AVP, Engineering (Apps & Solutions)

League Inc.

4h•Hybrid

About The Position

League is seeking an AVP, Engineering to join the Apps & Solutions engineering organization. This leader will bring deep technical credibility, strong delivery instincts, and people leadership skills to build and sustain high-performing teams. Reporting to the VP, Engineering (Apps & Solutions), this role acts as a bridge between technical execution and enterprise delivery. The AVP will own the architecture and quality of member-facing applications, drive implementation excellence across squads, and serve as a trusted engineering partner to League's strategic clients. This is not a platform role; the focus is on building and leading teams that deliver directly to end members, creating consumer health experiences that are fast, reliable, personalized, and clinically meaningful. The role requires hands-on architectural judgment, a strong bias for delivery, and the ability to represent engineering effectively in executive and client-facing settings. AI fluency is a core expectation, with the leader expected to integrate AI into their own engineering workflow, drive adoption across teams, and foster a culture of AI-native delivery. League is undergoing a delivery transformation and scaling enterprise accounts, making this role critical for engineering execution and meeting delivery commitments. The role has direct reports of 3-5 Engineering Managers and indirect reports of 25-35 engineers across web, mobile, and integration squads.

Requirements

12+ years of progressive software engineering experience.
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.
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; communicates 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.
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.
Thoughtfully leverage AI to improve the quality, speed, and impact of their work.
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 their 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.
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.

Nice To Haves

Health tech or enterprise healthcare SaaS experience strongly preferred.
Experience working within HIPAA, PIPEDA, or equivalent regulated data environments is an asset.

Responsibilities

Own the technical direction for member-facing applications, defining and enforcing architectural standards, patterns, and guardrails across squads, and making trade-off decisions considering speed, quality, and scalability.
Drive architectural reviews and decisions, leading design reviews for major features and platform integrations to ensure technical choices align with League’s roadmap, client commitments, and long-term platform health.
Maintain hands-on technical credibility by engaging directly with engineers on architecture, code quality, and system design.
Own end-to-end delivery accountability for squads, from project scoping and estimation through to production release and post-launch stability.
Drive delivery predictability by implementing planning, tracking, and escalation practices for clear visibility into delivery health.
Build and maintain delivery metrics (e.g., PR throughput, defect rates, test automation coverage, incident resolution SLAs) to drive continuous improvement.
Serve as a senior engineering point of contact for strategic enterprise clients, representing engineering in escalations, technical reviews, and delivery status conversations.
Translate complex technical realities into clear client communication regarding delivery timelines, architectural decisions, and quality trade-offs.
Lead engineering delivery for consumer health experiences, owning the quality, performance, and reliability of member-facing web and mobile applications.
Partner closely with Product Management and Design to translate roadmap commitments into realistic engineering plans, owning technical scoping and estimation.
Serve as the engineering point of contact within League's CDO delivery governance model, surfacing risks and resolving cross-functional blockers.
Own performance management with rigor, setting clear expectations for EMs, delivering feedback, and developing future engineering leadership.
Lead the hiring process for squads, partnering with Talent on sourcing, conducting interviews, and making hiring decisions.
Run structured calibration and career pathing sessions for EMs, ensuring engineers have clear growth paths.
Build inclusive, high-trust team culture, tracking engagement signals and acting proactively to prevent attrition.
Build practices for AI-native delivery, including micro-sprint methodologies, AI-informed delivery decisions, and AI-assisted defect classification.
Maintain strong ownership and judgment over AI-generated outputs, setting standards for confident and responsible AI use in a regulated healthcare environment.
Continuously evaluate new AI tooling capabilities and drive adoption with a clear point of view.