Sr. Product Manager, Data Integrations

About Lively Lively set out to raise the bar on benefit solutions, because we believe no one should have to sacrifice personal wellness for financial wellness. While traditional benefits focus more on transactions and less on the humans using them, Lively harnesses user-centric design and innovative technology to deliver an effortless experience for employers and account holders alike. Our modern HSA is consistently top-rated, and we have since expanded our offerings to provide a full suite of other benefits and services for companies, consumers, and financial institutions. Lively is a remote-first company, headquartered in San Francisco with employees across the US. Come join us and help make getting the value out of your benefits as simple as it should be. THE ROLE Lively is hiring a Senior Product Manager to own how data moves between our platform and the systems our customers and partners rely on — payroll and HR platforms, benefits administration systems, carriers, and third-party administrators. You will own enrollment and eligibility data, file-based and API-based exchange, and the integration roadmap that connects Lively to its ecosystem. You will also own the AI agent experiences that sit on top of that data layer, with a focus on onboarding and validation: agents that help customers and partners get their data into Lively correctly the first time, interpret what arrives, surface problems in plain language, and propose corrections. Integration work at Lively is increasingly AI-assisted, and this role decides where that assistance belongs and where human review stays mandatory. Alongside this, you will shape Lively's forward data integration strategy: how our connectivity model evolves as the ecosystem moves toward real-time exchange, where we invest in building versus partnering, and how we make each additional integration cheaper and faster than the last. This is a technically grounded product role. You will work closely with engineering on system behavior, data design, and agent behavior, and you will be the person partners and internal teams come to when they need to understand how the data actually flows. You will own large initiatives end-to-end and operate as the primary subject matter expert for your areas. Please note: As a majority of our engineering team sits in Pacific time, candidate preference will be given to those in the Pacific and Mountain timezones. WHAT YOU'LL DO Responsibilities are listed in order of anticipated time investment: Integration Ownership — Own the data exchanged between Lively and its partners: what moves, in what form, on what cadence, and what happens when something goes wrong. Define the contracts that both sides build against. AI-Assisted Data Onboarding & Validation — Own the AI agent experiences that accelerate getting partner and customer data into Lively: interpreting unfamiliar file structures, mapping fields, catching errors before they propagate, explaining what…