·5 min read·Founder Notes
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.
Blog
Posts on healthcare markets, insurance, technology, startups, and building companies.
·6 min read·Healthcare & Insurance, Markets & Incentives
Why Reference-Based Pricing Exists: The Three Unknowns of Healthcare Pricing
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.
·5 min read·Healthcare & Insurance
The 2026 Class of Healthcare's Uninsured
The uninsured population in 2026 is different. It's less about access and more about affordability and behavior.
·4 min read·Healthcare & Insurance, Markets & Incentives
Reflections on Incentives, Growth, and the 2026 Shift in ACA & Medicare Advantage
When growth is tied to temporary enrollment mechanics, capital flows quickly — and exits quickly when conditions change.
·1 min read·Healthcare & Insurance
A Slow-Moving Accident: The Expiration of ACA Subsidies
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.
·8 min read·InsurTech & Innovation
FT Partners CEO Interview: Howard Yeh on Building HealthCare.com and the Future of Digital Insurance Distribution
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.
·3 min read·Founder Notes
Companies in the Fast Lane: Creating a Speed Culture
Why some teams and companies move faster than others — and how speed becomes a competitive advantage.
·3 min read·Founder Notes
Keeping a "WoW" List for Your Team
A simple practice for recognizing great work and keeping your team motivated.
·4 min read·Founder Notes
An Interpretation of "Desperado" for Startups
What the Eagles classic has to say about founders, risk, and knowing when to let people in.
·6 min read·Founder Notes
20 Rules for High-Metabolism Conversion Optimization Teams
Conversion optimization principles to keep your team running at constant motion.
·5 min read·Founder Notes
Jeff Bezos on Making High-Quality, High-Velocity Decisions
Lessons from Bezos's 2016 letter to shareholders on decision-making speed and quality.
·11 min read·Healthcare & Insurance
The Economic Realities of Obamacare
An analysis of the economic forces and structural challenges facing the Affordable Care Act.
·8 min read·Founder Notes
The Philadelphia 76ers, Sam Hinkie and the Long Game
What Sam Hinkie's bold strategy with the 76ers teaches us about patience, conviction, and playing the long game.
·6 min read·AI, Distribution & Customer Acquisition
Google's Gonna Stop Showing AdWords Ads on the Right Side of Results
What Google's decision to remove right-side ads means for advertisers, CPCs, and customer acquisition.
·1 min read·Founder Notes
Working Remotely in Startup Teams
The realities, tradeoffs, and best practices of remote work in early-stage startup teams.
·5 min read·Founder Notes
Zenefits — Like Starting Over
What Zenefits' implosion reveals about growth-at-all-costs culture and the hard work of rebuilding.
·4 min read·Founder Notes
Getting Through a Startup's First Year (and finding your one thing)
Surviving year one means finding the one thing that matters and relentlessly focusing on it.