Program Manager, PayerSync

At Rectangle Health, we believe that our team members are our most important asset. We grow our team by hiring best-in-class talent. We encourage all employees to contribute their individual talents and ideas to strengthen our team, our brand, and our services. We promote a culture that serves to empower and motivate employees beyond the standard corporate rhetoric one might see on motivational posters. Employees understand their individual roles in serving our customers, and this clarity of purpose encourages high job performance.

We are looking for a Program Manager with a proven track record of successfully leading cross-functional software initiatives, ideally in healthcare technology or healthcare payments. Experience in a startup or high-growth environment is critical.

This role is pivotal to driving execution across Product, Engineering, Onboarding, Implementation, Finance and Customer Success. You’ll bring structure and momentum to complex initiatives, ensuring visibility, accountability, and progress against shared goals. You’ll also help shape how we work—facilitating collaboration while staying laser-focused on outcomes.

• As a Program Manager at Rectangle Health, you will play a critical role in delivering high-impact initiatives across cross-functional teams. You’ll ensure programs are delivered on time, on scope, and with measurable outcomes—helping transform how providers onboard and engage with healthcare payer payments.
• Lead end-to-end delivery of complex programs across the complete value stream at Rectangle Health
• Develop and maintain program plans, identify and track dependencies, and proactively manage risks and blockers
• Collaborate with senior stakeholders to align priorities, surface tradeoffs, and collaborate with functional area leaders to resolve delivery challenges
• Provide consistent, transparent updates on program health and status to executive sponsors and key stakeholders

• Competitive health, dental, and vision benefits
• Guardian Hospital Indemnity coverage
• Life & LTD
• 401(k) matching up to 3%

• Drive the successful execution of cross-functional programs from initiation through delivery, ensuring alignment with strategic goals
• Build and manage integrated program plans that clearly outline timelines, milestones, risks, and ownership
• Identify and manage interdependencies across teams, escalating blockers and driving resolution where needed
• Act as the key point of orchestration across Product, Engineering, Onboarding, Delivery, Finance, Compliance, Security and Customer Success to keep initiatives on track
• Provide clear, consistent updates on program status, risks, and achievements to stakeholders and executive sponsors
• Facilitate decision-making by ensuring the right information is surfaced to the right people at the right time
• Continuously assess and improve program delivery processes to increase efficiency, accountability, and visibility

• Several years of program/project management experience
• Great communication skills
• Outstanding organizational skills
• Experience working with software development teams and cross-functional teams
• Prior experience working in project management tools like MSProject, Smartsheets or any comparable tools
• Has worked in a role that requires cross-functional team communication 
• Experience performing process improvements
• Startup or High Growth experience is a must
• Payment processing experience is a plus
• Healthcare claims payment is a plus

Rectangle Health, a leading financial technology company, empowers medical, dental and specialty practices with seamless and secure technology to drive revenue by increasing patient payments and streamlining practice management and payment processing. Since 1992, the company’s innovative solutions have reduced administrative burden and rebalanced the ledger for its thousands of healthcare providers in the U.S., reliably processing billions of dollars in payments annually.