Jobs at FairStreet

About FairStreet

FairStreet empowers the 55 million Americans 65 and older to make confident and well-informed health insurance choices, starting with Medicare enrollment. We’re building the platform used by top independent insurance agents to help seniors navigate the dizzying array of health insurance options.

FairStreet was founded by Sarah Jacobson and Tori Seidenstein with backing from top early stage venture capitalists, including Pear VC, Ulu Ventures, and NFX.

Why Medicare?

The healthcare journey for older adults begins with enrolling in Medicare health insurance. Like us, you may have assumed that when you turn 65 you can kick up your feet and let tax dollars take care of your healthcare bills. Not so. In reality, Medicare has serious coverage gaps so seniors must choose from an average of 57 different private insurance options to ensure they’re covered. Making the wrong choice has serious health and financial consequences, and people feel overwhelmed and anxious about making the right choice.

Enter the Mighty Medicare Agent. Today, the majority of older adults turn to a trusted, local insurance expert for help navigating their choices. There are more than 700,000 independent agents who sell plans from several different insurers and provide their clients with unbiased, expert advice.

At FairStreet, we’re excited to partner with the most experienced and caring agents committed to serving their communities. We’re building the platform that these agents use to operate and scale their business and provide high-touch, data-driven services to their clients. We believe agents should handle what humans do best (building trust, educating, weighing complex choices) and technology should handle what technology does best (removing biases, automating manual tasks, surfacing insights).