AVP, Engineering (Apps & Solutions)

About League Founded in 2014, League is the leading healthcare consumer experience (CX) platform, powered by artificial intelligence (AI), reaching more than 63 million people around the world and delivering the highest level of personalization in the industry. Payers, providers, and consumer health partners build on League’s platform to deliver high-engagement healthcare solutions proven to improve health outcomes. League has raised over $285 million in venture capital funding to date, powering the digital experiences for some of healthcare’s most trusted brands, including Highmark Health, Manulife, Medibank, and Shoppers Drug Mart. 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