Your mission with us

We are looking for a strategic, relationship-driven Account Director (m/f/x) to lead some of Sidekick’s most important payer partnerships. This role sits at the heart of our growth and long-term partner success. You’ll act as the senior executive counterpart for our partners, coordinate cross-functional teams, and ensure Sidekick consistently meets and exceeds partner expectations.

In this role, you’ll own complex health plan relationships, develop a deep understanding of partner priorities, and drive high-impact engagements that unlock adoption, performance, contract expansion, and long-term strategic alignment. This position is ideal for someone who thrives in a fast-paced environment, confidently engages with senior health plan executives, and brings a strong understanding of payer dynamics, digital health operations, and value-based storytelling.

Your responsibilities

Strategic Partnership Leadership

• Act as the senior point of contact for large health plan and payer partners, owning relationship health, executive alignment, and long-term partnership strategy
• Develop a deep understanding of partner governance, market priorities, member engagement strategies, and internal decision-making dynamics
• Translate partner needs into Sidekick strategies, product roadmaps, and cross-functional priorities

Business & Account Growth

• Drive renewals, expansions, and multi-year strategic plans through data-driven storytelling and clear value articulation
• Identify whitespace opportunities across lines of business (Commercial, Medicare, and Medicaid)
• Support contract discussions in close partnership with Legal, Finance, and Executive Leadership

Cross-Functional Orchestration

• Lead coordination across Product, Clinical, Data Science, Operations, and Engineering to deliver partner commitments with high quality and speed
• Anticipate risks early and ensure clear communication, effective escalation, and decision-making alignment
• Champion partner feedback to inform product evolution and roadmap priorities

Performance, Reporting & Value Demonstration

• Own the narrative for performance reviews, QBRs, and executive steering committees, delivering a compelling, outcomes-driven story
• Partner with Analytics and Clinical teams to surface insights that drive adoption, engagement, and measurable clinical and economic outcomes
• Ensure delivery excellence across implementations, operational workflows, and ongoing program optimization

Industry & Market Insight

• Maintain a strong understanding of payer trends, the digital health competitive landscape, regulatory changes, and partner-specific strategic priorities
• Advise internal leadership on opportunities, risks, and evolving market dynamics relevant to Sidekick’s growth

Your profile

Experience

• 7–10+ years in account management, partner success, or consulting supporting health plans, PBMs, care management orgs, or digital health companies
• Proven success managing large, complex, multi-stakeholder enterprise accounts and executive relationships
• Strong experience with enterprise SaaS deployments, including onboarding, integrations, and cross-functional coordination
• Deep familiarity with payer governance, procurement, value demonstration, and clinical/operational workflows

Skills & Competencies

• Exceptional executive communication — clear, influential, and outcomes-focused
• Ability to quickly synthesize complex information and make sound strategic recommendations
• Strong operational discipline, program leadership, and risk management skills
• Data-literate, comfortable interpreting engagement, clinical, and financial metrics

Values & Leadership

• High integrity, strong ownership mindset, and bias for action
• Comfortable challenging constructively and driving cross-functional alignment
• Deep commitment to delivering meaningful health outcomes

Location

• Based in or near Minneapolis, MN and authorized to work in the U.S.
• This is a remote position, with collaboration across time zones as part of a global development team

Why us?

Our Culture

• Inclusion, belonging, flexibility, and growth are core to how we work.
• Everyone is encouraged to become the best version of themselves.
• Feeling valued and fulfilled at work should be the norm.
• Challenges are opportunities – both personal and professional growth are part of the journey.
• A healthy work-life balance is essential, not just a nice-to-have.
• Empathy and social sensitivity are qualities we actively look for in our team members.
• Diverse teams simply perform better – and we build with that in mind.
• We believe in getting to know each other on a personal level.
• Our goal is to make a meaningful, positive impact on the lives of others.

Benefits
401k match, health insurance, generous PTO, top technology, flexible working hours, access to Sidekick health programs and more!

Contact information

Ms. Jeanine Metaschk

We value thoughtful and intentional applications: Therefore, we kindly ask you to submit your CV using the following file name only “CV Sidekick FirstName LastName” (e.g. CV Sidekick Jane Doe)
There are no specific file-naming requirements for cover letters or additional materials.

Thank you for your cooperation — we look forward to reviewing your application!