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
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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.
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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).
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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
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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)
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Why small businesses choose StretchDollar.

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

Perks for you

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Done in 10 minutes

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Control your budget

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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
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Get to know StretchDollar.

Guide
The number 2025 with hands typing on a computer and graph lines representing trends
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Small Business Health Insurance: What to Expect in 2025

The news for small business health insurance in 2025 isn’t rosy, but there is a bright light — a pre-tax, fixed benefit called ICHRA.

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3/4 of a pizza eaten with the eaten part representing the amount of taxes required to be paid for health stipend
Small Business

Health Stipends for Small Business Employees: the Good, the Bad, (and the Better Option)

Are you giving employees extra cash for health insurance? It might not have the value you think it does.

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A sign says Beginniner's guide and a person is giving two thumbs up
Small Business

New to Health Benefits? A Beginners Guide to Small Business Health Insurance

Searching for health insurance options for your small business team? This guide's got you covered.