Director of Payroll Technology

LeadStack Inc.; Culver City (CA); Hybrid; USD 124,000 - 138,000; Full time

Job summary

LeadStack Inc. seeks a Director, Payroll Applications & Technology to lead strategy, modernization, and ongoing support of our payroll application ecosystem in Culver City.

This hybrid/remote leadership role will shape the technology roadmap and drive reliability, performance, and a superior user experience across Workday, UKG Payroll, Infor WFM, and SAP Finance. You will build and mentor high-performing technical teams, govern delivery with vendors, and champion data-driven decisions while

Qualifications

• 10+ years in payroll systems or related enterprise apps with leadership accountability.
• Hands-on with configuring, administering, troubleshooting, or implementing payroll platforms.
• Experience leading incident diagnosis, root-cause analysis, and resolution across apps and data.
• Strong understanding of end-to-end payroll, including US/Canada requirements.
• Experience leading technical teams, contractors, and vendors with accountable outcomes.
• Experience with integrations, APIs, data validation, SQL, testing, and releases.
• Experience managing technology budgets and vendor relationships.
• Executive communication and stakeholder management across strategy and operations.

Responsibilities

• Own the technical health, operating model, and multiyear payroll app roadmap (Infor WFM, UKG).
• Set technology strategy and investment priorities to improve reliability and user experience.
• Establish and uphold standards across configuration, integrations, reporting, automation, security, and controls.
• Ensure data flows across Workday, SAP Finance, banking, tax, time and attendance are resilient and documented.
• Advance automation, observability, analytics, self-service, and responsible AI capabilities.
• Provide senior leadership for complex payroll issues involving integrations, data, and postings.
• Lead incident diagnosis via data analysis, configuration and log review, testing, and validation.
• Engage vendors while retaining internal ownership of diagnosis and communication.

Skills

Strategic leadership

Payroll technology

Incident management

End-to-end payroll

Team building

Vendor management

Data-driven decisions

Automation & AI

API integrations

Budget management

Education

Bachelor's degree

Tools

Infor WFM

UKG Payroll

Workday Core HCM

SAP Finance

Cognos

Power BI

SQL

Excel

Job description

Title : Director, Payroll Applications & Technology

Location: Culver City, CA 90232 (Hybrid/Remote – TBD)

Pay rate: $90- $100/hr on W2

PURPOSE

• The Director, Payroll Applications & Technology is accountable for the strategy, reliability, modernization, and support of the application ecosystem that enables North American payroll.
• Combining strategic leadership with practical technical depth, this Director sets the technology roadmap, develops high-performing technical teams, governs delivery and vendor partnerships,

and provides decisive leadership for complex production issues and solution decisions.

• The Director fosters a culture of ownership, disciplined execution, and continuous improvement. The role ensures teams use available data and tools to investigate issues, implement sustainable solutions, and engage vendor expertise strategically while maintaining clear internal accountability.

KEY ACCOUNTABILITIES

Own the technical health, operating model, and multiyear roadmap for payroll and workforce management applications, including Infor WFM and UKG Payroll.

Set technology strategy and investment priorities to increase reliability, reduce complexity, modernize capabilities, and improve the payroll user experience.

Establish and uphold solution standards across configuration, integrations, reporting, automation, security, and controls.

Ensure integrations and data flows across Workday, SAP Finance, banking, tax, time and attendance, and related enterprise systems are resilient, documented, monitored, and

supportable.

Advance automation, observability, analytics, self-service, and responsible AI-enabled capabilities that improve efficiency, reliability, and decision-making.

Production Support & Operational Excellence

Provide senior technical leadership for complex issues involving payroll applications, integrations, data, calculations, timekeeping, access, and financial postings.

Lead evidence-based diagnosis through data analysis, configuration and log review, interface tracing, testing, and business validation.

Drive critical incidents from containment through root-cause analysis, permanent correction, validation, documentation, and preventive action.

Ensure temporary workarounds are controlled, time-bound, and replaced by sustainable solutions.

Lead through critical payroll cycles, releases, cutovers, go-lives, and stabilization periods, prioritizing employee, compliance, financial, and operational impact.

Engage vendors for specialized expertise while retaining internal ownership of diagnosis, stakeholder communication, and resolution.

Team Leadership & Capability

Lead, mentor, and develop payroll technology resources, building a cohesive and accountable delivery organization.

Set clear expectations for ownership, responsiveness, technical rigor, documentation, communication, and measurable outcomes.

Build durable internal capability through coaching, cross-training, support playbooks, diagnostic standards, succession planning, and knowledge management.

Anticipate capacity and capability gaps and implement sourcing strategies that balance internal expertise, partners, cost, and risk.

Foster a culture of curiosity, accountability, collaboration, inclusion, and practical innovation.

Delivery, Governance & Partnership

Lead payroll technology implementations, enhancements, releases, and operational initiatives using fit-for-purpose Agile and delivery practices.

Partner with Payroll Operations, HR IT, Finance, Global Finance Operations,

Participations & Residuals, Information Security, Audit, integration teams, and other stakeholders.

Provide concise, decision-ready executive communication on service health, priorities, incidents, delivery progress, risks, dependencies, and required decisions.

Manage technology budgets, Agile funding, contracts, statements of work, service levels, and vendor performance against defined outcomes.

Align delivery commitments to payroll-cycle timing and business criticality, proactively managing risks, dependencies, resource constraints, and contingency plans.

Maintain current technical documentation, testing evidence, change controls, runbooks, support procedures, and audit-ready artifacts.

Ensure solutions and operations comply with payroll and tax requirements, collective bargaining agreements, SOX, information security, data privacy, and audit controls.

MINIMUM QUALIFICATIONS

• 10+ years of progressive experience in payroll systems, HRIS, workforce management, payroll technology, or related enterprise applications, including leadership accountability for business-critical production environments.
• Demonstrated hands-on experience configuring, administering, troubleshooting, or implementing enterprise payroll or workforce management platforms.
• Proven success leading complex incident diagnosis, root-cause analysis, technical decision-making, and resolution across applications, integrations, infrastructure dependencies, and data.
• Strong understanding of end-to-end payroll, including Hours-to-Gross, Gross-to-Net, controls, integrations, and U.S. and Canadian payroll requirements.
• Experience leading technical teams, contractors, managed service providers, and vendors while maintaining clear accountability for outcomes.
• Experience with integrations, APIs, secure file transfers, data validation, SQL and reporting queries, testing, releases, change management, cutover, and stabilization.
• Experience managing technology budgets, vendor relationships, service performance, and competing operational and project priorities.
• Strong executive communication and stakeholder-management skills, with the ability to operate effectively across strategy, technical detail, operations, and people leadership.
• Bachelor’s degree in a relevant discipline or an equivalent combination of education and professional experience.

Preferred Qualifications

• Hands-on experience with Infor WFM and UKG Payroll; experience with both platforms is strongly preferred.
• Experience with Workday Core HCM and Compensation, SAP Finance, Cognos, Power BI, SQL, advanced Excel, or comparable technologies.
• Experience supporting complex, multi-entity U.S. and Canadian payroll environments spanning union and non-union populations.
• Knowledge of entertainment-industry collective bargaining agreements and their implications for payroll technology, calculations, and controls.
• Experience leading payroll technology implementations, migrations, cutovers, go-lives, and post-production stabilization.
• Experience applying automation, scripting, monitoring, analytics, or responsible AI enabled tools to improve technology support and delivery.
• Relevant Agile, Scrum, ITIL, project management, payroll, or platform certification.