Director, Software Engineering- Workforce Health Solutions

Based primarily at our collaborative Lenexa, KS Technology Hub, we are seeking a highly strategic, proactive Director of Engineering to champion our technology roadmap from legacy transformation to next-generation product deployment. In this role, you will not just maintain existing codebases; you will own the architecture, execution, and team topology of a scaling business. Your immediate, high-stakes mission will be steering the final migration of national enterprise clients onto our brand-new, flagship client-facing platform. This role requires an execution-focused leader who is equally comfortable whiteboarding modern .NET/React architectures with engineers and presenting technology roadmaps to executive business sponsors. The ideal candidate will be hybrid out of our Lenexa, KS site.

Responsibilities

Strategic Execution & Modernization

• Flagship Platform Delivery: Own the execution, deployment, and ongoing feature development of our highly anticipated, modern client-facing application suite.
• System Modernization: Drive the legacy-to-cloud migration roadmap, ensuring the systematic decommissioning of aging systems while minimizing business disruption.
• Strategic Influence: Collaborate with Product, Business, Architecture, and Enterprise Tech teams to shape product definitions, technical requirements, and long-term organizational strategy.
• Budget & Asset Ownership: Manage the engineering division's budget, software asset lifecycles, operational risks, and Service Level Agreements (SLAs) proactively.

Global Team Engineering & Delivery Excellence

• Global Team Management: Lead, mentor, and realign 3–4 agile software delivery teams consisting of approximately 30 engineers (a strategic mix of FTEs, contractors, and offshore resources in India).
• Manager & IC Development: Actively coach and mature a newly appointed Engineering Manager and a talented group of technical ICs, guiding them through modern development standards.
• Process Standardization: Establish, refine, and track internal engineering processes (CI/CD pipelines, code reviews, automated testing) aligned with broader Quest Enterprise standards.
• Dependency & Vendor Coordination: Coordinate complex delivery timelines and technical dependencies across internal teams and external software vendors.

Cross-Functional Collaboration & Change Management

• Technical Consensus: Partner with Architecture, Security, Infrastructure, and Support organizations to resolve architectural hurdles and enforce engineering excellence.
• High-Tenure Engagement: Lead the cultural evolution of a highly experienced, long-tenured team, leveraging strong change-management practices to foster innovation and modern agile mindsets.
• Business Translation: Serve as the primary technical translator, communicating complex technology constraints and timelines clearly to diverse business partners and client success managers.

Qualifications

Basic Qualifications

• Experience: 10-15+ years of software engineering and technical leadership experience.
• Engineering Depth: Strong background in the Microsoft (.NET) development ecosystem, modern JavaScript frameworks (React preferred), and relational databases (PostgreSQL preferred).
• People Leadership: Proven success managing multi-disciplinary engineering teams, including experience managing other people leaders (Engineering Managers).
• Cloud Expertise: Hands-on experience delivering enterprise-grade, cloud-native applications (Azure preferred).
• Agile Transformation: Deep expertise running agile teams, optimizing sprint cadences, and managing complex software product lifecycles.
• Communication: Exceptional written and oral communication skills to bridge technical solutions to executive business strategies.

Preferred Qualifications

• Global Delivery: Experience managing a distributed team model, successfully aligning on-site US engineers with offshore development centers in India.
• Legacy-to-Cloud Migration: A proven track record of taking complex legacy database platforms and porting them smoothly into cloud-native architectures.
• Change Management: Experience leading teams through technical and cultural transformations, keeping developer engagement scores high during periods of transition.
• Domain Context: While healthcare experience is highly valued, transformational leadership and strong engineering fundamentals is more important than industry tenure.