From Interview: Oscar Health CEO Mark Bertolini · · Asymmetric Investing by Travis Hoium
“We're now getting clear of that. Um you can see that in the in the PEs on all the insurance companies. And so I think this idea that Americans are fed up with the way they get coverage today and they want something different. We are now free to invest and to focus on those things, particularly with ECRA. And I was in Washington yesterday talking about the regulatory changes we need on HSAs to create this shift so that we can move faster. We want a competitive market for every American to get what they want and the ability to understand what they're paying for.”
On , Mark Bertolini, Former Chairman & Chief Executive Officer at AETNA INC, spoke about regulatory reform during Interview: Oscar Health CEO Mark Bertolini on Asymmetric Investing by Travis Hoium.
Mark Bertolini, CEO of Oscar Health, has been discussing the company's technology-driven approach to health insurance and advocating for changes to the U.S. healthcare system. In a May 2026 interview, he described Oscar as a "tech-first insurance company" that is "digitally native" with a single platform and data set, and stated that the company uses over 40 large language models and three agentic AI bots. He said Oscar operates solely in the ACA marketplace, covering about 3 million lives across 21 states, and noted that the company has reduced operating costs by a billion dollars while growing from 750,000 to 3.5 million members with the same number of employees. Bertolini argued that Americans are "fed up" with current coverage and that the shift from defined benefit to defined contribution models, such as ICHRA, will happen faster than the transition from pensions to 401(k)s. In a February 2026 conversation, Bertolini criticized the current health insurance model, saying it "conflates financing with investment" and that healthcare is the most expensive household line item with no consumer shopping ability. He proposed separating financing from investment through Roth IRA-like HSA accounts, allowing individuals to buy networks and plan designs that fit their circumstances. Bertolini also discussed his personal experience as a caregiver for his son, who was diagnosed with terminal cancer, and said this informed his perspective. He highlighted a new platform called Lucie, which aims to create a shopping experience for healthcare, and noted that six states have passed legislation to support this model.