Sr Manager, Application Development (HR/Finance & Delivery Management)

At the Federal Home Loan Bank of Chicago, employees come first - that’s why we offer a highly competitive compensation and bonus package, and access to a comprehensive benefits program designed to meet the needs of our employees.   C ollaborative, in-office operating model Retirement program (401k and Pension)   Medical, dental and vision insurance   Lifestyle Spending Account   Competitive PTO plan   11 paid holidays per year ​ Who we are Our mission at FHLBank Chicago: To partner with our members in Illinois and Wisconsin to provide them competitively priced funding, a reasonable return on their investment, and support for their community investment activities. Simply said, we're a bank for banks and other financial institutions, focused on being a strategic partner for our members and working together to reinvest in our communities, from urban centers to rural areas. Created by Congress in 1932, FHLBank Chicago is one of 11 Federal Home Loan Banks, government sponsored in support of mortgage lending and community investment. What it’s like to work here At FHLBank Chicago, we bring people together. We are committed to a high performing, engaged workforce, and to supporting the communities we serve across Illinois and Wisconsin. Our Buddy Program pairs new hires with tenured employees to guide their onboarding. Our professional development and training opportunities through upskilling, mentorship programs, and tuition reimbursement allow employees to grow their career with us. Our collaborative, in-office operating model brings teams together to foster innovation, connection, and shared success. To support balance and flexibility, employees are provided an allocation of remote days to use as needed throughout the year. What you'll do The Sr. Manager, Application Development is a senior technology leader within IT Software Engineering & Delivery responsible for leading multiple application development teams in the design, development, modernization, delivery, and support of secure, scalable, cloud-enabled enterprise applications that support FHLBank Chicago’s business operations and strategic priorities.   This role will provide leadership across two key domains: the Bank’s Human Resources and Finance application portfolio, including Workday and related systems, and the enterprise   Agile   delivery management practices, roles, tools, and standards used across IT Software Engineering & Delivery.   This role requires a highly technical engineering leader who can guide architecture and design decisions, challenge technical assumptions, remove delivery impediments, and ensure teams are building high-quality software using modern engineering practices. The Sr. Manager is expected to be a strong partner to business stakeholders, Product Owners, Enterprise Architecture, Cybersecurity, Infrastructure, Data, Risk, Compliance, and IT leadership to translate business needs into sustainable technology solutions.   The ideal candidate has deep experience leading software engineering teams in an Agile   Scrum environment, delivering applications on AWS, implementing   DevSecOps   and CI/CD practices, modernizing legacy platforms, developing technical talent, and building high-performing teams in a regulated financial services environment. The role is accountable not only for delivery execution, but also for engineering excellence, application reliability, security, talent development, and continuous improvement across teams. How you'll make an impact: Provides senior technology leadership across the HR and Finance application portfolio, including Workday, custom applications, SaaS platforms, integrations, workflows, and reporting capabilities, ensuring solutions are secure, scalable, reliable, and aligned to business priorities and outcomes. Be an IT thought leader and drive business value through stronger partnership, talent development, and risk-aware execution, helping HR, Finance, and technology stakeholders translate business needs into sustainable solutions while building high-performing teams and maintaining operational, audit, and compliance readiness. Owns and strengthens Agile delivery across the enterprise by improving delivery predictability, modernizing application development, embedding security and quality earlier in the lifecycle, and using metrics to drive continuous improvement. What you can expect: Technology Leadership & Engineering Excellence   Provide technology leadership for the Bank’s Human Resources and Finance application portfolio, including custom-developed applications, SaaS platforms, integrations, reporting capabilities, workflow solutions, and Workday Human Capital Management, Finance, and General Ledger capabilities.   Lead the end-to-end software development lifecycle, including solution design, architecture alignment, development, code quality, testing, deployment, operational readiness, and production support.   Provide strong technical leadership across application development teams, ensuring solutions are secure, scalable, reliable, maintainable, observable, and aligned with enterprise architecture standards.   Partner with   business owners   and leaders to define,   build,   maintain, and execute application roadmaps that balance business priorities, platform capabilities, modernization needs, technical debt, operational risk, and delivery capacity.   Guide teams in modern engineering practices, including clean architecture, API-first design, microservices where appropriate, reusable components, automated testing, secure coding, code reviews, and CI/CD automation.   Serve as a technical escalation point for complex application design, production stability, integration, security, performance, and modernization challenges.   Cloud, AWS & DevSecOps Delivery   Lead teams responsible for designing, building, deploying, and operating applications in AWS-based cloud environments, with a focu