Director of Payroll - Hybrid

Address 121 2nd St suite 300, San Francisco, CA 94105, USA

Compensation $ - $/year

About the Role

WeDrive

U is looking for a Payroll Director to lead our payroll operations supporting a diverse, multi-state workforce that includes both union and non-union employees. This role is responsible for overseeing all payroll functions, both strategic and day-to-day, while ensuring accuracy, compliance, and alignment with collective bargaining agreements and legal requirements. The ideal candidate will bring deep expertise in union payroll, system integrations, and process improvement, with a focus on building a collaborative and high-performing team.

What You’ll Do

• 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.

What You Bring

• 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 Qualifications

• 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.

We Offer

• Physical Health

• 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

• Emotional Health

• Employee Assistance Program (EAP)

• Unlimited PTO

• Paid holidays

• Pet & Legal Insurance

• Personal Development

• On-the-job training and skills development

• Internal transfer opportunities for career growth
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* Benefits vary by position and location

WeDrive

U is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment free of discrimination or harassment where thoughts and ideas of all employees are appreciated and respected. We value excellence and recognize that by respecting the diverse backgrounds, skills, and perspectives of our workforce, we will sustain a competitive advantage and remain an employer of choice.

We also see diversity as more than policies; it is imperative for enabling us to attract, retain, and develop the best talent available.

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