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Sidecar HealthSH

Director of Account Management

Sidecar Health is an American health insurance company offering transparent and affordable healthcare plans that give members control over their healthcare decisions and costs.

Sidecar Health

Employee count: 201-500

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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.

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.

About the job

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Posted on

Job type

Full Time

Experience level

Education

Bachelor degree

Experience

8 years minimum

Location requirements

Open to candidates from all countries.

Hiring timezones

Worldwide

About Sidecar Health

Learn more about Sidecar Health and their company culture.

View company profile

At the heart of Sidecar Health's mission is a drive to make healthcare affordable and accessible for everyone in the United States. We are a team of problem solvers, embracing new ideas and developing creative solutions daily to achieve this goal. Our culture is built on ownership, where we hold ourselves and one another accountable. We value a strong bias for action, constantly moving forward to innovate within the health insurance industry. Leading with empathy is core to our interactions; we actively work to understand each other's perspectives. Sidecar Health is redefining health insurance with a modern, common-sense approach that puts consumers in control of their costs and choices. We believe that by offering complete transparency into coverage and costs, plus control over where care is received, we can significantly reduce healthcare expenses nationwide.

Our innovative model empowers members by allowing them to see any licensed healthcare provider they choose, eliminating the restrictions of traditional networks. We provide upfront pricing information, so members know what their plan will pay before they even see a doctor. This transparency, coupled with the Sidecar Health VISA benefit card for direct payments, simplifies the healthcare process and motivates cost-conscious decisions. If members spend less than their benefit amount, they share in the savings. This approach not only reshapes behavior and reduces costs but also cuts through the red tape that often defines traditional insurance, resulting in denial rates below 1%. We are committed to giving back to our communities and proudly donate to charitable organizations that promote better health. Our team is composed of passionate individuals from diverse backgrounds, including tech leaders, policymakers, and healthcare professionals, all united by the desire to fix a broken system and make it more personalized, affordable, and transparent.

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Sidecar Health

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