WeDriveU · 7 hours ago
Director of Payroll - Hybrid
WeDriveU is looking for a Payroll Director to lead their payroll operations supporting a diverse, multi-state workforce. The role involves overseeing all payroll functions while ensuring accuracy, compliance, and alignment with legal requirements and collective bargaining agreements.
Facilities Support ServicesLast Mile TransportationProfessional ServicesRide SharingSustainabilityTransportation
Responsibilities
Lead payroll teams to ensure accurate and timely processing across multiple divisions and regions
Manage union benefit contributions, wage deductions, and compliance with collective bargaining agreements
Oversee payroll governance and internal controls to ensure compliance with all federal, state, and local regulations
Partner with HR, Finance, and IT to streamline processes and integrate payroll systems across the organization
Drive continuous improvement and implement solutions to operational challenges, ensuring issues are resolved quickly and effectively
Maintain current Standard Operating Procedures (SOPs) and ensure alignment with evolving business needs
Stay up to date on changes in payroll legislation and communicate key updates to employees and business partners
Lead with a focus on efficiency, innovation, and employee experience
Qualification
Required
10+ years of payroll leadership experience in complex, multi-entity organizations
5+ years managing union payroll, preferably within transportation, hospitality, or travel industries
Proven experience leading the implementation of a new enterprise HR and payroll platform, driving data integrity, automation, and process improvement at scale
Strong working knowledge of collective bargaining agreements and related compliance
Expertise with cloud-based payroll systems and HRIS platforms such as ADP, Kronos, Workday, or UKG
Advanced proficiency in Google Workspace and project management tools
Strong understanding of FLSA, wage and hour laws, and tax regulations
Proven track record of developing high-performing teams and scalable payroll operations
Excellent communication, collaboration, and problem-solving skills
Preferred
ADP experience is preferred
Experience with Workday, or UKG
Certified Payroll Professional (CPP) designation
Experience interpreting and implementing union agreements
Experience leading payroll integrations following acquisitions or system migrations
Benefits
Exceptional Medical, Dental, Vision, and Life Insurance benefits
Competitive compensation packages—including base salary, bonus, and benefits—along with unlimited PTO.
401(k) with 4% employer match
Financial Wellness Tool
Commuter Benefits
Employee Assistance Program (EAP)
Unlimited PTO
Paid holidays
Pet & Legal Insurance
On-the-job training and skills development
Internal transfer opportunities for career growth
Benefits vary by position and location
Company
WeDriveU
WeDriveU is a leader in transportation solutions specializing in corporate, university and hospital shuttles serving 9M U.S. passengers.
Funding
Current Stage
Late StageRecent News
2025-10-06
London Evening Standard
2025-09-10
Seattle TechFlash
2025-06-03
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