Overtoom: 70% of small US healthcare practices are still paid on paper
Stein Overtoom · “Every small business should run itself” | Lassie with a16z · Jul 29, 2026 · at 53:54
Stein Overtoom, co-founder of Lassie, explains why medical and dental billing automation historically lagged due to paper check and physical invoice workflows.
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“I think the stats are 70% are still paid on paper. And it's going through this massive, like, digitization revolution right now, because federal inflection point, that's regulatory.”
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More from Stein Overtoom
Overtoom: Lassie charges five figures for an agent doing 30 hours monthly
“We are already charging five figures for kind of like this first agent that only does 30 hours of labor a month.”
Overtoom: Lassie's first agent achieves a 98% automation rate
“For the first agent, 98% of the work and then there's a sliver left. And then the interesting thing that we have thousands of staffers that are basically giving us input. On how to make that appeal that the agent currently cannot do.”
Overtoom: Demand for dentists and plumbers is double current supply capacity
“If you just look at the dental practice, but the same applies to try to find a good plumber there's just like twice as much demand that currently can be supplied.”
Overtoom: Hundreds of thousands of small practices handle billing manually
“There are, like, hundreds of thousands of these small businesses that literally, like, do this all by hand.”
Overtoom: US dental automation is a $1B recurring revenue market
“Serving that market first, you're looking at a one billion dollars in like a recurring revenue as a market.”
Overtoom: All small businesses share the exact same core administrative workflows
“All small businesses at an abstract level, Like have a system of record they need to read and write into. They all have customers in doctor offices. They happen to be patients, but it's interacting and transacting around payments. You need to book appointments…”