
How AI Is Reshaping the Career Apprenticeship Model
AI is compressing the apprenticeship model — and raising a real question about how early-career professionals build judgment when the mechanics get automated.




Co-founder of Healthcare.com. I think about markets, incentives, and the systems that make companies scale. Writing about healthcare, startups, growth marketing, and more.

Serial entrepreneur with two decades building companies at the intersection of healthcare, insurance, and technology. Currently co-founder of Healthcare.com, previously co-founded BrokersWeb (Inc. 500 twice). Background in investment banking and venture capital.
This blog is where I think out loud about healthcare markets, insurance, technology, and what it’s like to build a company.

AI is compressing the apprenticeship model — and raising a real question about how early-career professionals build judgment when the mechanics get automated.

The uninsured population in 2026 is different. It's less about access and more about affordability and behavior.

When growth is tied to temporary enrollment mechanics, capital flows quickly — and exits quickly when conditions change.
Healthcare pricing has three unknowns: who provides the service, who submits the bill, and who pays for it. Reference-based pricing emerged as a practical response to this structural opacity.
We've known for years that enhanced ACA subsidies would expire. And yet, millions of consumers face massive premium increases with little clarity from policymakers.
An FT Partners CEO interview with HealthCare.com co-founder Howard Yeh discussing digital insurance distribution, Medicare growth, and building a data-driven customer acquisition platform.
The economics, policy, and business of healthcare and insurance markets.
Read posts →How technology is reshaping insurance distribution, underwriting, and the customer experience.
Read posts →How incentive structures shape markets, companies, and decisions.
Read posts →Strategies and shifts in how companies find and convert customers in a digital world.
Read posts →Lessons, observations, and stories from building companies over two decades.
Read posts →Personal stories and learning from others.
Read posts →There are a few of us out there, and they are doing some awesome things. If Google sent you to the wrong one, here's a quick directory of other Howard Yehs.
The Digital Creator
New York City
A content creator in NYC whom I've yet to meet. Howard, if you're reading this — coffee's on me.
The Oncologist
California
A highly accomplished oncology doctor doing important work in cancer care. The Howard Yeh saving lives.
View profile →The Pharmacist
Los Angeles area
A rising pharmacist making moves in the LA area. The Howard Yeh your doctor calls.