VP, Tech and Product
Exciting work from home opportunity for a Remote VP, Tech and Product role! This position offers full-time remote work at Dollar For. Dollar For seeks an experienced tech and product leader to guide the next phase of our growth. This role is for a leader, designer, and builder ready to guide our healthcare non-profit to 6x our current capacity by using ethical AI, optimizing our UX, and streamlining internal processes to eliminate $1 billion in medical debt per year by 2028. Most hospitals offer financial assistance programs that discount or forgive bills for patients based on income. Unfortunately, patients don’t always know about these programs or struggle to navigate them. Dollar For makes these charity care programs known, easy, and fair. We help patients check their eligibility for financial assistance, prepare and submit applications, and eliminate medical bills. Our model combines custom-built technology with trained patient advocates (PAs) to secure hospital bill forgiveness. Our services are completely free—no strings attached. Since 2021, Dollar For has scaled from 100 patients served annually to nearly 20,000 patients in 2025 through a technology-enabled, labor-intensive model. Now, Dollar For has received meaningful grant funding to execute an AI-focused technical development plan for scale—while preserving the trust, accuracy, and human oversight that patients and hospitals require and have come to expect from Dollar For. This role will lead the development and integration of key AI tools into our existing tech stack, while also optimizing our existing tools to improve the patient experience and outcomes. In partnership with our current 2-person tech team and consulting partners, you will lead, design, and build systems that meet our scale goal. The successful candidate will have 10 years of experience leading roadmaps in partnership with staff and consultants, while also maintaining a desire to work directly in codebases to develop new features and tools. Experience building internal operational tools, and separately, integrating AI into production environments is a plus. They will have a strong sense of humility and team collaboration and a deep passion for healthcare affordability, economic justice, or systems reform. We seek to build a team of employees who want opportunities to grow and stretch with us over time. We commit to being a place you truly enjoy working with a culture where everyone celebrates the successes, gives and receives supportive feedback, and works together to solve problems and help patients. Responsibilities This is a build-and-lead role with clear priorities in the first year and future opportunities to grow and expand the tech roadmap. 90 Day Priorities Assume ownership of existing AI-powered tools in the Dollar For system and identify opportunities for further automation and improvements, while prioritizing human-in-the-loop review and patient trust. Oversee the launch of an AI-powered chatbot (to be developed by an existing consultant partner). 2027 Priorities Continue building and launching AI-powered and similarly automated tools to reduce manual work for the patient advocate team. This could include chatbots, inbound automated phone lines, etc. Scope, test, and implement document validation to ease patient form completion and application accuracy. Optimize the Dollar For website and forms to increase form completion rates, with careful attention to user experience, trust, and accessibility. Optimize the Dollar For automated patient follow-up experience to improve patient engagement and outcomes. Ongoing Lead regular assessments and planning for the upcoming tech roadmap. Ensure that Dollar For tools and assets securely protect patient data and Dollar For proprietary knowledge. Partner with patient services, data, policy, operations, and communications teams to ensure that Dollar For technology meets organization-wide goals. Develop custom tools as needed to support emerging projects, grants, or contracts. Pay, Perks and Benefits This position is budgeted at $150,000 to $165,000. Flexible scheduling within core business hours and a work-life balance culture. 100% remote work environment with a Dollar For-provided computer. Dollar For provides all salaried staff with a bank of 20 days of paid time off (PTO) per year after the first 90 days of employment. In addition, Dollar For provides 16 paid holidays for all employees, including federal holidays and a weeklong closure in late December. Dollar For pays 100% of employee premiums for a high-quality health insurance plan, including health, vision, and dental coverage. Employees have access to a 401k for retirement savings, plus a 3% employer match. About Dollar For We are committed to an organizational culture in which everyone feels welcomed, included, and valued. We encourage anyone who thinks they would be good at this role to apply. There is no such thing as the perfect candidate and we look forward to learning more about you!
