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 directly to the VP, Engineering (Apps & Solutions), this role serves as the connective tissue between technical execution and enterprise delivery. The AVP will own the architecture and quality of member-facing applications, drive implementation excellence across their squads, and act as a trusted engineering partner to League's most 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 bias for delivery, and the ability to represent engineering with conviction 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 build a culture of AI-native delivery. League is at an inflection point, executing a delivery transformation while scaling enterprise accounts, making this AVP role critical for engineering execution and delivery commitments.

Requirements

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.
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; 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.
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 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 — define and enforce architectural standards, patterns, and guardrails across 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.
Own end-to-end delivery accountability for squads — from project scoping and estimation through to production release and post-launch stability.
Drive delivery predictability — implement planning, tracking, and escalation practices for clear, real-time visibility into delivery health.
Build and maintain delivery metrics — track PR throughput, defect rates, test automation coverage, and incident resolution SLAs; use data to drive continuous improvement.
Serve as a senior engineering point of contact for strategic enterprise clients — represent engineering in client escalations, technical reviews, and delivery status conversations.
Translate complex technical realities into clear client communication — own the narrative on delivery timelines, architectural decisions, and quality trade-offs.
Lead engineering delivery for consumer health experiences — own the quality, performance, and reliability of member-facing applications across web and mobile.
Partner closely with Product Management and Design to translate roadmap commitments into realistic engineering plans; own technical scoping and estimation.
Serve as the engineering point of contact within League's CDO delivery governance model; surface risks early and resolve cross-functional blockers.
Own performance management with rigor — set clear expectations for Engineering Managers (EMs), deliver candid feedback, and hold accountability for developing the next tier of engineering leadership.
Lead the hiring process for squads — partner with Talent on sourcing strategy, conduct calibrated interviews, and make hiring decisions.
Run structured calibration and career pathing — quarterly calibrations across the EM cohort; ensure every engineer has a clear growth path.
Build inclusive, high-trust team culture — track engagement signals and act proactively to prevent attrition.
Build practices that make AI-native delivery real — micro-sprint methodologies, AI-informed delivery decisions, and AI-assisted defect classification.
Maintain strong ownership and judgment over AI-generated outputs — ensure teams use AI confidently and responsibly in a regulated healthcare environment.
Continuously evaluate new AI tooling capabilities and bring the right ones to teams with a clear point of view on adoption.