The Reserv founding leader treats urgency as a discipline, rest as part of the job, and kindness as operating infrastructure. His route from a Dartmouth fundraiser to a 600-person insurtech suggests that speed works best when trust gets there first.

A student app, a million-naira prize and one well-timed pivot led Henry Mascot to the unglamorous machinery beneath insurance. Now he is asking how much of a company can run at software speed.

The Avallon co-founder moved from machine-learning research and fleet operations into one of business software's least glamorous rooms: the insurance claims back office. His company's agents handle calls, emails, documents and data entry so adjusters can spend more time resolving cases.

After years inside enterprise software and insurance operations, Singh made a narrow bet: AI earns its place when it can resolve the routine work, respect the rules, and know when a person should take over.

He learned the cost of dental paperwork from the back office, then studied the clinic and the code. Retrace is his attempt to make a claim behave less like a mystery and more like a transaction.
Mike Greene is the CEO and co-founder of Hi Marley, a Boston-based insurtech company building an intelligent SMS communication platform for property and casualty insurance carriers. A repeat founder who previously built and sold Futurity Group to Aon, Greene has spent his career trying to make insurance communication less frustrating and more human, working with 13 of the top 30 P&C carriers.
Steven Greene is the co-founder and CEO of Standard Practice, a New York voice-AI startup that automates the endless phone calls medical billing teams make to insurance companies. A reformed Goldman Sachs healthcare M&A banker turned operator, he built and rebranded the company from its original incarnation, Nibble Health, after watching healthcare workers burn roughly 4.5 hours a day on hold. Backed by $8.5M from Wing, Tiger Global, A* Capital and Expa, Greene is trying to give revenue cycle teams their time, and their money, back.
Bill Henderson is a healthcare growth executive with 35+ years across dental, vision, Medicaid, Medicare, and chronic care management. He spent 15 years at LIBERTY Dental Plan, where he grew the business to more than $900 million in sales and over 6 million covered lives across all 50 states. After serving as Chief Growth Officer at Vheda Health, he was named Strategic Advisor to the CEO of LightSpun, the AI-powered dental insurance administration platform formerly known as 32Health, in April 2026, where he leads national growth strategy and payer partnerships.
Natasha Alexeeva is the Founder and CEO of Friendly, a San Francisco-based enterprise AI company that automates insurance underwriting, claims processing, and reinsurance treaty analysis using deep learning. Originally from Moscow, she holds a CS degree from Lomonosov Moscow State University and an MBA from Stanford. Before Friendly, she pioneered EMR-integrated asynchronous telemedicine as founder of GoGoHealth and led new service incubation at Amazon Web Services. Her platform processes 7,000 pages per hour at 95% accuracy, delivering the 85% efficiency gains she's made her personal mission.