We're on a mission to make small businesses the best place in the world to work
Small business owners shouldn't have to choose between taking care of their people and taking care of their budget.
Health benefits shouldn't be this hard
Small businesses shouldn't have to
Become insurance experts
Spend weeks trying to find a health plan their employees like and that they can afford
Force one plan on everyone
Absorb double-digit premium increases every year
Small businesses deserve
Benefits that work at any size
Real control over their budget
Genuine choice for employees
A simple path to offering coverage
We didn't start StretchDollar to build another insurance company
Marshall and Kaiza first met while helping small businesses at Gusto. Over the years, they heard the same frustration again and again:
"I want to offer health benefits. I just can't make traditional group insurance work."
Sometimes it was too expensive. Sometimes the team was too small. Sometimes employees needed completely different types of coverage.
The desire was always there. The options weren't.
After spending years in payroll, benefits, and health insurance, they realized there had to be a better way. So they built StretchDollar—a platform that gives employers control over their budget while giving employees the freedom to choose coverage that actually works for them.
Why?
“Because helping your team shouldn't require becoming an insurance expert.”
Co-founders @ StretchDollar
60% of businesses with under 10 employees don't offer health benefits today. A 20% increase from the decade before.
We're here to change that
Meet the people behind the mission
Our team includes experts from healthcare, insurance, technology, customer success, and brokerage operations—all working toward the same goal: make health benefits dramatically easier for small businesses.
Every day, a small business owner decides it's time to take care of their people
We make sure they actually can.
Read our blog
