26 - 50 employees
< 10 engineers
$5m - $10m funding
Series a

SimplyInsured is changing the future of health insurance: we are a 100% online marketplace for small business owners to purchase health insurance for their employees and families. We have raised Series A, have thousands of customers, and just launched a partnership with Square.

You can read about about our new partnership here:

Why join us?

  • We're growing fast! Our customer base is nearly doubling every quarter with a new partnership with Square and Intuit. We're the sole provider of benefits on their payroll platforms for small businesses.

  • We're well funded by Polaris Ventures and AltaIR Capital, to name a few.

  • All of our engineers have a say in our product features and architecture. You actually get a say on what you want to work on and how it should be built.

  • We actually live our values, unlike most companies. We believe in radical transparency (we share all salary data publicly within the company), obligation to dissent (if you see something you think could be done better, you should stand up for what you believe in), and giving and receiving feedback (we want to help you grow, but only if you help us grow too)!

Engineering at SimplyInsured

Engineering team and processes

We run 2 week sprints. Our Head of Engineering has been with us for 6 years and knows our codebase like the back of his hand. Our team consists of 7 engineers and 1 product person so far. We're hiring 3 more senior engineers for the team.

Tech stack
Ruby on Rails

Working at SimplyInsured

Scrappy, fiscally responsible, but we still take care of our people.

Radical Transparency Obligation to Dissent Giving and Receiving Feedback Bias to Action Always Prioritizing the Most Important Thing Delighting Our Customers

Everything we do, every decision we make, is with the goal of eliminating the fear from purchasing and using health insurance. We're aiming for everyone to have affordable health care coverage. If you're interested in this mission, then you'll likely love working with us.

Perks & benefits
  • Generous Vacation
  • Free Food

    Lunch and Dinner is provided, plus tons a great snacks.

  • Pet Friendly
  • Company Retreats

    Every 100 days, we go offsite for 3 days and solve our biggest challenges as a whole company.

  • Flexible Hours

    No hard rules around this. Some engineers prefer to work early, others come in at 11 and leave later. Occasional work from home is definitely fine, especially if you have a far commute.

  • Health Insurance

    100% medical, dental, and vision coverage

  • Team Activities

    We do team activities every two weeks.

  • Transportation

    Pre-tax commuter benefits

  • 401(k) Contribution

    We offer a 401K, but no contribution just yet.

  • Relocation
  • Work from Home
  • Maternal/Paternal Leave
  • Workshops/Conferences
Our Team by the Numbers

Interested in this company?
Skip straight to final-round interviews by applying through Triplebyte.