SR. Workday Manager, Application Development
Pinnacle99 INC
Sr. Manager, Application Development – Workday
Location: Chicago, IL
Work Arrangement: Onsite – 5 days per week
Employment Type: Contract-to-Hire
Duration: 1+ Year
Job Overview
We are seeking a Sr. Manager, Application Development – Workday to lead application development and technology initiatives across the HR and Finance technology landscape .
The ideal candidate will bring deep Workday experience across both HCM/HR and Financials , combined with strong application development and technical leadership experience. This is a senior leadership role that requires someone who can guide technical teams, challenge technical decisions, manage delivery, and partner directly with senior business and IT leadership.
This role is not intended to be a day-to-day hands-on development position; however, the successful candidate must have a strong technical foundation and significant hands-on Workday experience earlier in their career.
Key Responsibilities
- Provide strategic and technical leadership for Workday applications supporting HR and Finance.
- Lead application development, enhancement, integration, and support initiatives across the Workday ecosystem.
- Partner with HR, Finance, IT, and senior executive stakeholders to establish priorities and deliver technology solutions.
- Provide technical direction and challenge architecture, design, and implementation decisions when necessary.
- Lead and mentor application development and Workday technology teams.
- Manage managers, employees, contractors, and external consultants.
- Establish delivery priorities, monitor progress, identify risks, and drive issues through resolution.
- Communicate project status, technical risks, dependencies, and delivery concerns to senior leadership.
- Ensure Workday solutions align with business objectives, technical standards, security requirements, and enterprise architecture.
- Drive continuous improvement across Workday applications, integrations, processes, and support models.
- Balance competing priorities and requirements across both HR and Finance organizations.
- Collaborate with vendors and implementation partners to ensure successful delivery.
- Provide leadership during production issues, escalations, enhancements, and major platform changes.
Required Qualifications
- 8–10+ years of deep Workday experience preferred; candidates with 6–8 years may be considered based on depth of experience.
- Strong experience across Workday HCM/HR and Workday Financials .
- Broad understanding of the Workday ecosystem, rather than experience limited to a single module.
- Experience with areas such as:
- Workday HCM
- Payroll
- Recruiting
- Time Tracking
- Benefits
- Compensation
- Workday Financials
- Integrations
- Reporting and related Workday capabilities
- Strong technical/application development background.
- Significant AWS/cloud experience .
- Experience with Java and/or broader application development environments .
- Strong leadership and people-management experience.
- Experience managing technical teams and preferably other managers.
- Experience leading teams consisting of employees, contractors, and consultants.
- Strong communication and executive stakeholder-management skills.
Preferred Qualifications
- Workday consulting experience with broad exposure across the Workday platform.
- Experience leading enterprise Workday implementations as well as post-production enhancements and support.
- Experience with Workday integrations and application architecture.
- Experience working directly with HR and Finance business leaders.
- Experience presenting technology roadmaps, delivery updates, risks, and issues to CIO-level or senior executive leadership.
- Strong understanding of enterprise application development and cloud technologies.
Ideal Candidate
The ideal candidate is a senior Workday technology leader who combines deep Workday HCM and Financials expertise with strong technical and application-development knowledge.
You should be comfortable moving between technical discussions, business requirements, team leadership, and executive-level conversations . The successful candidate will be someone who can drive accountability, make decisions, challenge appropriately, and take ownership of critical deliverables.
Important Note
This position is not intended for candidates whose experience is limited to Workday administration, a single Workday module, or participation in only one Workday implementation . Broad Workday expertise across both HR and Finance, technical credibility, AWS exposure, and senior leadership experience are key to success in this role.
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