Jobs at League

Own enterprise platform sales from pipeline generation through negotiation, forecasting, closing, and handoff to delivery. Build strategic healthcare partnerships across payers, providers, pharmacy retailers, and digital health companies. Collaborate with executives, Marketing, Business Development, and go-to-market teams to develop sales narratives, repeatable buyer journeys, and account-based marketing initiatives. Identify market and product opportunities while consistently achieving sales targets and maintaining trusted executive relationships.

Leads enterprise platform sales across U.S. healthcare segments, owning the full sales cycle from pipeline generation through negotiation, close, forecasting, and handoff to delivery. Builds strategic partnerships, sales narratives, repeatable buyer journeys, and account-based marketing initiatives while influencing product direction and executive stakeholders. Requires strong enterprise sales leadership, healthcare market knowledge, C-suite engagement, Salesforce proficiency, and consistent quota attainment.

Lead post-sales value realization by turning pre-sales ROI commitments into measurable outcomes. Build measurement frameworks, track KPIs, run executive value reviews, identify expansion signals, create reusable value playbooks, and feed outcome data into product and solution design to support renewals and growth.

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.