Eliminating the Fear in Health Insurance

SimplyInsured is simple, no-hassle health insurance for small businesses.
Four employees collaborating at sunlit table

We need help improving the healthcare of millions of small business employees. Interested?

SimplyInsured is on a mission to eliminate the fear from purchasing and navigating health insurance in the United States. By changing the way small business owners purchase health insurance with our 100% online platform, we're transforming a $20 billion dollar industry and delighting thousands of customers.

Our unique values-based culture (and extremely talented team) is our core competitive advantage. Each person on our team makes a direct, immediate impact on our business.

We value transparency, feedback, bias to action, growth, and an obligation to dissent. Every opinion is respected, we hold each other to extremely high standards, we're driven by the diversity in our backgrounds, and unified by 100% alignment on our mission.

What's best for the customer is the heart of everything we do, and our customer stories prove it: by modernizing the health insurance we are literally saving lives.

Based in the San Francisco Bay Area, SimplyInsured was founded in 2012 and is backed by Bessemer Venture Partners, Polaris Ventures, and Y-Combinator. If you're up for the challenge of improving health insurance for millions of Americans, we're just getting started, and we're growing!

Work Hard. Play Hard.

We are a tight knit team in and out of the office.
Employees enjoying work

Our Company Values

Eliminate Fear in Health Insurance

This underpins everything we do - every feature, customer support email, and every sale.


We want one million small businesses to benefit from our platform. We need to grow every day to make that happen.

Radical Transparency

We share everything. Everything is open at SimplyInsured; salaries, bonuses, equities, fundraising, every transaction. Every email is cc’d to a team list. Every chat in slack is in an open channel. We believe everyone benefits when all information is available.

Data Makes Decisions

We are a no internal politics culture - we look at the data, and we let that drive decisions.

Feedback Culture

We believe honest, frequent, and direct feedback is essential to growth. Feedback is not performance evaluation - it is an opportunity to improve! And we want to improve every single day.

Obligation to Dissent

We value every single opinion at SimplyInsured - so much so that everyone is obligated to disagree with decisions they don’t like. There’s no group-think or internal politics - if you disagree with something at the company, we welcome the discussion and the alternative viewpoints. We should challenge our assumptions with diverse viewpoints.

Bias to Action

We get things done. Action and results are paramount.

Employee Spotlight

Our people are the power behind out mission. Explore the people who are committed to eliminating fear in health insurance.

Regina Rovira de la Torre

Regina Rovira de la Torre

Customer Service

Will Torrey

Will Torrey

Customer Service

Faith Bleak

Faith Bleak

Revenue Operations Coordinator

David Bai

David Bai

Head of Engineering

Open Positions

Interested in helping us eliminate fear in health insurance for millions of Americans?

SimplyInsured Job Perks

Medical, Dental, Vision Coverage
Stock Options
Competitive Salaries
Unlimited Vacation
Casual Work Environment
Remote Work Opportunity
Company Events
Flexible Work Schedule
Great Tech Equipment
Transparent Company Culture
Fun Annual Work Anniversary Perks