Senior Payroll & Benefits Specialist

8Fleet Inc.•Los Angeles, CA

6d•$90,000 - $110,000

About The Position

8Fleet is hiring! We are a rapidly growing LA-based technology and logistics startup building the operational infrastructure for both autonomous and non-autonomous rideshare fleets. With our anticipated growth, we are searching for driven, passionate team members to join our People team. You will be involved in every aspect of our operations as we rapidly expand across Los Angeles and beyond, playing a pivotal role in keeping our people operations running smoothly as we scale. We are seeking a Senior Payroll & Benefits Specialist to serve as our payroll and benefits subject matter expert within our growing People Operations team. This role owns complex payroll operations and benefits administration end-to-end for a dynamic, high-volume frontline workforce, operating with significant autonomy and minimal oversight. As our go-to expert for accurate and compliant payroll and benefits processing, you will independently lead audits, resolve escalated issues, and share payroll and benefits expertise with the broader People Operations team. You will also wear a generalist hat, stepping in to support HR functions such as onboarding, employee relations, and core compliance. If you are detail-oriented, highly analytical, process-driven, and thrive operating with autonomy in a fast-paced startup environment, you will excel here.

Requirements

4-6+ years of progressive HR/People Operations experience, with demonstrated end-to-end ownership of payroll processing and benefits administration.
Bachelor's Degree in Finance, Accounting, Economics, or Business Administration preferred; equivalent experience considered.
Proven ability to independently lead complex payroll/benefits projects and audits, and to share payroll/benefits expertise with peers across the People Operations team.
Strong attention to detail, analytical skills, and comfort handling highly sensitive employee data.
A low-ego, service-oriented mindset with the agility to pivot between high-level payroll strategy and routine HR administrative tasks.
Clear, confident communication skills with the ability to build trust and influence across all levels of the organization.

Responsibilities

Independently own and manage the weekly payroll process for a high volume of non-exempt employees, validating hours, overtime, differentials, and PTO, and driving process improvements as the team and workforce scale.
Reconcile and approve semi-monthly payroll for exempt employees in partnership with our PEO, managing reimbursement processes as needed.
Serve as the subject matter expert on state wage and hour laws, proactively monitoring changes across multiple markets and ensuring deep adherence.
Partner with operations managers to resolve complex, escalated timekeeping and payroll discrepancies, and proactively identify and resolve systemic payroll data issues.
Own the preparation and submission of payroll tax filings, and oversee employee deductions, complex benefit deductions, and garnishments.
Administer all employee benefit programs (medical, dental, vision, 401(k), life insurance, FSA/HSA), processing accurate enrollments, changes, and terminations.
Serve as the primary point of contact for escalated benefits and payroll inquiries, assisting employees with claims and liaising with brokers and carriers.
Lead annual open enrollment end-to-end, from initial planning and communication through system configuration and deduction audits.
Ensure seamless integration between HRIS/Payroll and vendor platforms, partnering with our HRIS administrator as needed. Independently lead internal and external payroll and benefits audits (e.g., 401(k), Workers' Comp).
Facilitate new hire paperwork, conduct HR orientations, and coordinate offboarding procedures (exit interviews, final paperwork).
Provide guidance on HR policies, partner with the HR Manager to resolve escalated employee relations issues, and support engagement initiatives.
Maintain clean, accurate payroll-related data across timekeeping and PEO systems, and share payroll and benefits best practices with fellow People Operations Specialists across markets.
Support background checks, onboarding, and manager coaching on performance documentation as needed.