Miles Beckett didn’t follow the typical founder trajectory. Trained as a medical doctor and former surgery resident, he left clinical medicine nearly two decades ago to chase something few in healthcare dared to at the time: the rapidly forming tech frontier. His first breakout moment came not from a clinic, but from the early chaos of YouTube, where he co-created the internet’s first viral web series and the top channel on the platform from 2006 to 2008.
What followed was a series of startups, including the healthcare credentialing company Silversheet, which he later sold to AMN Healthcare. Today, Beckett is behind Flossy, an AI-powered company aiming to fix a surprising pain point in dental practices: the front desk.
At first glance, it’s easy to overlook just how critical reception is in dental operations. But missed calls, long hold times, and overworked front office staff are revenue killers. Beckett’s insight came from Flossy’s early days as a dental marketplace that connected patients with dentists based on cost and availability. As they built tools to estimate treatment pricing, his team uncovered that practices were hemorrhaging opportunities simply because no one was picking up the phone.
That realization spurred a dramatic pivot. Flossy shifted from patient acquisition into AI automation, focusing on building intelligent voice agents that could handle scheduling, patient inquiries, and insurance information — without ever placing a caller on hold. Their flagship agent, Fiona, isn’t just a chatbot with a headset. She’s designed to replace voicemail systems, manage after-hours calls, and triage overflow during the day. The impact? Instead of 70% of calls hitting voicemail and going nowhere, practices now retain those opportunities and convert them to booked appointments.
Fiona’s performance is already surpassing the national average for human receptionists, and her cost, at less than a dollar per hour, makes her almost impossible to compete with on economics alone. Some practices have even opted to make Fiona the first point of contact, removing human reception from the phone altogether. For those juggling VoIP systems, insurance inquiries, and patient FAQs, the AI agent offers 24/7 support with a consistently high-quality experience.
What’s equally compelling is how Beckett and his team are building Flossy. With development cycles accelerated by AI coding assistants like Cursor and Windsor, they built a production-ready product in just 45 days. And unlike many tech startups that struggle to find product-market fit, Flossy launched with a clear customer pain point and a scalable solution. In just a month and a half, they’ve already onboarded over 50 practices, with multi-location dental service organizations (DSOs) contributing to rapid growth.
But the vision doesn’t stop with answering phones. The roadmap includes expanding Fiona’s capabilities to process insurance verifications, manage billing, and even help patients secure financing. Additional AI agents for internal business intelligence and team performance are also in the works.
Beckett sees this moment as a generational shift, not just for dental practices, but for the broader trajectory of AI adoption. With tightly controlled prompts and vertical-specific models, he believes specialized AI agents are the most practical way forward, especially in fields like healthcare where trust and accuracy are paramount.
For now, Flossy is doubling down on dental, but the foundation it’s building — fast, functional AI trained for real-world workflows — could easily echo across other sectors. And if Beckett’s track record is any indication, the next wave of transformation might already be underway.
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