Position Summary

League is at an inflection point. We’re executing a delivery transformation — moving from reactive implementation to an AI-native, industrialized delivery model — at the same time as we’re scaling our most strategic enterprise accounts and standing up new delivery capabilities. This VP role is a defining hire: you’ll shape how engineering operates at League for the next five years, not just manage what exists today.

You are a seasoned engineering leader who leads with AI conviction — someone who doesn't just adopt AI practices but pulls the entire engineering organization forward through them. As VP Engineering, Apps & Solutions at League, you'll set the technical vision, own end-to-end delivery across a 50+ engineer organization, and drive an AI-native engineering transformation that makes League's delivery faster, more reliable, and more predictable. You'll own executive-level relationships with League's most strategic enterprise clients and be a defining voice in how League builds software for the next five years.

In this role you will:

• Lead the AI-native engineering transformation for Apps & Solutions — drive the adoption of micro-sprint methodologies, agentic capacity management, and AI-informed delivery decisions across all engineering pods; set a target of 40%+ AI-informed delivery decisions across the portfolio and build the operating model that makes it real, not aspirational
• Build and scale a world-class engineering organization — lead 50+ engineers through multiple Directors and Engineering Managers, manage through leaders of leaders, develop the EM cohort as a performance management discipline, and build the leadership bench that sustains delivery excellence through growth and change
• Set the technical vision and engineering standards — define the architecture direction for Apps & Solutions aligned with League's business objectives and product roadmap; champion CI/CD, observability, cloud-native engineering on GCP, and test automation practices that drive measurable quality improvement across all squads
• Own executive-level customer relationships — serve as the senior engineering sponsor for League's most strategic enterprise accounts; own escalation management, delivery confidence, and the executive relationships that determine whether clients stay, expand, or churn
• Partner at the company-wide level — work alongside the CTO, CPO, and CDO to shape technology strategy, architecture decisions, and go-to-market execution for enterprise customers; own P&L accountability for engineering delivery across the Apps & Solutions portfolio
• Drive cross-functional alignment at the leadership level — work closely with the CPO, CTO, and CDO to ensure engineering decisions are tightly coupled to product roadmap commitments and delivery capacity; own the relationship between engineering velocity and commercial feasibility before commitments leave the building.

About you:

• 15+ years of progressive software engineering experience, including 8+ years in senior leadership roles managing multiple engineering teams and leaders of leaders
• Demonstrated AI conviction — you lead AI-native delivery in practice, not just in aspiration; you have hands-on experience deploying AI-assisted engineering workflows (capacity matching, automated defect classification, PR review, agentic tooling) and a track record of pulling engineering organizations forward on AI adoption
• Proven track record scaling engineering organizations of 50+ engineers and delivering complex, enterprise-grade SaaS products in a B2B or B2B2C environment; health tech or enterprise healthcare SaaS experience strongly preferred
• Deep technical fluency in cloud-native architectures (GCP preferred), microservices, and full-stack development (Go, React, mobile) — you engage credibly with engineers on architectural trade-offs without losing your strategic altitude
• Exceptional executive presence with a demonstrated ability to build trust with C-suite stakeholders and enterprise customers; track record of owning high-stakes customer relationships at the account level, not just in QBRs
• Experience working within HIPAA, PIPEDA, or equivalent regulated data environments is required at this level — you understand the compliance obligations that come with handling PHI and have built engineering practices that treat security and data governance as foundational, not afterthought
• Demonstrated experience managing delivery partners, offshore teams, or hybrid internal/external engineering models; comfort holding external teams to the same quality bar as internal engineers

Desired Outcomes 

• Developer throughput and predictability: PR throughput per developer sustained at or above industry p75, with a clear trajectory toward p90
• Developer Experience Index (DXI): measurable quarter-over-quarter improvement, with named actions and owners
• Engineering quality: defect rate below p75 benchmark, high/critical incident rate below 10 per month, incident resolution SLA attainment at 100%
• Test automation coverage: 80%+ across the portfolio with quarterly delivery milestones
• AI-informed delivery: 40%+ of engineering delivery decisions AI-assisted within 12 months
• Customer satisfaction: NPS and CSAT scores for strategic enterprise accounts trending positive

AI Fluency (Core Competency)

• Lead the Apps & Solutions org through an AI-native delivery transformation — micro-sprints, agentic capacity management, AI-informed PR review and defect classification are operational realities under your leadership, not future-state aspirations
• Champion AI tooling adoption across engineering pods (Copilot, LLM-assisted workflows, AI-driven observability) and build a team culture where AI fluency is expected at every level of the engineering org
• Use AI actively in your own strategic work — synthesizing delivery data, accelerating architectural thinking, staying ahead of market and tooling evolution
• Define and own the org's posture on responsible AI adoption at scale — what to build with, what to evaluate carefully, and where human judgment must remain primary
• Integrate AI into your daily workflow, not just occasional use
• Maintain strong ownership and judgment over AI-generated outputs

Security-Related Responsibilities

• Compliance with Information Security Policies
• Compliance with League's secure coding practice
• Ensure access management is performed in compliance with the employee's role and responsibilities
• Responsibility and accountability for executing League's policies and procedures within the department/team
• Notification of HR, Legal, Compliance & Security of any incidents, breaches or policy violations

• Use AI tools as part of your daily workflow to enhance productivity, problem-solving, and decision-making (e.g., drafting, analysis, coding, research, or process automation)
• Apply judgment and accountability when using AI by reviewing outputs for accuracy, bias, and quality before use
• Continuously learn and adapt as new AI tools and capabilities emerge, incorporating them into your ways of working
• Identify opportunities to improve how work gets done from personal productivity to team-level workflows by leveraging AI effectively
• Operate with strong data responsibility and security awareness, especially when working with sensitive or regulated information

• Individual Contributors: Use AI to improve personal productivity and quality of output
• Senior ICs / Managers: Integrate AI into team workflows and improve processes
• Leaders: Drive AI adoption at the organizational level and shape how work is done across teams

• 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

Position Summary

League is at an inflection point. We’re executing a delivery transformation — moving from reactive implementation to an AI-native, industrialized delivery model — at the same time as we’re scaling our most strategic enterprise accounts and standing up new delivery capabilities. This VP role is a defining hire: you’ll shape how engineering operates at League for the next five years, not just manage what exists today.

You are a seasoned engineering leader who leads with AI conviction — someone who doesn't just adopt AI practices but pulls the entire engineering organization forward through them. As VP Engineering, Apps & Solutions at League, you'll set the technical vision, own end-to-end delivery across a 50+ engineer organization, and drive an AI-native engineering transformation that makes League's delivery faster, more reliable, and more predictable. You'll own executive-level relationships with League's most strategic enterprise clients and be a defining voice in how League builds software for the next five years.

In this role you will:

• Lead the AI-native engineering transformation for Apps & Solutions — drive the adoption of micro-sprint methodologies, agentic capacity management, and AI-informed delivery decisions across all engineering pods; set a target of 40%+ AI-informed delivery decisions across the portfolio and build the operating model that makes it real, not aspirational
• Build and scale a world-class engineering organization — lead 50+ engineers through multiple Directors and Engineering Managers, manage through leaders of leaders, develop the EM cohort as a performance management discipline, and build the leadership bench that sustains delivery excellence through growth and change
• Set the technical vision and engineering standards — define the architecture direction for Apps & Solutions aligned with League's business objectives and product roadmap; champion CI/CD, observability, cloud-native engineering on GCP, and test automation practices that drive measurable quality improvement across all squads
• Own executive-level customer relationships — serve as the senior engineering sponsor for League's most strategic enterprise accounts; own escalation management, delivery confidence, and the executive relationships that determine whether clients stay, expand, or churn
• Partner at the company-wide level — work alongside the CTO, CPO, and CDO to shape technology strategy, architecture decisions, and go-to-market execution for enterprise customers; own P&L accountability for engineering delivery across the Apps & Solutions portfolio
• Drive cross-functional alignment at the leadership level — work closely with the CPO, CTO, and CDO to ensure engineering decisions are tightly coupled to product roadmap commitments and delivery capacity; own the relationship between engineering velocity and commercial feasibility before commitments leave the building.

About you:

• 15+ years of progressive software engineering experience, including 8+ years in senior leadership roles managing multiple engineering teams and leaders of leaders
• Demonstrated AI conviction — you lead AI-native delivery in practice, not just in aspiration; you have hands-on experience deploying AI-assisted engineering workflows (capacity matching, automated defect classification, PR review, agentic tooling) and a track record of pulling engineering organizations forward on AI adoption
• Proven track record scaling engineering organizations of 50+ engineers and delivering complex, enterprise-grade SaaS products in a B2B or B2B2C environment; health tech or enterprise healthcare SaaS experience strongly preferred
• Deep technical fluency in cloud-native architectures (GCP preferred), microservices, and full-stack development (Go, React, mobile) — you engage credibly with engineers on architectural trade-offs without losing your strategic altitude
• Exceptional executive presence with a demonstrated ability to build trust with C-suite stakeholders and enterprise customers; track record of owning high-stakes customer relationships at the account level, not just in QBRs
• Experience working within HIPAA, PIPEDA, or equivalent regulated data environments is required at this level — you understand the compliance obligations that come with handling PHI and have built engineering practices that treat security and data governance as foundational, not afterthought
• Demonstrated experience managing delivery partners, offshore teams, or hybrid internal/external engineering models; comfort holding external teams to the same quality bar as internal engineers

Desired Outcomes 

• Developer throughput and predictability: PR throughput per developer sustained at or above industry p75, with a clear trajectory toward p90
• Developer Experience Index (DXI): measurable quarter-over-quarter improvement, with named actions and owners
• Engineering quality: defect rate below p75 benchmark, high/critical incident rate below 10 per month, incident resolution SLA attainment at 100%
• Test automation coverage: 80%+ across the portfolio with quarterly delivery milestones
• AI-informed delivery: 40%+ of engineering delivery decisions AI-assisted within 12 months
• Customer satisfaction: NPS and CSAT scores for strategic enterprise accounts trending positive

AI Fluency (Core Competency)

• Lead the Apps & Solutions org through an AI-native delivery transformation — micro-sprints, agentic capacity management, AI-informed PR review and defect classification are operational realities under your leadership, not future-state aspirations
• Champion AI tooling adoption across engineering pods (Copilot, LLM-assisted workflows, AI-driven observability) and build a team culture where AI fluency is expected at every level of the engineering org
• Use AI actively in your own strategic work — synthesizing delivery data, accelerating architectural thinking, staying ahead of market and tooling evolution
• Define and own the org's posture on responsible AI adoption at scale — what to build with, what to evaluate carefully, and where human judgment must remain primary
• Integrate AI into your daily workflow, not just occasional use
• Maintain strong ownership and judgment over AI-generated outputs

Security-Related Responsibilities

• Compliance with Information Security Policies
• Compliance with League's secure coding practice
• Ensure access management is performed in compliance with the employee's role and responsibilities
• Responsibility and accountability for executing League's policies and procedures within the department/team
• Notification of HR, Legal, Compliance & Security of any incidents, breaches or policy violations

• Use AI tools as part of your daily workflow to enhance productivity, problem-solving, and decision-making (e.g., drafting, analysis, coding, research, or process automation)
• Apply judgment and accountability when using AI by reviewing outputs for accuracy, bias, and quality before use
• Continuously learn and adapt as new AI tools and capabilities emerge, incorporating them into your ways of working
• Identify opportunities to improve how work gets done from personal productivity to team-level workflows by leveraging AI effectively
• Operate with strong data responsibility and security awareness, especially when working with sensitive or regulated information

• Individual Contributors: Use AI to improve personal productivity and quality of output
• Senior ICs / Managers: Integrate AI into team workflows and improve processes
• Leaders: Drive AI adoption at the organizational level and shape how work is done across teams

• 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

Position Summary

League is seeking an AVP, Engineering to join the Apps & Solutions engineering organization — a leader who brings deep technical credibility, strong delivery instincts, and the people leadership skills to build and sustain high-performing teams. Reporting directly to the VP, Engineering (Apps & Solutions), this role is the connective tissue between technical execution and enterprise delivery: you own the architecture and quality of member-facing applications, drive implementation excellence across your squads, and show up as a trusted engineering partner to League's most strategic clients.

This is not a platform role. You will be building and leading teams that deliver directly to end members; consumer health experiences that are fast, reliable, personalized, and clinically meaningful. You bring hands-on architectural judgment, a genuine bias for delivery, and the ability to represent engineering with conviction in executive and client-facing settings.

AI fluency is a core expectation of this role, not a bonus. You lead by example; integrating AI into your own engineering workflow, driving adoption across your teams, and building the culture and practices that make AI-native delivery a daily operational reality.

Why This Role, Why Now?

League is at an inflection point — executing a delivery transformation while scaling our most strategic enterprise accounts. This AVP role is a critical hire: you'll own the engineering execution that makes our delivery commitments real.

In this role you will:

Team Scope

• Direct reports: 3–5 Engineering Managers. Indirect reports: 25–35 engineers across web, mobile, and integration squads.

Technical & Architectural Leadership

• Own the technical direction for member-facing applications — define and enforce architectural standards, patterns, and guardrails across your squads; make trade-off calls with speed, quality, and scalability in mind
• Drive architectural reviews and decisions — lead design reviews for major features and platform integrations; ensure technical choices align with League’s roadmap, client commitments, and long-term platform health
• Maintain hands-on technical credibility — engage directly with engineers on architecture, code quality, and system design; you don’t need to be in the code daily, but you must be credible when you are

Implementation & Project Delivery

• Own end-to-end delivery accountability for your squads — from project scoping and estimation through to production release and post-launch stability; delivery commitments you make are commitments you keep
• Drive delivery predictability — implement the planning, tracking, and escalation practices that give the VP and CDO clear, real-time visibility into delivery health across your portfolio
•  Build and maintain delivery metrics — track PR throughput, defect rates, test automation coverage, and incident resolution SLAs; use data to drive continuous improvement, not just reporting

Client-Facing Engineering Leadership

• Serve as a senior engineering point of contact for strategic enterprise clients — represent engineering in client escalations, technical reviews, and delivery status conversations with the credibility and presence that builds lasting trust
•  Translate complex technical realities into clear client communication — own the narrative on delivery timelines, architectural decisions, and quality trade-offs in language that resonates with non-technical executive stakeholders

Member-Facing Application Ownership

•  Lead engineering delivery for consumer health experiences — own the quality, performance, and reliability of member-facing applications across web and mobile; you understand what ‘good’ looks like from a member’s perspective, not just an engineer’s

Cross-functional Collaboration

• Partner closely with Product Management and Design to translate roadmap commitments into realistic engineering plans;  own the technical scoping and estimation that makes delivery promises credible
• • Serve as the engineering point of contact within League's CDO delivery governance model; surface risks early and resolve cross-functional blockers before they become customer issues

People Leadership & Team Development

• Own performance management with rigor — set clear expectations for every EM, deliver candid feedback on a consistent cadence, and hold yourself accountable for developing the next tier of engineering leadership at League
•  Lead the hiring process for your squads — partner with Talent on sourcing strategy, conduct calibrated interviews, and make hiring decisions that raise the bar
•  Run structured calibration and career pathing — quarterly calibrations across your EM cohort; every engineer has a clear growth path and knows where they stand
•  Build inclusive, high-trust team culture — track engagement signals and act before attrition becomes a problem

AI-Native Engineering Leadership

•  Build the practices that make AI-native delivery real — micro-sprint methodologies, AI-informed delivery decisions, and AI-assisted defect classification are things your teams actually do       
• Maintain strong ownership and judgment over AI-generated outputs — your teams use AI confidently and responsibly; you set the standard for what that looks like in a regulated healthcare environment
•  Stay ahead of AI tooling evolution — continuously evaluate new capabilities and bring the right ones to your teams with a clear point of view on adoption

About you:

• 12+ years of progressive software engineering experience, including 5+ years in engineering leadership roles managing teams and engineering managers
• Proven track record owning end-to-end delivery of complex, enterprise-grade SaaS products in a B2B or B2B2C environment
• Deep experience building and shipping member-facing or consumer-facing applications — you understand this domain and have strong instincts for what quality looks like at scale
• Health tech or enterprise healthcare SaaS experience strongly preferred; experience working within HIPAA, PIPEDA, or equivalent regulated data environments is an asset
•  Strong architectural fluency in cloud-native systems (GCP preferred), microservices, and full-stack development (Go, React, mobile — Android and/or iOS
• Actively uses AI tools in engineering and leadership workflows
• Strong executive presence; you communicate with confidence and clarity in client escalations, executive reviews, and cross-functional forums
• Clear communicator who translates technical complexity into business language for non-technical stakeholders
• Experience managing delivery partners, offshore QA or development teams, or hybrid internal/external engineering models
• Familiarity with HIPAA, PIPEDA, or equivalent regulated data environments; understanding of what compliant engineering practice looks like in a healthcare SaaS context

Desired Outcomes 

• Delivery predictability: sprint commitments met at 85%+ with real-time visibility into delivery health
• PR throughput per developer at or above industry p75; trajectory toward p90 within 12 months
• Defect rate below p75 benchmark; high/critical incident rate below 10/month; incident SLA attainment at 100%
• Test automation coverage at 80%+ within 6 months of hire
• AI-assisted delivery decisions at 30%+ within 12 months
• Every EM has a current development plan; no unmanaged performance gaps older than 60 days

Security-Related Responsibilities

• Compliance with Information Security Policies
• Compliance with League's secure coding practice
• Ensure access management is performed in compliance with the employee's role and responsibilities
• Responsibility and accountability for executing League's policies and procedures within the department/team
• Notification of HR, Legal, Compliance & Security of any incidents, breaches or policy violations

• Use AI tools as part of your daily workflow to enhance productivity, problem-solving, and decision-making (e.g., drafting, analysis, coding, research, or process automation)
• Apply judgment and accountability when using AI by reviewing outputs for accuracy, bias, and quality before use
• Continuously learn and adapt as new AI tools and capabilities emerge, incorporating them into your ways of working
• Identify opportunities to improve how work gets done from personal productivity to team-level workflows by leveraging AI effectively
• Operate with strong data responsibility and security awareness, especially when working with sensitive or regulated information

• Individual Contributors: Use AI to improve personal productivity and quality of output
• Senior ICs / Managers: Integrate AI into team workflows and improve processes
• Leaders: Drive AI adoption at the organizational level and shape how work is done across teams

• 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

Position Summary

League is seeking an AVP, Engineering to join the Apps & Solutions engineering organization — a leader who brings deep technical credibility, strong delivery instincts, and the people leadership skills to build and sustain high-performing teams. Reporting directly to the VP, Engineering (Apps & Solutions), this role is the connective tissue between technical execution and enterprise delivery: you own the architecture and quality of member-facing applications, drive implementation excellence across your squads, and show up as a trusted engineering partner to League's most strategic clients.

This is not a platform role. You will be building and leading teams that deliver directly to end members; consumer health experiences that are fast, reliable, personalized, and clinically meaningful. You bring hands-on architectural judgment, a genuine bias for delivery, and the ability to represent engineering with conviction in executive and client-facing settings.

AI fluency is a core expectation of this role, not a bonus. You lead by example; integrating AI into your own engineering workflow, driving adoption across your teams, and building the culture and practices that make AI-native delivery a daily operational reality.

Why This Role, Why Now?

League is at an inflection point — executing a delivery transformation while scaling our most strategic enterprise accounts. This AVP role is a critical hire: you'll own the engineering execution that makes our delivery commitments real.

In this role you will:

Team Scope

• Direct reports: 3–5 Engineering Managers. Indirect reports: 25–35 engineers across web, mobile, and integration squads.

Technical & Architectural Leadership

• Own the technical direction for member-facing applications — define and enforce architectural standards, patterns, and guardrails across your squads; make trade-off calls with speed, quality, and scalability in mind
• Drive architectural reviews and decisions — lead design reviews for major features and platform integrations; ensure technical choices align with League’s roadmap, client commitments, and long-term platform health
• Maintain hands-on technical credibility — engage directly with engineers on architecture, code quality, and system design; you don’t need to be in the code daily, but you must be credible when you are

Implementation & Project Delivery

• Own end-to-end delivery accountability for your squads — from project scoping and estimation through to production release and post-launch stability; delivery commitments you make are commitments you keep
• Drive delivery predictability — implement the planning, tracking, and escalation practices that give the VP and CDO clear, real-time visibility into delivery health across your portfolio
•  Build and maintain delivery metrics — track PR throughput, defect rates, test automation coverage, and incident resolution SLAs; use data to drive continuous improvement, not just reporting

Client-Facing Engineering Leadership

• Serve as a senior engineering point of contact for strategic enterprise clients — represent engineering in client escalations, technical reviews, and delivery status conversations with the credibility and presence that builds lasting trust
•  Translate complex technical realities into clear client communication — own the narrative on delivery timelines, architectural decisions, and quality trade-offs in language that resonates with non-technical executive stakeholders

Member-Facing Application Ownership

•  Lead engineering delivery for consumer health experiences — own the quality, performance, and reliability of member-facing applications across web and mobile; you understand what ‘good’ looks like from a member’s perspective, not just an engineer’s

Cross-functional Collaboration

• Partner closely with Product Management and Design to translate roadmap commitments into realistic engineering plans;  own the technical scoping and estimation that makes delivery promises credible
• • Serve as the engineering point of contact within League's CDO delivery governance model; surface risks early and resolve cross-functional blockers before they become customer issues

People Leadership & Team Development

• Own performance management with rigor — set clear expectations for every EM, deliver candid feedback on a consistent cadence, and hold yourself accountable for developing the next tier of engineering leadership at League
•  Lead the hiring process for your squads — partner with Talent on sourcing strategy, conduct calibrated interviews, and make hiring decisions that raise the bar
•  Run structured calibration and career pathing — quarterly calibrations across your EM cohort; every engineer has a clear growth path and knows where they stand
•  Build inclusive, high-trust team culture — track engagement signals and act before attrition becomes a problem

AI-Native Engineering Leadership

•  Build the practices that make AI-native delivery real — micro-sprint methodologies, AI-informed delivery decisions, and AI-assisted defect classification are things your teams actually do       
• Maintain strong ownership and judgment over AI-generated outputs — your teams use AI confidently and responsibly; you set the standard for what that looks like in a regulated healthcare environment
•  Stay ahead of AI tooling evolution — continuously evaluate new capabilities and bring the right ones to your teams with a clear point of view on adoption

About you:

• 12+ years of progressive software engineering experience, including 5+ years in engineering leadership roles managing teams and engineering managers
• Proven track record owning end-to-end delivery of complex, enterprise-grade SaaS products in a B2B or B2B2C environment
• Deep experience building and shipping member-facing or consumer-facing applications — you understand this domain and have strong instincts for what quality looks like at scale
• Health tech or enterprise healthcare SaaS experience strongly preferred; experience working within HIPAA, PIPEDA, or equivalent regulated data environments is an asset
•  Strong architectural fluency in cloud-native systems (GCP preferred), microservices, and full-stack development (Go, React, mobile — Android and/or iOS
• Actively uses AI tools in engineering and leadership workflows
• Strong executive presence; you communicate with confidence and clarity in client escalations, executive reviews, and cross-functional forums
• Clear communicator who translates technical complexity into business language for non-technical stakeholders
• Experience managing delivery partners, offshore QA or development teams, or hybrid internal/external engineering models
• Familiarity with HIPAA, PIPEDA, or equivalent regulated data environments; understanding of what compliant engineering practice looks like in a healthcare SaaS context

Desired Outcomes 

• Delivery predictability: sprint commitments met at 85%+ with real-time visibility into delivery health
• PR throughput per developer at or above industry p75; trajectory toward p90 within 12 months
• Defect rate below p75 benchmark; high/critical incident rate below 10/month; incident SLA attainment at 100%
• Test automation coverage at 80%+ within 6 months of hire
• AI-assisted delivery decisions at 30%+ within 12 months
• Every EM has a current development plan; no unmanaged performance gaps older than 60 days

Security-Related Responsibilities

• Compliance with Information Security Policies
• Compliance with League's secure coding practice
• Ensure access management is performed in compliance with the employee's role and responsibilities
• Responsibility and accountability for executing League's policies and procedures within the department/team
• Notification of HR, Legal, Compliance & Security of any incidents, breaches or policy violations

• Use AI tools as part of your daily workflow to enhance productivity, problem-solving, and decision-making (e.g., drafting, analysis, coding, research, or process automation)
• Apply judgment and accountability when using AI by reviewing outputs for accuracy, bias, and quality before use
• Continuously learn and adapt as new AI tools and capabilities emerge, incorporating them into your ways of working
• Identify opportunities to improve how work gets done from personal productivity to team-level workflows by leveraging AI effectively
• Operate with strong data responsibility and security awareness, especially when working with sensitive or regulated information

• Individual Contributors: Use AI to improve personal productivity and quality of output
• Senior ICs / Managers: Integrate AI into team workflows and improve processes
• Leaders: Drive AI adoption at the organizational level and shape how work is done across teams

• 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

Position Summary: 

As Principal, Strategic Partnerships, you will be responsible for building and leading strategic partnerships on behalf of League and will report to the SVP of Customer & Partner Ecosystem.  You will manage partnerships within a single portfolio or combination of partnerships across System Integrator & Enterprise Technology, and/or Product/ISV segments.  You will be responsible for the strategy, execution, negotiation/contract management, and relationship management for your partnerships towards achievement of business objectives, prioritizing sourcing and influencing closed won revenue.

The ideal candidate will have demonstrated experience growing and managing partnerships with Systems Integrators, Cloud providers or ISVs & AI natives, with proven success in driving opportunities via complex partner networks. They will have shown the ability to think strategically, navigate complex partner ecosystems, and lead cross-functional teams to execute on revenue-generating KPIs.  The ideal candidate must have experience in healthcare/digital health.

In this role, you will: 

• Partnership strategy definition and alignment: Define success/KPIs, develop a plan to get there, and align support to achieve those targets independently (including cross functional stakeholders, external stakeholders, working team and leadership).
• Develop sales strategies and identify opportunities that align to League’s platform go-to-market segments (focus on payors by working closely with internal and external commercial teams. 
• Continuously educating and enabling partners on League’s unique positioning and value proposition, and enabling internal teams on new partnerships. 
• Collaborate with Product Marketing to develop ‘better together’ messaging for the partnership and enable our internal and partner commercial teams.
• Partner with Marketing on strategies to drive partnership awareness through joint blogs, podcasts, webinars, case studies, etc.
• Define and gain alignment on the partnership product roadmap internally and with the partner product development teams (e.g. technology integrations).
• Execution: Deliver on objectives at a high standard, on time, and meeting success criteria (e.g. partner-generated and partner-influenced KPI’s, sales qualified opportunities, revenue targets) independently. 
• Responsible for driving execution on the strategy from start to finish, internally & externally, cross functionally, and with all levels of leadership. 
• Effectively consider dependencies and mitigate risks when planning work.
• Manage partnerships to the partnership health framework.  
• Proactively raise and address issues, such that the resulting impact is minimized. 
• Partnership Structuring & Negotiation: Responsible for defining commercial models and negotiating contracts resulting in longstanding win-win partnerships independently. 
• Successfully navigate, identify, evaluate and prioritize risk to minimize negative impacts to the business. 
• Manage partnerships in alignment with contracts.
• Relationship Management: Ensure healthy partner relationships that both position the partnership for success in achieving objectives, and are aligned with League's core values.   
• Develop and nurture relationships at all levels (including senior executives) and across all applicable functions within the partner organization. Identify and collaborate with key decision-makers and influencers.
• Coordinate governance (e.g. QBRs) with key stakeholders to drive partnerships forward.
• Manage partnerships such that teams that are responsive, execute, make decisions, ideate well together, and trust each other.  If one of these tenants falls, you ensure that it is promptly addressed.
• Security-related responsibilities: 
• Compliance with Information Security Policies
• Responsibility and accountability for executing League's policies and procedures
• Notification of HR, Legal, Compliance & Security of any incidents, breaches or policy violations

We're looking for: 

• 5+ Years of partner or channel development/management, co-selling, and/or experience working with ISVs, Global System Integrators (e.g. Deloitte, Accenture - experience in digital transformation a bonus) and/or with a Cloud Provider (e.g. Google, Microsoft, AWS)
• 5+ years of partner management experience with revenue-generating KPIs
• Experience building partner evaluation frameworks, building and onboarding new partners, and ongoing execution of the partnership post-launch.
• 7+ years of experience in healthcare/digital health
• AI and agentic platform literacy

• Nice-to-have: 
• Consulting, investment banking, corporate development experience and/or MBA
• AI-native platform experience
• Entrepreneurial experience or experience building net new partner revenue lines at a hyper-growth organization
• Strong understanding of the payor market

• Use AI tools as part of your daily workflow to enhance productivity, problem-solving, and decision-making (e.g., drafting, analysis, coding, research, or process automation)
• Apply judgment and accountability when using AI by reviewing outputs for accuracy, bias, and quality before use
• Continuously learn and adapt as new AI tools and capabilities emerge, incorporating them into your ways of working
• Identify opportunities to improve how work gets done from personal productivity to team-level workflows by leveraging AI effectively
• Operate with strong data responsibility and security awareness, especially when working with sensitive or regulated information

• Individual Contributors: Use AI to improve personal productivity and quality of output
• Senior ICs / Managers: Integrate AI into team workflows and improve processes
• Leaders: Drive AI adoption at the organizational level and shape how work is done across teams

• 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

Position Summary: 

The solution consulting & sales engineering team is a critical part of League’s growth organization, focused on applying League’s platform capabilities to power new digital consumer experiences in healthcare.  

Through collaborating with League’s market development, strategic sales, customer, partner, product & implementation teams, Solutions Engineering partners with the world’s leading healthcare organizations to design new digital business models, products, and experiences.  League’s growth organization supports organizations across the Payer, Provider, Life Sciences, and Consumer Health markets (i.e., Pharmacy Retail).

As Principal, Solutions Engineering, you are a leader in League’s solution consulting & sales engineering team.  You take a leadership role in having a deep understanding of the League platform, and are able to connect customer business priorities with League’s technology capabilities - while helping to chart League’s broader strategy for how our platform delivers a better digital health experience for consumers.

Note: this is an Evergreen role as we are always building our talent pipeline. This is a recurring role on our team and we are always excited to meet talent who may be a fit now or in the future. 

In this role, you will: 

• As a Principal, Solutions Engineering, you are a leader on the pre-sales team at League, partnering with Strategic Account Directors to showcase League’s platform capabilities, understand prospective customers’ business & digital requirements, visualize League’s platform capabilities, and collaborate with customers to align their needs with League’s market-leading capabilities and solutions.
• Design Digital Consumer Experiences - you will partner with prospective customers, and their business, product, digital & IT teams to design ‘what’s possible’ in redefining the role of digital in delivering healthcare and benefits for millions of consumers
• Align Platform Capabilities to Business Value - you will demonstrate a deep knowledge and understanding of League’s platform and technology capabilities with the ability to architect solutions and articulate how those solutions connect to the key business drivers for our prospective customers (e.g., business growth, service automation, experience transformation, high engagement care delivery, population health, etc.)
• Visualize Best-in-Class Health Experiences - bring to life League’s platform capabilities through presentations, mock-ups, and demonstrations by partnering with League’s product & design teams
• Partner for Success - you will work cross-functionally at League with our customer, implementation, product and engineering teams to turn strategy, solutions and requirements into concrete action plans to build, launch & scale our customers’ new digital health experiences 
• Growth Team Alignment - you will work with Strategic Account Directors on RFP/RFIs, partner contracts and technical evaluations
• Security-related responsibilities:
  • Compliance with Information Security Policies
  • Compliance with League’s secure coding practice
  • Responsibility and accountability for executing League's policies and procedures
  • Notification of HR, Legal, Compliance & Security of any incidents, breaches or policy violations

What we're looking for: 

• 8+ years Solutions Engineering / Pre-Sales / Solutions Consulting experience
• 10+ years total professional experience
• Deep healthcare (specifically Payer) industry experience in sales, business development and/or strategy consulting
• Experience in leading solution architecture and software demonstrations for healthcare IT, digital health and/or patient engagement solutions
• Platform-as-a-Service or Software-as-a-Service experience 
• Excellent storytelling and communication skills, including presenting complex solutions, concepts & ideas to executive, technical and/or non-technical audiences
• Bachelor equivalent - minimum

Nice-to-Have

• Master equivalent
• Product Management experience