Regional Sales Manager, Broker Sales (Tampa)

Sidecar Health is redefining health insurance. Our mission is to make excellent healthcare affordable and accessible for everyone. We know that to accomplish this lofty mission, we need driven people who will make things happen.

The passionate people who make up Sidecar Health’s team come from all over, with backgrounds as tech leaders, policy makers, healthcare professionals, and beyond. And they all have one thing in common—the desire to fix a broken system and make it more personalized, affordable, and transparent.

If you want to use your talents to transform healthcare in the United States, come join us!

About the Role

Sidecar Health is looking for a Regional Sales Manager based in Tampa, FL to own broker relationships across a territory spanning Tampa to Naples and Lakeland. This is a channel sales role — your job is to be so embedded in the local broker community that Sidecar is the first call brokers make when a client is frustrated with their legacy insurance bill or heading into renewal.

You won’t knock on employer doors; you’ll build the trust with brokers and consultants that makes the business come to you.

What You’ll Do

Map your existing broker and consultant relationships across the Tampa Bay to Naples corridor and identify the 20 who can move business in the next 90 days Meet with Sidecar’s sales leadership and internal teams to understand how the Benefit Amount model works and how to position it against legacy insurance in broker conversations Establish a regular presence in the Tampa, St.

Petersburg, and Clearwater broker community through meetings, events, and informal touchpoints Begin qualifying and prioritizing employer group opportunities in the 100–2,000 employee range surfaced through broker partners Deepen relationships with general agencies and regional brokerages so Sidecar becomes a default recommendation at renewal Collaborate with underwriting and product teams to develop competitive proposals tailored to employ