$4M/yr SaaS Founder: How To Add $100,000 in ARR Every Month




*Flossy revenue, pricing, and growth breakdown (2026)* Flossy is a verticalized AI receptionist platform helping dental practices automate patient scheduling, engagement, and inbound phone calls. The company serves between 300 and 500 dental brands across nearly 1,000 locations, generating approximately $4 million in ARR. Miles Beckett breaks down Flossy's massive pivot from a dental discount plan into a high-growth AI booking agent adding up to $100,000 in new ARR each month. He explains their enterprise sales motion into private equity-backed dental roll-ups, surviving the 2020 lockdowns, and the hard reality of cutting a team down to 8 people before scaling back up. --- *In this episode:* - Pivoting a $15 million Series A business model into vertical AI - Growing revenue by 60 to 70 percent month over month - Selling $500 monthly location subscriptions to PE-backed DSOs - The reality of firing 30 people to right-size the company burn - Why a purpose-built scheduling agent beats generic SaaS tools --- šŸ‘‰ *Get funding at Founderpath:* https://founderpath.com/ --- *Flossy Key Metrics (2026)* *Revenue:* Approaching $4M ARR *Customers:* 300 to 500 dental brands (1,000 locations) *Product:* AI receptionist for dental patient booking (Fiona) *Pricing:* $500 per month per location *Funding:* $3M Seed, $15M Series A --- *How Flossy is Growing:* - Top-down enterprise sales to private equity-backed dental roll-ups - In-person networking at industry and surgery center conferences - Leveraging existing dental network relationships from prior business models - Multi-location land-and-expand rollouts within large conglomerates --- *Subscribe for more SaaS revenue breakdowns:* *Spotify:* https://open.spotify.com/show/3AA9buFn8oxJf8WSDOUks5 *Apple Podcasts:* https://podcasts.apple.com/us/podcast/saas-interviews-with-ceos-startups-founders/id1023761733 *Visit:* https://getlatka.com/companies/flipcx --- *Timestamps:* 00:00 The 2020 dental discount plan launch 02:05 Pivoting to the Fiona AI receptionist 02:44 Charging 500 dollars per location 03:00 Selling to PE-backed dental networks 05:14 Scaling to 500 dental brands 05:59 Why vertical AI beats generic chatbots 08:21 Raising a 3 million seed round 09:48 Securing the 15 million Series A 13:21 Surviving layoffs and rebuilding teams 14:14 Hitting 4 million in ARR --- #saas #ai #aiagents #startups #revenue #arr #customerexperience

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