Principal, Value Realization

League; New York (NY); Hybrid; USD 170,000 - 200,000; Full time

Job summary

League is seeking a Principal, Value Realization, based in New York City, to drive customer engagement and proof of ROI during their journey. You will transform sales commitments into actionable measurement frameworks, ensuring that value is delivered throughout the contract duration.

Your role will be pivotal in engaging with executive stakeholders, analyzing data, and collaborating with cross-functional teams to enhance overall health outcomes through effective value realization programs.

Qualifications

• 6+ years in management consulting or strategic account management, preferably in healthcare.
• Ability to translate ROI commitments into measurable outcomes.
• Strong comfort with customer data and analytics.

Responsibilities

• Own post-sales Value Realization for customer portfolios.
• Translate value commitments into measurement frameworks.
• Lead regular value review sessions with stakeholders.

Skills

Management consulting

Customer strategy

Analytical skills

Executive communication

Cross-functional collaboration

Job description

About League—Founded in 2014, League is the leading healthcare consumer experience (CX) platform powered by artificial intelligence (AI). With a reach of over 63 million people worldwide and a focus on personalization, League partners with payers, providers, and consumer health brands to deliver high‑engagement solutions that improve health outcomes. League has secured more than $285 million in venture capital and works with trusted brands such as Highmark Health, Manulife, Medibank, and Shoppers Drug Mart.

Position Summary—As a Principal, Value Realization, you will own the moment of truth in League’s customer relationships by turning ROI commitments made during the sale into measurable, defensible proof of impact. You will drive the end‑to‑end post‑sales value lifecycle—from capturing pre‑sales business cases at contract go‑live, to building measurement frameworks that track delivery against agreed KPIs, and producing executive‑ready ROI narratives that anchor renewals and unlock expansion.

What you’ll be doing

• Own the post‑sales Value Realization workstream across League’s full customer portfolio, picking up pre‑sales business cases at contract go‑live and driving measurement of committed outcomes throughout the contract term.
• Translate pre‑sales value commitments (business cases, ROI models) into post‑sales measurement frameworks, defining KPIs, leading indicators, and lagging indicators that track League’s impact.
• Lead regular value review sessions with customer executive stakeholders, co‑presenting performance data with the account manager and narrating the business outcomes League has enabled.
• Partner with account teams to identify value gaps, at‑risk accounts, and expansion signals based on value attainment data.
• Build and maintain a library of value stories, benchmarks, and proof points that can be leveraged across the sales cycle and customer lifecycle.
• Develop scalable frameworks, templates, and playbooks that enable the broader post‑sales organization to run value realization programs consistently.
• Collaborate with Product and Solution Engineering to feed customer outcome data back into the product roadmap and solution design process.
• Stay current on industry trends in digital health, payor, provider, benefits administration, and member engagement to contextualize League's value within the broader market.
• Present findings and recommendations to senior internal and external stakeholders, influencing strategic decisions with data‑backed insights.
• Security‑related responsibilities:
  • Ensure access management is performed in compliance with your role and responsibilities.
  • Execute League's policies and procedures within your team and engagements.
  • Notify HR, Legal, Compliance & Security of any incidents, breaches, or policy violations.
  • Comply with Information Security Policies.

What we’re looking for

• 6+ years of experience in management consulting, customer strategy, business value consulting, or strategic account management—ideally in healthcare, health‑tech, or enterprise SaaS.
• Demonstrated 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 and comfort working with customer data, utilization metrics, and engagement analytics to construct compelling value narratives.
• Exceptional executive communication and storytelling skills—capable of distilling complex data into clear, persuasive narratives for C‑suite audiences.
• Experience working with large, matrixed organizations (Fortune 500 or equivalent) and navigating multiple stakeholder groups.
• Proven ability to work cross‑functionally with Product, Engineering, Sales, and Customer Success teams to deliver on customer outcomes.
• Experience in digital health, employee benefits, consumer engagement, or health insurance (major payors, pharmacy retailers, or health providers) strongly preferred.
• Startup and/or growth‑stage technology experience is a plus.
• Comfortable owning high‑stakes engagements end‑to‑end, taking pre‑sales commitments at contract execution and making them trackable and defensible.

US Applicants Only – Compensation

Salary range (US only): $170,000—$200,000 USD
Bonus, equity and benefits are not included in this range. The final compensation will be determined by job‑related skills and experience.

Equal Employment Opportunity

League is committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or veteran status. If you need assistance at any time during our recruitment process, please contact [e-mail].

Work Location

We have a mix of office‑centric roles based in our Toronto office and remote‑eligible roles based anywhere in Canada or the US. All Toronto‑area Leaguers collaborate in‑office Monday through Thursday. Depending on your distance to the office, you will enjoy 10 or 20 flexible remote days each quarter for focused, deep‑work time.