Offer summary

Qualifications:

10+ years of experience in Account Management or Client Success, preferably in health insurance or a high-growth environment., 4+ years of experience in people management roles with a proven track record of team development., Strong analytical skills with the ability to leverage data for decision-making and process improvements., Bachelor's Degree is required..

Key responsabilities:

Define and implement the account management strategy for scalability and efficiency across multiple states.

Provide strategic leadership and mentorship to the Account Management team, ensuring alignment on best practices.

Shift the team to a proactive engagement model focused on long-term client retention and success.

Leverage analytics to track performance metrics and implement improvements to enhance client experience.

Job description

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

We are seeking a strategic and data-driven Head of Account Management to lead and scale our account management function across Georgia, Ohio, and Florida. This role will oversee our two Directors of Account Management, driving strategy, team development, and operational excellence to ensure proactive client engagement and long-term retention. The ideal candidate is an analytical leader with experience in workforce planning, optimizing account management processes, and shifting teams from a reactive to a proactive approach. They will play a key role in strengthening client relationships, improving service delivery, and ensuring scalable growth.

What You’ll Do

Define and implement the overarching account management strategy, ensuring scalability and efficiency as we expand in GA, OH, and FL
Provide strategic leadership to the Account Management team, mentoring the two Directors and ensuring their teams are aligned on best practices and proactive client engagement
Shift the team from a reactive stance to a proactive, value-driven engagement model, focusing on long-term client retention and success
Assess team capacity, resource allocation, and hiring needs to ensure optimal coverage and service levels across markets
Leverage analytics to track key performance metrics, identify trends, and implement data-backed improvements to the account management function
Partner cross-functionally with Sales, Product, Operations, and Member Services to enhance the client experience and drive engagement
Implement strong processes to identify risks early, address client concerns proactively, and minimize churn

What You'll Bring

10+ years of experience in Account Management, Client Success, or a related function, ideally within health insurance, employee benefits, or a high-growth environment
4+ years of experience in people management roles, with a proven track record of leading and developing teams
Proven ability to develop and scale an Account Management function, with a strong track record of retention and relationship management
Deep understanding of client success best practices, workforce planning, and team development
Highly analytical mindset with experience leveraging data to inform decision-making
Strong leadership skills with the ability to coach and elevate a team
Excellent communication, stakeholder management, and problem-solving abilities
Excitement for working in a fast-paced, high-growth environment
Willingness to travel up to 30%
Bachelor's Degree

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.

Sidecar Health is an Equal Opportunity employer committed to building a diverse team. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status or disability status.

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