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/