Upside is a housing-focused care partner helping people experiencing housing instability move toward stability. We partner with health plans and care organizations to identify at-risk members, develop housing plans, and drive placement and stabilization. We own the housing process from start to finish, coordinating with members, local providers, and community resources, handling logistics and required documentation, and staying involved until issues are resolved. Our approach is human-first and outcome-driven, measured by results such as stable housing, successful moves, safer living environments, and smooth transitions.

About the Opportunity: Upside is hiring an Associate Director of Health Plan Success to manage, retain, and grow relationships with key health plan customers. This is a senior individual contributor role with day-to-day ownership of a complex portfolio of health plan customers, including large national payer organizations, affiliated health plans, and other strategic accounts. The Associate Director serves as a trusted partner to customer stakeholders, helping ensure strong program performance, customer satisfaction, and long-term retention. This person will also identify opportunities to increase referrals, expand into new populations or lines of business, and extend or renew existing contracts. This role reports to the SVP of Customer Success and is internally referred to as Associate Director, Customer Success.

Work Location and Schedule: Full-time, fully remote within the United States. Must be able to work effectively across multiple U.S. time zones.

Upside is a housing-focused care partner helping people experiencing housing instability move toward stability. We partner with health plans and care organizations to identify at-risk members, develop housing plans, and drive placement and stabilization. We own the housing process from start to finish, coordinating with members, local providers, and community resources, handling logistics and required documentation, and staying involved until issues are resolved. Our approach is human-first and outcome-driven, measured by results such as stable housing, successful moves, safer living environments, and smooth transitions.

About the Opportunity: Upside is hiring an Associate Director of Health Plan Success to manage, retain, and grow relationships with key health plan customers. This is a senior individual contributor role with day-to-day ownership of a complex portfolio of health plan customers, including large national payer organizations, affiliated health plans, and other strategic accounts. The Associate Director serves as a trusted partner to customer stakeholders, helping ensure strong program performance, customer satisfaction, and long-term retention. This person will also identify opportunities to increase referrals, expand into new populations or lines of business, and extend or renew existing contracts. This role reports to the SVP of Customer Success and is internally referred to as Associate Director, Customer Success.

Work Location and Schedule: Full-time, fully remote within the United States. Must be able to work effectively across multiple U.S. time zones.