November 2, 2026

#363: Dustin Freckleton, Founder & CEO of Happy Health

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Today, I’m joined by Dustin Freckleton, founder & CEO of Happy Health.

A dark horse in the wearables race, Happy Health’s FDA-cleared smart ring is designed to catch issues early and connect users with doctors for treatment.

In this episode, we discuss shifting healthcare from hospital to home.

We also cover:

  • Cracking cuffless blood pressure monitoring
  • N-of-1 AI algorithms and hyper-personalization
  • Unlocking insurance coverage to expand access

The Fitt Insider Podcast is brought to you by EGYM. Visit EGYM.com to learn more about its smart fitness ecosystem for fitness and health facilities.


Chapters:
(00:00) Introduction
(01:22) Happy Health mission
(02:30) Three-part platform explained
(04:00) Why start with medical device approach
(05:00) N-of-1 algorithm
(08:00) Personalizing the experience
(12:15) Role of physicians
(17:45) Recent milestones
(19:30) Building under the radar
(22:00) Business model and insurance coverage
(24:30) Blood pressure breakthrough
(27:30) Why Happy solved what others couldn’t
(30:45) Multi-channel distribution strategy
(32:00) Measuring what matters
(36:15) Future of healthcare: data not models
(40:15) Conclusion

Strategic intelligence for the future of health.

We break down how fitness, wellness, and healthcare are converging — and what it means for business, culture, and capital.

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