Director of Account Management

Sidecar Health is redefining health insurance. Our mission is to make excellent healthcare affordable and attainable 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

The Director of Account Management will lead our Account Management organization, balancing strong client relationship management with an eye toward systems-level thinking -  building the tools, processes, and team capabilities needed to scale.

This role is ideal for someone who thrives in a client-facing environment and is equally energized by building operational infrastructure that enables a high-performing team.

What You'll Do 

• Lead and develop the Account Management team, setting vision, goals, and a high-performance culture
• Own retention and growth targets across employer groups
• Build and refine scalable processes, tools, and systems that enable the team to serve a growing and more complex book of business
• Serve as a senior client-facing leader with brokers and HR decision-makers, modeling strong relationship management
• Partner cross-functionally to drive automation and self-service capabilities that improve efficiency and client experience
• Track and report on key performance metrics to senior leadership
• Support new market expansion and account transitions as the company scale

What You'll Bring 

• 8+ years of experience in Account Management, Customer Success, or a similar function within the insurance or healthcare industry, with 4+ years in a leadership role
• Deep familiarity with employer group health insurance
• A track record of managing employer relationships and broker partnerships
• Systems-level thinker who can identify process gaps and build scalable solutions, not just manage day-to-day issues
• Natural energy for client-facing work - someone who is energized by broker and employer relationships, not just operational management
• Strong ability to lead, coach, and develop teams in a fast-changing environment
• Analytical skills with the ability to translate data into strategic decisions
• Excellent written and verbal communication skills
• East Coast location strongly preferred; willingness to travel approximately once per month
• Bachelor's degree in Business, Finance, Marketing, or a related field

What You'll Get

• Competitive salary, bonus opportunity, and equity package  
• Comprehensive Medical, Dental, and Vision benefits
• A 401k retirement plan
• Paid vacation and company holidays
• Opportunity to make an impact at a rapidly growing mission-driven company transforming healthcare in the U.S.

In taking a market-based approach to compensation, base pay may vary depending on location. Additionally, base pay may vary considerably depending on job-related skills and experience.