Senior Manager, Application Development Workday HCM & Financials

Title: Senior Manager, Application Development – Workday HCM & Financials

Location: Chicago, IL – Onsite (5 days/week with 50 flexible remote days annually)

Target Start Date: ASAP

Type: D (Direct Hire)

Pay Rate / Salary: $200,000–$225,000 base salary (potential flexibility up to approximately $230,000) + 12.5% target annual bonus

This is an opportunity to join a well-established financial institution that is expanding and centralizing its application development organization. This newly created leadership position offers the chance to oversee enterprise Workday HCM and Financials applications while shaping the organization's broader Agile delivery strategy. The individual will have significant influence over technical direction, team development, and modernization initiatives rather than simply maintaining existing systems.

The company offers a competitive compensation package, a 12.5% target bonus, a pension and 401(k), five weeks of vacation, 11 paid holidays, and 50 flexible remote days annually. Employees also receive additional remote flexibility during Thanksgiving and Christmas weeks. The office is located in downtown Chicago with convenient access to public transportation.

Job Description:

We are seeking a highly technical Senior Manager of Application Development to lead enterprise software engineering teams supporting Human Resources and Finance applications, with a strong emphasis on the Workday ecosystem. This individual will oversee the development, integration, modernization, and support of Workday HCM, Workday Financials, custom applications, and cloud-based solutions. The ideal candidate brings deep technical knowledge of Workday architecture, integrations, and application development, combined with proven experience managing engineering teams and Agile delivery practices. This is a strategic leadership position overseeing developers and an existing manager responsible for Agile delivery. While this individual will not be performing daily hands-on development, they must have the technical depth to guide architecture decisions, evaluate integration strategies, troubleshoot complex issues, and challenge engineering teams. The role also involves partnering with HR, Finance, IT leadership, and cross-functional stakeholders to align technology initiatives with business objectives while driving engineering excellence, application reliability, security, and continuous improvement.

Required Skills:

• 10+ years of experience in software engineering, IT, and enterprise application development; 15+ years preferred based on the formal job description.
• 5+ years of leadership experience managing software engineering or application development teams, including experience leading managers or multiple teams.
• Deep technical expertise within the Workday ecosystem, particularly Workday HCM and/or Workday Financials.
• Strong understanding of Workday architecture, integrations, modules, workflows, and how applications connect across HR and Finance business functions.
• Significant experience with at least one Workday domain (HCM or Financials), with the technical ability to oversee and learn the other.
• Experience leading enterprise application portfolios consisting of Workday, SaaS platforms, custom-built applications, integrations, and reporting solutions.
• Proven experience overseeing customized application development and delivery in cloud environments.
• Strong knowledge of Agile/Scrum methodologies, enterprise Agile delivery, and software development lifecycle management.
• Experience leading technical teams through architecture decisions, application design, development, testing, deployment, and production support.
• Experience with AWS cloud technologies and cloud-based application development.
• Experience with Microsoft Azure DevOps and Agile delivery management tools.
• Technical understanding of Java, Angular, .NET/.NET Core, APIs, microservices, and modern application architecture.
• Experience with CI/CD pipelines, DevSecOps, automated testing, and secure software development practices.
• Experience leading application modernization, cloud migration, and enterprise technology transformation initiatives.
• Ability to manage cross-functional technical teams and collaborate closely with HR, Finance, Architecture, Cybersecurity, and IT leadership.
• Experience managing application security, compliance, operational risk, and production stability.
• Bachelor's degree in Computer Science, Engineering, Information Systems, or a related discipline, or equivalent professional experience.

Bonus/Soft Skills:

• Experience across both Workday HCM and Workday Financials.
• Experience with Workday Recruiting, General Ledger, Adaptive Planning, or additional Workday modules.
• Experience with Workday quality assurance tools such as Kainos.
• Experience developing or overseeing custom Workday integrations.
• Experience working in banking, financial services, or other highly regulated industries.
• AWS certifications.
• Agile or project management certifications such as PMP, CSM, PSM, or SAFe.
• Experience with GitHub, GitHub Actions, Infrastructure as Code, and observability tools.
• Experience with Kanban, scaled Agile frameworks, and enterprise Agile transformation.
• Strong technical leadership skills with the ability to guide engineering teams without being involved in daily coding.
• Excellent communication and stakeholder management skills, particularly when translating technical concepts to business leadership.
• Demonstrated ability to coach, mentor, and develop engineering managers and technical teams.
• Strategic mindset with the ability to balance technical delivery, business priorities, security, and long-term modernization.
• Strong problem-solving skills and the ability to evaluate existing platform capabilities versus custom development.

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