# How Flossy Reached $4M ARR With AI Dental Receptionists

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Text version: https://stenobird.com/podcast/saas-interviews-with-ceos-startups-founders-46902/how-flossy-reached-4m-arr-with-ai-dental-receptionists.md
Podcast: [SaaS Interviews with CEOs, Startups, Founders](https://stenobird.com/podcast/saas-interviews-with-ceos-startups-founders-46902)
Published: 2026-04-29T12:00:00+00:00
Episode link: https://nathanlatkathetop.libsyn.com/how-flossy-reached-4m-arr-with-ai-dental-receptionists
Audio file: https://podtrac.com/pts/redirect.mp3/traffic.libsyn.com/secure/nathanlatkathetop/Flossy-AI-SaaS-Episode.mp3?dest-id=284781
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Duration seconds: 1060

## Resource

How do you survive shutting down during the pandemic, pivot a heavily funded business model, and rebuild a team of 8 into a $4M ARR AI powerhouse? Miles Beckett is the CEO of Flossy, a verticalized AI receptionist that automates patient booking and engagement for dental practices. After successfully building and exiting two previous startups for tens of millions, Miles raised a $15M Series A for a dental discount plan. When the market shifted, he pivoted the company entirely to voice AI, made hard cuts to the team, and found explosive product-market fit. Today, Flossy is growing 60 to 70 percent month over month. You'll learn: Why vertical AI agents beat general tools like Intercom How to sell $500/month software to PE-backed roll-ups The reality of firing 30 people to save a company's burn rate How a $1 million breakup fee saved a past acquisition deal Why they rejected a theoretical $40 million buyout The math behind adding $100,000 in new ARR each month How they used a $3M seed round to survive 2020 lockdowns The mechanics of multi-location enterprise SaaS deals Miles is a seasoned operator who previously built and sold Equal to Everyday Health for $30M, and Silver Sheet to AMN Healthcare, before diving into the dental tech space. Watch this episode on YouTube: https://www.youtube.com/watch?v=U2RAjHVdHZM Connect with Miles: https://www.flossy.com/ Connect with Nathan: https://founderpath.com/

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