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AVP, Engineering; Apps & Solutions

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: League
Full Time position
Listed on 2026-04-28
Job specializations:
  • IT/Tech
    Systems Engineer, AI Engineer
Salary/Wage Range or Industry Benchmark: 150000 - 200000 USD Yearly USD 150000.00 200000.00 YEAR
Job Description & How to Apply Below
Position: AVP, Engineering (Apps & Solutions)

Position Summary

League is seeking an AVP, Engineering to join the Apps & Solutions engineering organization. Reporting directly to the VP, Engineering, the role owns the architecture and quality of member‑facing applications, drives implementation excellence across squads, and serves as a trusted engineering partner to League’s most strategic clients.

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 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 do not need to code daily, but you must be credible when you do.
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 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; understand what “good” looks like from a member’s perspective.
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 that teams actually use.
  • Maintain strong ownership and judgment over AI‑generated outputs—your teams use AI confidently and responsibly; you set the standard for 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…
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