Join the SimplyInsured Team

SimplyInsured is “Kayak for Health Insurance” - we are a 100% online platform to buy small business health insurance. We are revolutionizing the $20B health insurance brokerage market. We have thousands of delighted customers, are growing like crazy, and are backed by YCombinator and some of silicon valley’s top entrepreneurs and investors.

The SimplyInsured Story

In 2010, I had to buy health insurance for the first time. It was a mess. Deductibles. Coinsurance. Special drug deductibles for Out of Network Costs. It felt like I was trying to read another language. I asked everyone for help - the insurance companies, the brokers, the hospitals and doctors - but no one could answer my simple questions. How much would it cost to go to the doctor? How much would it cost if I broke my leg rock climbing? What if I got hit by a bus?

Getting a small business insured is no easy task. It takes 24-48 hours just to get a quote. No one will give you all the quotes in a market. All the applications are in paper form. You have to use a largely unhelpful broker. Everything about it just sucks - and causes a lot of unnecessary fear, confusion and pain.

That was the genesis of SimplyInsured - simple, 100% online health benefits for your small business. No paper. No fax machines. No administrative headaches. No complex insurance jargon. Just simple, easy-to-use, and easy-to-buy health insurance.

As a graduate of YCombinator, we are enthralled to have a strong set of investors backing SimplyInsured. We have been growing revenue on average 15%+ per month for the last two years, and our team has tripled from 4 people in 2014 to 12 people in 2015. We expect to triple again this year (in headcount) and 10x in revenue!

Eliminate Fear In Health Insurance

Our goal is to eliminate the fear in health insurance. Every one of our customers gets access to comprehensive health benefits online. We help you understand how much your MRI or your surgery will cost. We provide 24-7 customer support lines so you can call us when you are in the hospital and they can't find your insurance. We provide mobile ID cards to every employee - so you never have to remember to keep that little piece of paper in your wallet.

SimplyInsured health insurance is just a better experience with healthcare - we are health insurance you can love.

Open Positions:


Business Development Associate


Director of Business Development



Customer Support Lead


Customer Support Specialist


Senior Benefits Account Manager



Director of Inside Sales (Salt Lake City, UT)


Director of Inside Sales (San Francisco, CA)


Inside Sales Account Executive



Full Stack Software Engineer


Senior Full Stack Software Engineer


Software Engineer - Intern



Head of Product