backed by top tier investors
  • Y Combinator
  • Polaris
  • Bessemer venture partners
  • Altair

The genesis of SimplyInsured is simple 100% online health benefits for your small business.

In 2010, I had to buy health insurance for the first time. It was a mess. Deductibles. Coinsurance. 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?

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.

Work Hard. Play Hard.

We are a tight knit team in and out of the office.
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I am most proud of the team we have built. You should come work with us! — Vivek Shah, CEO and Founder

Open Positions

Product Management

Customer Support



  • Medical, Dental, Vision Coverage
  • Stock options
  • Lunch & Dinner Provided Daily
  • Competitive Salaries
  • Unlimited Vacation
  • Casual Work Environment
  • Ping Pong
  • Healthy Snacks
  • Weekly Social Events
  • Noise Cancelling Bose Headphones
  • Company Retreats
  • Flexible Work Schedule
  • Commuter Benefits
  • Great Tech Equipment
  • New Office Space
  • Transparent Company Culture
  • Near Public Transportation
  • Culture Awards
  • Plenty of Chill Out Areas
  • Pick Your Lunch Fridays