Backed by Khosla.
About the role
We are seeking Product Support Specialists to join a newly established Technical Operations team at Rightway. These individuals will own the full lifecycle of client-facing technical work — from pre-launch configuration and file setup through post-launch monitoring and issue resolution. The team sits within the Product organization and serves as the primary technical interface between Rightway's internal systems and the clients, health plans, and vendors that connect to them.
What they're looking for
- Highly organized and process-driven — you build checklists, document your work, and look for patterns in recurring problems
- A structured problem-solver who can work through unfamiliar technical issues methodically even without deep engineering background, you know when to escalate and when to push further
- Detail-oriented and accurate, configuration errors have downstream member impact and you take that seriously
- Clear written communicator — you can document a complex issue, write a handoff note, or draft an escalation path without ambiguity
- Adaptable and self-directed in a startup environment, comfortable with evolving tooling, shifting priorities, and building processes that don't yet exist
- Previous experience in a technical support, client onboarding, or operations role in healthcare or technology is a plus, deep technical credentials (engineering, coding) are not required
More about this role
We are seeking Product Support Specialists to join a newly established Technical Operations team at Rightway. These individuals will own the full lifecycle of client-facing technical work — from pre-launch configuration and file setup through post-launch monitoring and issue resolution. The team sits within the Product organization and serves as the primary technical interface between Rightway's internal systems and the clients, health plans, and vendors that connect to them.
- Configure Single Sign-On (SSO) integrations for client employer portals — both inbound (employer IdP → Rightway) and outbound (Rightway → third-party vendors) — following established specifications and validating against test cases before go-live.
- Execute and validate file transformations across eligibility, accumulator, claims, and related file types, working within the Client Implementation Hub (CIH) and escalating to Data Engineering when files fall outside standard formats or tooling coverage.
- Set up and configure custom provider networks in Rightway's internal systems (including H1 and ClearCost), ensuring accuracy against client-specific specifications.
- Configure client engagement and wellness...
Browse similar: Startup jobs · Remote jobs