How a Side Hustle Evolved Into One of the Largest HSA Providers

Challenges in healthcare impact every player—payers, HSA providers, and patients. What’s the modern-day answer to rising costs and better care? It’s a complex answer, and Steve Neeleman, Founder & Vice Chairman of HealthEquity, spoke with I Don’t Care host Kevin Stevenson on the topic.

After working for Southwest Airlines, Neeleman graduated from medical school and served as a trauma surgeon. At the same time, he started HealthEquity. “The question was why don’t we treat our customers, patients, the same way we did at Southwest. The notion became consumer-directed healthcare, opening up opportunities for them to make better choices.”

Personal health issues also sparked the ideas around managing health savings accounts (HSAs). He and his daughter faced these, with high out-of-pocket costs. Something that many insured people experience every day.

“HIPAA had a pilot program for HSAs and then extended it. It’s your money, and you don’t pay taxes on it. It functions like a 401K,” Neeleman explained.

Neeleman described the future of HSA providers and healthcare spending, citing its need to connect with centers of excellence. He recalled that after passing his surgical boards, he wasn’t an expert at every surgery because medicine is complicated. “Centers of excellence have completed a procedure many times. If you marry that with consumer-directed healthcare, payers will direct patients there because it saves money, and the quality of care is better.”

Educating patients about health savings account and concepts of navigating their healthcare is part of the equation. Neeleman also speaks to doctors about them. “Doctors are trying to embrace consumerism. They didn’t use to have to be attractive to get patients.”

More Stories Like This:

Transforming How Lower-Middle Market Healthcare Firms are Represented

Which Innovations Are Set to Transform the Medical Device Market?

Regulation F Brings New Regulations to Debt Collection. Here’s How It Impacts Healthcare.

Follow us on social media for the latest updates in B2B!

Image

Latest

career
What to Do When Your Career Feels Stuck: Invest in Yourself, Stay Intentional, and Build the Right Network
April 29, 2026

Work doesn’t feel the way it used to. Between new tech, changing expectations, and the constant pressure to keep up, a lot of people—even those who look successful on paper—are quietly wondering what’s next. In fact, recent workforce studies suggest a large share of employees feel disengaged or uncertain about their next move, despite…

Read More
Rural School
How Rural Schools Are Redefining School Safety Through Relationships and Proactive Systems
April 28, 2026

On Principles of Change, a podcast by Raptor Technologies, host Dr. Amy Grosso sits down with Dr. Miguel Salazar, principal of Sundown Middle School in Sundown, Texas, to explore how one rural district is redefining school safety through culture, systems, and human connection. Together, they unpack how proactive frameworks, community values, and intentional relationship-building can…

Read More
StudentSafe
Understanding Raptor StudentSafe
April 28, 2026

In this episode of School Safety Today, host Dr. Amy Grosso speaks with Chris Noell, Chief Product Officer at Raptor Technologies, and Will Durgin, Director of Student Well-Being, about the vision behind StudentSafe and how it helps schools move from reactive responses to proactive student support. Together, they emphasize that safer schools depend on giving staff…

Read More
school safety
Going Slow to Go Fast in School Safety Leadership
April 28, 2026

In this episode of the Principles of Change podcast, presented by Raptor Technologies, host Dr. Amy Grosso talks with Tim Dykes, Assistant Principal for Culture and Climate at York Community High School in Elmhurst, Illinois. The conversation highlights how strong relationships, student voice, and steady long-term leadership can help schools build environments where people feel…

Read More