Sr. Manager, Application Development – Member Engagement/CRM & GRC

About the role

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.

Responsibilities

• Provides senior technology leadership across the Bank’s member engagement and Salesforce application portfolio, ensuring custom applications, SaaS platforms, integrations, reporting capabilities, workflow solutions, and Salesforce ecosystem components are reliable, secure, scalable, supportable, and aligned with business objectives.
• 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.
• 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.
• Partner with architects, engineering leads, business owners, and stakeholders to evaluate technical and business tradeoffs, reduce technical debt, strengthen platform maturity, and ensure application platforms remain fit for purpose as business needs evolve.
• Cloud, AWS & DevSecOps Delivery Leadership: Lead teams responsible for designing, building, deploying, and operating applications in AWS-based cloud environments, with a focus on security, reliability, automation, performance, scalability, and cost-conscious engineering.
• Drive adoption of cloud-native and modern development patterns, including infrastructure as code, containerized applications, managed cloud services, automated deployment pipelines, and application telemetry.
• Champion DevSecOps practices that embed security, quality, testing, governance, and compliance throughout the development lifecycle rather than treating them as late-stage activities.
• Ensure development teams build applications with appropriate monitoring, logging, alerting, traceability, and operational support capabilities to improve reliability and reduce mean time to detect and resolve issues.
• Agile Scrum Delivery Leadership: Lead application development teams operating in Agile/Scrum delivery models, ensuring teams maintain strong sprint discipline, predictable delivery planning, effective backlog refinement, and measurable delivery outcomes.
• Partner with Product Owners and business leaders to define, maintain, and execute application roadmaps that balance strategic business value, stakeholder priorities, Salesforce platform health, regulatory needs, technical debt, and team capacity.
• Use Agile delivery metrics, engineering quality measures, and operational data to assess team health, delivery predictability, throughput, cycle time, quality, and continuous improvement opportunities.
• Business Partnership & Stakeholder Management: Build strong, trusted partnerships with business leaders and stakeholders across member engagement/CRM, risk, governance, and compliance functions by understanding business processes, priorities, risks, value drivers, stakeholder expectations, and desired outcomes.
• Translate business needs into clear technology roadmaps, system capabilities, delivery plans, and technical solutions that support FHLBC’s strategic objectives.
• Lead effective stakeholder management and tradeoff conversations with business partners, helping align scope, timing, cost, risk, quality, Salesforce platform capability, and business value when prioritizing roadmaps, enhancements, operational needs, and delivery commitments.
• Communicate effectively with technical and non-technical audiences, including senior leadership, business partners, risk/compliance stakeholders, vendors, and delivery teams.
• Proactively identify technology opportunities, delivery risks, resource constraints, and modernization needs, and present clear recommendations to leadership.
• Talent Development & High-Performing Teams: Hire, develop, coach, and retain strong software engineering talent, including managers, technical leads, developers, cloud engineers, test engineers and application support resources.
• Build a high-performance engineering culture focused on accountability, craftsmanship, collaboration, continuous learning, inclusion, and strong business partnership.
• Establish clear performance expectations, provide timely feedback, support career development, and create growth paths for emerging technical and leadership talent.
• Develop succession plans, strengthen team capability, and ensure the organization has the skills required to support modern cloud-based software development.
• Foster psychological safety, collaboration, and ownership while holding teams accountable for delivery commitments, software quality, security, and operational outcomes.
• Risk, Security, Compliance & Operational Readiness: Ensure applications and engineering practices meet applicable security, compliance, audit, and regulatory expectations within a financial services environment.
• Partner with Cybersecurity, Risk, Compliance, Audit, and Infrastructure teams to ensure appropriate controls are embedded into application design, development, testing, release, and support processes.
• Promote secure coding, threat-aware design, vulnerability remediation, automated testing, segregation of duties, change control, and evidence-based audit readiness.
• Ensure production changes are well-controlled, appropriately tested, observable, and aligned with enterprise risk management expectations.
• Strategy, Planning & Financial Management: Contribute to application portfolio strategy, technology roadmaps, annual planning, budgeting, staffing models, and resource allocation.
• Support modernization initiatives involving digital transformation, application rationalization, API integration, platform resiliency, data integration, and legacy system transformation.
• Manage and support a blended application portfolio that includes custom-developed solutions, SaaS platforms, Salesforce capabilities, vendor-supported applications, integrations, workflow tools, and reporting solutions, ensuring clear ownership, lifecycle planning, vendor accountability, and operational support.
• Manage vendor and third-party delivery relationships as needed, ensuring external partners meet quality, delivery, security, and architectural expectations.
• Track delivery performance, team capacity, financial impacts, operational health, and modernization outcomes to support leadership decision-making.

Requirements

Required:

• Bachelor's or Master's degree in Computer Science, Engineering, Information Systems, or a related technical discipline; equivalent experience may be considered.
• 15+ years of software engineering and application development experience, including 5+ years managing high-performing engineering teams.
• 8+ years hands-on leadership experience with the Salesforce ecosystem, preferably including Sales Cloud, Marketing Cloud, Service Cloud, integrations, platform governance, release management, and cross-functional delivery in an enterprise environment.

Qualifications

Preferred:

• Experience leading technology delivery and support for Salesforce, member/customer engagement, risk, governance, and compliance functions.
• Experience with cloud technologies such as AWS, Azure, or Google Cloud Platform.
• Experience with Agile methodologies and Scrum framework.
• Experience with DevSecOps practices and CI/CD pipelines.
• Experience with modern application development practices such as microservices, API-first design, and containerization.
• Experience with data integration, API management, and application modernization.

Skills

• Strong technical leadership and problem-solving skills.
• Experience with cloud-native architectures and DevSecOps practices.
• Excellent communication and stakeholder management skills.
• Ability to lead and mentor a diverse team of software engineers.
• Experience with Salesforce ecosystem, including Sales Cloud, Marketing Cloud, Service Cloud, integrations, platform governance, and release management.
• Knowledge of financial services regulations and compliance requirements.

Benefits

At FHLBank Chicago, we offer a highly competitive compensation and bonus package, and access to a comprehensive benefits program designed to meet the needs of our employees.

Pay

Competitive compensation and bonus package.

Schedule

Flexible work schedule.