Director of Account Management

About the Role: Sidecar Health is redefining health insurance to make excellent healthcare affordable and attainable for everyone. We are seeking a Director of Account Management to lead our Account Management organization. This role balances strong client relationship management with systems-level thinking to build the tools, processes, and team capabilities needed to scale.

What You'll Do

• Lead and develop the Account Management team, setting the vision, goals, and a high-performance culture.
• Own retention and growth targets across employer groups and build scalable processes for a 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 and support new market expansion.

What You Bring

• 8+ years of experience in Account Management, Customer Success, or a similar function within the insurance or healthcare industry.
• 4+ years in a leadership role with a track record of managing employer relationships and broker partnerships.
• A systems-level thinker who can identify process gaps and build scalable solutions.
• Excellent analytical, written, and verbal communication skills.
• Note: East Coast location is strongly preferred; willingness to travel approximately once per month. Bachelor's degree required.

Benefits

• Competitive salary, bonus opportunity, and equity package.
• Comprehensive Medical, Dental, and Vision benefits.
• A 401k retirement plan, paid vacation, and company holidays.
• The opportunity to make a massive impact at a mission-driven company transforming healthcare.
• Fully remote work flexibility within the USA.