Job Title

Position Summary League is seeking an AVP, Engineering to join the Apps & Solutions engineering organizationa leader who brings deep technical credibility, strong delivery instincts, and people leadership skills to build and sustain highperforming teams. Reporting directly to the VP, Engineering (Apps & Solutions), this role connects technical execution and enterprise delivery: you own the architecture and quality of memberfacing applications, drive implementation excellence across squads, and serve as a trusted engineering partner to Leagues most strategic clients. This is not a platform role. You will build and lead teams that deliver directly to end membersconsumer health experiences that are fast, reliable, personalized, and clinically meaningful. You bring handson architectural judgment, a genuine bias for delivery, and the ability to represent engineering with conviction in executive and clientfacing 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 teams, and building the culture and practices that make AInative delivery a daily operational reality. In This Role You Will Team Scope Direct reports: 35 Engineering Managers. Indirect reports: 2535 engineers across web, mobile, and integration squads. Technical & Architectural Leadership Own the technical direction for memberfacing applicationsdefine and enforce architectural standards, patterns, and guardrails across squads; make tradeoff calls with speed, quality, and scalability in mind. Drive architectural reviews and decisionslead design reviews for major features and platform integrations; ensure technical choices align with Leagues roadmap, client commitments, and longterm platform health. Maintain handson technical credibilityengage directly with engineers on architecture, code quality, and system design; you dont need to be in the code daily, but you must be credible when you are. Implementation & Project Delivery Own endtoend delivery accountability for squadsfrom project scoping and estimation through to production release and postlaunch stability. Drive delivery predictabilityimplement the planning, tracking, and escalation practices that give the VP and CDO clear, realtime visibility into delivery health across your portfolio. Build and maintain delivery metricstrack PR throughput, defect rates, test automation coverage, and incident resolution SLAs; use data to drive continuous improvement, not just reporting. ClientFacing Engineering Leadership Serve as a senior engineering point of contact for strategic enterprise clientsrepresent engineering in client escalations, technical reviews, and delivery status conversations with credibility and presence that build lasting trust. Translate complex technical realities into clear client communicationown the narrative on delivery timelines, architectural decisions, and quality tradeoffs in language that resonates with nontechnical executive stakeholders. MemberFacing Application Ownership Lead engineering delivery for consumer health experiencesown the quality, performance, and reliability of memberfacing applications across web and mobile; understand what good looks like from a members perspective. CrossFunctional 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 Leagues CDO delivery governance model; surface risks early and resolve crossfunctional blockers before they become customer issues. People Leadership & Team Development Own performance management with rigorset clear expectations for each 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 squadspartner with Talent on sourcing strategy, conduct calibrated interviews, and make hiring decisions that raise the bar. Run structured calibration and career pathingquarterly calibrations across your EM cohort; every engineer has a clear growth path and knows where they stand. Build inclusive, hightrust team culturetrack engagement signals and act before attrition becomes a problem. AINative Engineering Leadership Build practices that make AInative delivery realmicrosprint methodologies, AIinformed delivery decisions, and AIassisted defect classification are things your teams actually do. Maintain strong ownership and judgment over AIgenerated outputsteams use AI confidently and responsibly; you set the standard for what that looks like in a regulated healthcare environment. Stay ahead of AI tooling evolutioncontinuously 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 leadership roles managing teams and engineering managers. Proven track record owning endtoend delivery of complex, enterprisegrade SaaS products in a B2B or B2B2C environment. Deep experience building and shipping memberfacing or consumerfacing applicationsunderstand this domain and have strong instincts for what quality looks like at scale. Health tech or enterprise healthcare SaaS experience strongly preferred; experience in HIPAA, PIPEDA, or equivalent regulated data environments is an asset. Strong architectural fluency in cloudnative systems (GCP preferred), microservices, and fullstack development (Go, React, mobile Android and/or iOS). Actively uses AI tools in engineering and leadership workflows. Strong executive presence; communicate with confidence and clarity in client escalations, executive reviews, and crossfunctional forums. Clear communicator who translates technical complexity into business language for nontechnical 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 compliant engineering practices in a healthcare SaaS context. Desired Outcomes Delivery predictability: sprint commitments met at 85%+ with realtime 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. AIassisted delivery decisions at 30%+ within 12 months. Every EM has a current development plan; no unmanaged performance gaps older than 60 days. SecurityRelated Responsibilities Compliance with Information Security Policies. Compliance with Leagues secure coding practice. Ensure access management performed in compliance with employee role and responsibilities. Responsibility and accountability for executing Leagues policies and procedures within the department/team. Notification of HR, Legal, Compliance & Security of any incidents, breaches or policy violations. AI Fluency & Ways of Working Use AI tools as part of your daily workflow to enhance productivity, problemsolving, and decisionmaking (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 teamlevel workflows by leveraging AI effectively. Operate with strong data responsibility and security awareness, especially when working with sensitive or regulated information. How This Scales By Level 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. What We Look For 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. Compensation (Canada only) $210,200$262,000 CAD. Location We have a mix of officecentric roles based in our vibrant Toronto office and remoteeligible roles based anywhere in Canada or the US. Each job posting will indicate where the role will be based. Regardless of location, all Torontoarea employees collaborate inoffice Monday through Thursday. Depending on distance to the office, youll enjoy 10 or 20 flexible remote days each quarter for focus and deepwork time. We are committed to fostering a meaningful work environment and connections for all employees regardless of location. Equal Employment Opportunity Statement We are 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 are an individual in need of assistance at any time during our recruitment process, please contact us at . #J-18808-Ljbffr