked it up in 2017. It planted this idea in my head that intelligence itself could be engineered, and that we were already on that path.

And people at DeepMind were already showing the first signs of this idea. There was DQN learning to play Atari games straight from raw pixels, and then, right around when I read the book, AlphaGo beat Go, a game everyone thought was decades away from falling to a machine.

So I started looking for where I could actually study it properly. Back then, the UK stood out; it had a handful of universities that offered AI as its own undergraduate degree, which was genuinely rare at the time. That was enough to make me pack up and move.

Q

How would you describe your journey from machine learning research to entrepreneurship in one sentence? 

A

Research is about invention, finding the gaps in what we understand; entrepreneurship is about innovation, finding the gaps between people and the solutions they need

Q

You have worked across AI, neuroscience, biology, and biomedical engineering. How have these interdisciplinary experiences shaped the way you approach complex problems?

A

The experiences have taught me how to solve problems where the answer isn’t obvious, and the data is never perfect.

That’s been very useful as a founder. In healthcare, real-world workflows are messy. There are edge cases, broken processes, missing information, and systems that don’t always work as intended. I’ve learned not to design for the ideal case, but for what actually happens in practice.

At Serene, that means we spend a lot of time understanding where things can fail and building around those realities from the start. My background has made me comfortable moving between technical details and the bigger problem we’re trying to solve, and making decisions even when we don’t have perfect information.

Q

What was the most valuable lesson you learned while working as a Data Scientist at dunnhumby? 

A

The most valuable lesson was learning to explain any idea in three sentences or less

Q

You built Wiredhub to over 600k in revenue with a team of eight. What were the key factors behind that growth? 

A

I’d say the biggest factors were perseverance, having a strong team, and being very focused on sales.

We also had a product that solved a real problem. We listened closely to customers, kept improving it, and made sure the product got better over time rather than standing still.

Customer loyalty was also a major driver of growth. Many customers stayed with us and kept buying, giving us a strong base to build on.

And honestly, we were just very persistent. With a team of eight, everyone had to contribute, move fast, and keep pushing even when things were difficult.

Q

What does “building” mean to you personally? 

A

I love taking an idea in my head and turning it into something people can actually use, see, or experience. Especially with technology, there’s something exciting about creating a tool or product that works well, looks good, and makes someone say, “wow.”

Building also means caring about the craft. Learning the tools, practicing for years, and paying attention to small details that most people may never notice but that make the final result feel right.

Q

Your journey includes both business growth and the challenge of not finding product-market fit. How did those contrasting experiences influence your mindset as a founder? 

A

Pre-PMF, you're in discovery mode. The goal is to generate noise. You do things even the hard way specifically because each one generates data you can use to triangulate toward what actually works. You need to generate noise to find patterns and figure out which direction to actually go.

Growth is the opposite mode entirely. Once you have that signal, the job shifts to systems — thinking in terms of variables, processes, and feedback loops you can actually tune. It becomes about relentless optimization instead of relentless experimentation.

Q

What is one mistake that has made you a better entrepreneur? 

A

I used to underweight sales, assuming a great product would just sell itself. But that is more the exception than the norm. Getting that wrong taught me that sales and product are equally important and go hand in hand. Product is about making the “impossible” possible, and sales is about informing what 'possible' should actually look like

Q

You are now building in San Francisco at the intersection of AI and biomedical engineering. What major opportunity do you believe is still being overlooked in these fields? 

A

People when asked about AI, think of ChatGPT. But there is a new type of AI coming. A type that can actually use existing software and complete work the way a person does.

This is especially important in healthcare, where systems are notoriously fragmented. So much work still happens across legacy systems, insurance portals, EHRs, spreadsheets, and other tools that don’t work well together. Today, people spend a huge amount of time manually moving information between these systems.

I believe we are just at the beginning of a new type of product, and at Serene, we’re building intelligent agents that can take on complex administrative workflows and actually complete the work. Not just drafting a letter of medical necessity or suggesting how to respond to a denied claim, but handling that last mile between systems: logging in, moving information, submitting the work, and following it through.

Q

What legacy or long-term impact do you hope to create through the technologies and companies you build?

A

I hope the technologies and companies I build have a real, lasting impact. In 10 years, I want to look back and know that what my team and I built helped millions of people live better lives, either directly or by making other important technologies possible.

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