Partner of HealthCare.gov
Don’t miss out: Unlock your best health insurance for 2025.
Open Enrollment for health insurance starts Nov 1. Get alerts and a free how-to guide.
Stride is the preferred benefits partner of
Your toolkit for independence.
Stride simplifies the challenges of being independent by helping you handle the complexities of insurance, finances, and taxes — in one convenient platform.
Protections tailored for independent life.
Health insurance that’s got your back.
We help you find and choose the right insurance so you feel confident about your coverage — and its cost.
The same plans at the same prices found on your marketplace
Personalized plan recommendations based on your needs and health care preferences
Unbiased advisors on standby to help you make the best choice for you
Tools that put more money in your pocket.
We help you prepare for taxes and uncover savings so you can stretch your money further.
Mileage and expense tracking so you don’t miss any deductions
Income tracking and tax support to help you potentially save hundreds at tax time
Access to everyday discounts and savings that let you get more for less
Unbiased advice available when you want it.
Navigate the complexities of independence with expert advisors who are always in your corner.
Personalized help picking the best insurance plans for your life
Support available year round to help you get the most out of your coverage
Advisors who won't ever push you to make a decision or spam you with calls
We do things a little differently here.
Independent workers are our priority, not an afterthought.
All of our products are designed to help independent workers thrive day to day and build towards the life you aspire to create.
We don’t tell you what to do, we help you do it your way.
No one knows your independence like you do. Our tools help you save time and money while keeping you in the driver's seat.
Our tools are in one place, not scattered across the internet.
We provide plans, tools, and support in one place so you have everything you need to maximize your independence at your fingertips.
You might be wondering…
How much will Stride cost me?
Stride is free to use! When you use Stride to enroll in insurance, the only cost is the cost of the carrier’s plan — no hidden fees, so you'll always get the lowest price available. And unlike when you enroll through government sites, you'll also get support throughout the enrollment process (and every day after that).
Is Stride for me?
Odds are yes! Stride is for anyone who handles insurance and taxes without the support of an employer. If you’re a freelancer, entrepreneur, gig worker, independent contractor, or something in between, Stride provides you with the services and resources you need to make the most of your independence.
What do I need to know about enrolling in health insurance?
Every year from November 1 to January 15, there’s a period called Open Enrollment. This is the one time of year when you can enroll in health insurance or change your current coverage. If you don’t enroll during this time, then you won’t be able to get coverage until the next Open Enrollment Period unless you experience a special life event, like getting married, having a baby, or starting a new job.
And you don’t want to go uninsured for a whole year. While paying for a service that you hope to never use may seem like a waste, health insurance comes in handy even if you aren’t sick or injured. Most plans give you access to no-cost preventative care like vaccines, disease screenings, and contraception. And in the event that you do need care, having coverage protects your health and your wealth by lowering the cost of your medical bills so you can get the treatment you need.
Though insurance may seem expensive, that’s not always the case. You might qualify for savings through tax credits that lower the cost of coverage based on factors like your age, income, and where you live. We’ll automatically find those tax credits for you so you can shop your most affordable options.
Why should I enroll through Stride over other insurance marketplaces?
Stride is an official partner of HealthCare.gov. That means we offer all of the same plans at the same prices as HealthCare.gov and your state’s marketplace, as well as a choice selection of private plans. But here’s the big difference: Unlike those government websites, we don’t leave you to navigate finding insurance alone.
We’re here to help you make the best decisions for your health and finances before, during, and after you enroll. We take your needs into account to provide personalized coverage recommendations so you can feel confident that you’re choosing the right plan. And with unbiased, one-on-one advisors on standby, you’ll always have support when you need it (and no pesky phone calls when you don’t).
How can I get in contact with someone if I need support?
Call (866) 360-1114 or fill out a support form to get one-on-one support for your questions about insurance, taxes, or anything in between. We won’t pester you with sales calls or sell your information to someone who will.
Don’t take our word for it.
Reviewed by 40k+ workers just like you
The Stride App
Because every hero needs a sidekick
Link your accounts for a consolidated view of your income and automatically track your mileage and work-related expenses
Get IRS-ready reports, as well as free support and discounts on filing tools from Turbo Tax
Browse 100,000+ local discounts on gas, car repairs, prescriptions, events, and more