The best place to start your team’s health benefits.

You set a budget. We match your employees with plans they want. Small business health insurance has never been easier.
Get started
How it works
A woman smiling at her laptop, excitedly pumping her fist in the air.
Icon of a cloud with rain falling from it.

Right now, you have two bad options for your team’s coverage.

Spend 60+ hours setting up a group plan or offer your people nothing at all. Rock, meet hard place.
A stressed man in an office, seated at a desk. He is surrounded by tall stacks of documents.
Icon of the sun rising above a cloud.

Thank goodness for StretchDollar.

Set your own budget and we work with your people to match them to plans they’ll love (and you’ll be done in <10 minutes).
A happy man in an office, standing with a confident posture and a proud expression on his face.

Health benefits in a snap for $0.

Give employees pre-tax dollars for health plans they choose — and manage it effortlessly on our free 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 health plan with help from us.
They get $$$.
You’re done! We’ll take it from here, and get your team set up.
Get started
A woman typing on her keyboard, the Stretchdollar UI visible on the laptop screen in front of her.

How it works.

Explainer videos not your thing?
Learn more

A perfect fit for everyone.

Health care is personal. Your team will have access to dozens of health plans from top local and national carriers based on where they live.
Get started

What others have to say.

Hear from some of our small business customers.

“StretchDollar has made offering health benefits to my team almost effortless.”

Emily de Ayora, President, Design League Co
(5 employees)
Headshot of Emily de Ayora, President of Design League Co.

“If everything was as straightforward as StretchDollar, I’d get a lot more sh** done.”

(Very busy) owner, PlumbSmart, Florida franchise
(10 employees)
Illustration of a businessman, placeholder for testimonial headshot.

Why small businesses choose StretchDollar.

Customized health benefits in 10 minutes plus more choice. What’s not to love?

Perks for you

Illustration of a clock

Done in 10 minutes

Illustration of stacks of paper money

Control your budget

Illustration of a heart with stars

Be the boss you want to be

Perks for your team

Personalized health plans

Expert shopping guidance

Choose from dozens of plans

What does it cost to use StretchDollar? Nothing.

Create your benefits plan for $0. Feel good knowing every dollar goes to your employees - tax free.
Pricing
Illustration of Stretchdollar's mascot, Dolly, holding a bone in its mouth.

Get to know StretchDollar.

Guide
HSAs or HRAs, what is the difference?
HRAs and more

HSA or HRA? Why Small Businesses Are Choosing ICHRA Instead

You've probably heard of HSA and HRA, but do you know how they developed over the years into the small business champion that is ICHRA?

Article
Customer Spotlight featuring StretchDollar customers Pawsitively Perfect
Small Business

Helping Employees Achieve Pawsitively Perfect Help with StretchDollar

Learn how Pawsitively Perfect offers affordable health benefits to employees with StretchDollar, creating a healthier, happier team.

Guide
A stork carrying a baby blank in his mouth
Health Insurance

How to Shop for Health Insurance as New Parents (For You and Your Child)

Becoming new parents is exciting! Take these steps to make sure your new bundle is covered.