Jobs at League

Own and evolve League’s cross-platform design system across web, iOS, and Android. Build component libraries, theming architecture, token pipelines, design-to-code tooling, automated quality checks, and AI-agent infrastructure. Ship production React and TypeScript code, establish accessibility standards, resolve architectural decisions, and improve collaboration between designers and engineers through documentation, teaching, and AI workflow practices.

Design, build, and operate scalable backend platform services and developer tools using Go, Kubernetes, MongoDB, and GCP. Own technical solutions from architecture through production, contribute across technology stacks, apply AI-assisted engineering practices, resolve complex reliability issues, participate in on-call rotations, and uphold testing and code quality. Mentor engineers, lead architecture decisions, and influence platform-wide technical standards, particularly at Staff level.

Freelance benefits experts review and evaluate an AI benefits-navigation agent. Responsibilities include designing scenarios, validating evaluation rubrics, grading generated guidance for accuracy and coverage, identifying regulatory or advice-boundary issues, and providing written improvement feedback. Engagements are remote, asynchronous, flexible, and project-based, with opportunities for recurring work. Candidates should have hands-on benefits, claims, regulatory, advocacy, or supplemental health expertise in Canada or the United States.

Builds a roster of licensed clinicians for flexible, remote, project-based engagements supporting digital health products. Work may include evaluating AI-generated health responses, developing clinical rubrics, reviewing care pathways and medical content, validating alignment with evidence and standards of care, and providing expert feedback on safety and utility. Candidates need an active Canadian or U.S. clinical license, hands-on patient care experience, strong scope-of-practice judgment, reliability, deadline discipline, and Google Workspace proficiency.

Lead enterprise platform and AI sales across healthcare segments, own end-to-end sales cycle and quota, build pipeline and C-level relationships, negotiate complex agreements, collaborate with Solution Engineering and Product Marketing, surface product feedback, improve buyer journeys, and ensure smooth handoffs to delivery teams.