Affordable, Simple Health benefits. Really.
Health benefits in a snap.
Give employees pre-tax dollars for health plans they choose — and manage it effortlessly on our platform. It’s as simple as:
Set your budget
Decide your team’s monthly pre-tax allowance.
Invite your team
Employees shop for their perfect plan with access to Oscar’s full suite of easy, affordable solutions.
They get $$$
You’re done! We’ll take it from here, and get your team set up.
What others have to say.
Hear from some of our small business customers.
Design League Co
“StretchDollar has made offering health benefits to my team almost effortless.”
President @ Design League Co
PlumbSmart,
“If everything was as straightforward as StretchDollar, I’d get a lot more sh** done.”
PlumbSmart, Florida franchise
Access Oscar Health with StretchDollar
Your employees* can pick from top health insurance options, including Oscar Health, through StretchDollar. Oscar Health, founded in 2012, is all about making health insurance simple and supportive—like having a doctor in the family!
*Oscar is available in 18 states
Team
A responsive and dedicated care team
Support
24/7 virtual urgent care and prescriptions starting at just $3**
App
A top-rated mobile app that makes everything easy
Ready to offer benefits the better way?
Create your benefits plan in just 10 min. Feel good knowing every dollar goes to your employees - tax free.
Common questions about ICHRA
How do I get started?
Setting up your benefits plan is quick and easy! Just fill out this form, add a few business details, and choose the pre-tax benefit amount you want to offer your team. That’s it! Have questions? No problem—book a meeting with a StretchDollar + Oscar expert.
What does it cost to use StretchDollar?
Access to our platform and brokerage services is $40 per month, plus $8 per participating employee. That’s it. No surprise charges here and you can cancel your policy at any time.
What health plans will my employees be able to choose from?
On average, employees will have access to over 9 different national and local health insurance companies (like Oscar Insurance!) offering dozens of insurance plans on the health insurance marketplace. [Source: KFF.org 2025]
How many employees need to enroll?
There is no minimum participation. Even if just one employee accepts the benefit, that’s ok!
How come I’ve never heard of offering health benefits this way?
StretchDollar uses a new benefit model called an ICHRA, made possible by federal legislation in 2020. Adoption has been slow mostly because most ICHRA plans focus on customization for large teams. StretchDollar designed its plans with small businesses in mind -- simplify everything and make health benefits possible in an instant.
Take care of your crew in just minutes.
