Head of Products - Remote

About Us At SimplePractice, we are improving access to quality care by equipping health and wellness clinicians with all the tools they need to thrive in private practice. More than 250,000 providers trust SimplePractice to build their business through our industry-leading software with powerful tools that simplify every part of practice management. From admin work to clinical care, our suite of innovative solutions work together to reduce administrative burden-empowering solo and small group practitioners to thrive alongside their clients. Award-winning and people-first, SimplePractice is shaping the future of health tech. In 2026, we were recognized by BuiltIn as a Best Remote Company to Work For, Software Guru's Best Places to Code, Becker Healthcare Telehealth Companies to Know, and we won a MedTech Breakthrough Award for Best Practice Management Solution Provider. SimplePractice is looking for an experienced Principal Product Manager to own the vision, strategy, and execution for Payments - one of the most critical and highest-leverage parts of our platform. Payments touches nearly every practitioner and client who uses SimplePractice, spanning client billing and card processing, practitioner payouts, insurance payouts and new opportunities in embedded finance and monetization. This role will define what "great" looks like across that full payments experience, balancing reliability and compliance with growth and innovation, and will serve as the company's foremost expert and internal evangelist for payments. Own the end-to-end payments vision and multi-year strategy, spanning core processing (client charges, card-on-file, payouts to practitioners), insurance billing and claims payments, and emerging monetization opportunities such as embedded finance and financing products Own ongoing vendor management and partner relationships across PSPs, processors, and other payments partners, including performance management, contract renewals, and escalations Develop a comprehensive point of view on the payments and fintech landscape - processors, networks, acquiring/issuing partners, and embedded finance providers - to inform build/buy/partner decisions and identify strategic partnership or investment opportunities Drive a rigorous, data-driven roadmap grounded in market research and quantitative/qualitative insight, balancing reliability, risk, and compliance requirements against growth and revenue opportunities Partner closely with Engineering, Risk, Compliance, and Legal to ensure payments products meet regulatory requirements (e.g., PCI DSS, card network rules, money transmission, and healthcare billing regulations) while remaining fast to iterate on Define pricing, monetization, and take-rate strategy for payments products in partnership with Finance and Business Operations Collaborate with Product Marketing and Customer Success on go-to-market strategy, adoption, and launch of new payments capabilities, and support account management conversations with large or complex accounts Apply a rigorous, data-driven approach to validating new payment offerings - using prototypes, pilots, and customer feedback to de-risk new ventures before scaling Mentor and raise the bar for product craft across the broader PM team, particularly around platform thinking, risk-aware product design, and cross-functional execution Deep understanding of the payments ecosystem - processors, card networks, acquiring/issuing, settlement, payouts, disputes/chargebacks - and comfort operating in a regulated environment ~ Direct experience running formal vendor RFP processes and managing PSP or payments partner relationships, including contract negotiation and ongoing performance management ~ Customer-obsessed product leader with a demonstrated track record of using quantitative and qualitative insight to drive roadmap and prioritization decisions ~ A data-driven mindset, comfortable using metrics to define success, inform trade-offs, and demonstrate business value ~ Strong risk and compliance instincts - able to balance product velocity against regulatory, security, and trust requirements ~ able to influence senior leaders and inspire teams across Engineering, Risk, Compliance, Finance, and Go-to-Market ~ Experience with agile development methodologies ~ Medical, dental, vision, life & disability insurance ~Flexible Time Off (FTO), wellbeing days, paid holidays, and summer Fridays ~ Tuition reimbursement ~ Please note that when you submit your resume or application materials to us for employment purposes, you are subject to the SimplePractice California Job Applicant Privacy Notice . com/careers ) and reputable job boards like our official LinkedIn or Indeed pages. io or View email address on click.appcast.io may also be eligible for an annual bonus or commission. Some roles may also be eligible for overtime pay.