Principal – Value Realization

League

. Own the post-sales Value Realization workstream across League's full customer portfolio .

Posted 11/2/2026full-timeRemote • United States, CanadaLead💰 $170,000 - $200,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in post-sales value realization, translating pre-sales commitments into measurable frameworks, and effectively communicating insights to C-suite stakeholders. Proficient in leveraging healthcare analytics and AI tools to drive strategic outcomes and operational improvements.

Highest-signal resume keywords

Healthcare AnalyticsPost-Sales Measurement FrameworksExecutive CommunicationAI Tools UtilizationCross-Functional Collaboration

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

ROI ModelsKPI DashboardsValue Tracking ProgramsUtilization MetricsEngagement Analytics

Soft Skills

Storytelling SkillsCuriositySound Judgment

Tools & Technologies

AI ToolsData Responsibility

Industry Keywords

Health EconomicsHealth InformaticsDigital HealthEmployee BenefitsHealth Insurance

About the role

Key responsibilities & impact

Own the post-sales Value Realization workstream across League's full customer portfolio
Pick up pre-sales business cases at contract go-live and measure committed outcomes through the full contract term
Translate pre-sales value commitments into post-sales measurement frameworks with KPIs, leading indicators, and lagging indicators
Lead value review sessions with customer executive stakeholders, co-presenting performance data with account managers
Narrate business outcomes League has enabled
Partner with account teams to identify value gaps, at-risk accounts, and expansion signals
Build and maintain a library of value stories, benchmarks, and proof points
Develop scalable frameworks, templates, and playbooks for post-sales value realization programs
Collaborate with Product and Solution Engineering on product roadmap and solution design feedback
Stay current on digital health, payor, provider, benefits administration, and member engagement trends
Present findings and recommendations to senior internal and external stakeholders
Ensure access management, execute security policies, report incidents or violations, and comply with Information Security Policies
Use AI tools in daily workflows while reviewing outputs for accuracy, bias, and quality
Identify workflow improvements through responsible AI use and maintain data responsibility and security awareness

Requirements

What you’ll need

6+ years of experience in healthcare analytics, actuarial science, health economics and outcomes research (HEOR), or health informatics
Experience ideally within a health plan, health system, HEOR consultancy, or health-tech company
Management consulting or strategic account management background is a plus but not a substitute for quantitative healthcare experience
Ability to operationalize pre-sales ROI commitments into post-sales measurement frameworks, including ROI models, KPI dashboards, and value tracking programs for complex enterprise customers
Strong analytical skills with customer data, utilization metrics, and engagement analytics
Exceptional executive communication and storytelling skills for C-suite audiences
Experience with large, matrixed organizations (Fortune 500 or equivalent)
Proven ability to work cross-functionally with Product, Engineering, Sales, and Customer Success teams
Experience in digital health, employee benefits, consumer engagement, or health insurance strongly preferred
Startup and/or growth-stage technology experience is a plus
Comfort owning high-stakes engagements end-to-end
Demonstrated experience using AI tools in a practical, responsible way
Curiosity and openness to experimenting with new technologies
Ability to balance efficiency with quality and sound judgment

Benefits

Comp & perks

Bonus, equity and benefits are provided in addition to the base salary range (specific details not stated)
Flexible Remote Days: 10 or 20 days each quarter depending on distance to the Toronto office
Remote-eligible work arrangements for roles based anywhere in Canada or the US
AI tools and AI-native ways of working
Reference and background checks as part of the hiring process