Director, Technology - HR Systems (Workday)

Job Description Summary
Raymond James is seeking a strategic and results-driven Director, Technology - HR Systems (Workday) to lead the vision, execution, and continuous transformation of our HR and Payroll technology ecosystem.
This role serves as a key partner to HR, Payroll, Finance, and IT leadership, driving an integrated technology strategy that enhances workforce capabilities, improves operational efficiency, and enables scalable business growth. The Director will balance long-term strategy with hands-on execution, ensuring delivery of high-impact initiatives while maintaining a stable, high-performing platform.

Job Description

This is a hybrid role based in St. Petersburg, FL (minimum 50% in-office).

Role Scope & Impact

• Lead and scale a cross-functional team of 8 associates and 6+ contractors (engineering, BA, QA, PM, architecture) based in the US, Brazil & India
• Own the end-to-end Workday HCM platform, including roadmap, delivery, operations, and innovation
• Drive measurable outcomes across HR, Payroll, and Finance technology initiatives
• Influence enterprise decisions through strong partnership with senior leadership

Key Responsibilities

• Strategy & Leadership: Define and execute a multi-year HR technology strategy aligned with enterprise priorities, advancing innovation, automation, and AI-driven insights
• Business Planning: Develop and manage annual business plans, including budgets, roadmaps, KPIs, and headcount; build business cases for key initiatives
• Delivery & Execution: Lead delivery of Workday projects as well as BAU (business as usual) activities, ensuring scalable, secure, and efficient solutions across the platform
• Operational Excellence: Manage function performance against KPIs; optimize resource capacity and ensure effective prioritization across initiatives
• Stakeholder Partnership: Collaborate with senior leadership, architecture, and business partners to resolve complex challenges and align technology to business needs
• People Leadership: Build and lead a high-performing team; set clear objectives, drive accountability, and develop talent

Experience

• Bachelor's degree in Computer Science, MIS, or related field
• 12+ years of IT experience, including senior leadership roles
• 5+ years leading Workday HR systems in a complex enterprise environment
• Proven success delivering large-scale technology initiatives and driving strategic outcomes
• Strong financial, communication, and stakeholder management skills
• Demonstrated ability to build and develop high-performing teams

Preferred Qualifications

• Experience with Workday integrations and advanced capabilities
• Background in HR transformation and SaaS HRIS implementations
• Financial services industry experience
• Workday certification

Core Skills

• Cultivate trusted relationships with business and IT leaders
• Strategic thinking and execution
• Data-driven decision making
• Organizational leadership and change management
• Process optimization and delivery excellence

Education
Bachelor's: Computer and Information Science (Required), Bachelor's: Data Science, Bachelor's: Information Technology

Work Experience
General Experience - 10 to 15 years, Manager Experience - 6 to 10 years

Certifications

Travel
Less than 25%

Workstyle
Hybrid

The total compensation for this position includes base salary or wages, and may include components such as additional compensation (cash or equity), discretionary bonuses, or commissions. This position is eligible for a benefits package that may include medical, dental, and vision; life insurance; critical illness insurance and accident insurance; disability benefits; retirement savings; paid time off (including vacation, holidays, and sick leave); and parental leave. Eligibility for benefits and specific offerings may vary based on position and employment status. To view more details of the benefits offered, visit Myrjbenefits.com.

At Raymond James our associates use five guiding behaviors (Develop, Collaborate, Decide, Deliver, Improve) to deliver on the firm's core values of client-first, integrity, independence and a conservative, long-term view.

We expect our associates at all levels to:
Grow professionally and inspire others to do the same
Work with and through others to achieve desired outcomes
Make prompt, pragmatic choices and act with the client in mind
Take ownership and hold themselves and others accountable for delivering results that matter
Contribute to the continuous evolution of the firm

At Raymond James - as part of our people-first culture, we honor, value, and respect the uniqueness, experiences, and backgrounds of all of our Associates. When associates bring their best authentic selves, our organization, clients, and communities thrive. The Company is an equal opportunity employer and makes all employment decisions on the basis of merit and business needs.
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