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Senior Payroll Specialist; US Multi-State, Remote

Remote / Online - Candidates ideally in
Gaithersburg, Montgomery County, Maryland, 20877, USA
Listing for: Sailglobal
Full Time, Remote/Work from Home position
Listed on 2026-06-16
Job specializations:
  • HR/Recruitment
Salary/Wage Range or Industry Benchmark: 90000 USD Yearly USD 90000.00 YEAR
Job Description & How to Apply Below
Position: Senior Payroll Specialist (US Multi-State, Remote)

Senior Payroll Specialist (US Multi-State, Remote)

This range is provided by Sailglobal. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

Base pay range

$90,000.00/yr - $/yr

About Sailglobal

Sailglobal is a global HR and payroll solutions platform supporting fast-growing companies with EOR, global payroll, compliance, mobility, and HR operations
. We serve companies expanding globally
, managing complex, multi-country payroll and employment structures across the US, Canada, Mexico, EMEA, and APAC.

Role Overview

We are hiring a US-based, remote Senior Payroll Specialist to own multi-state, multi-client US payroll operations end to end.

This role covers payroll system implementation, payroll processing accuracy, tax and statutory account setup, and client advisory support
. The ideal candidate comes from a PEO, payroll service provider, or payroll SaaS environment and is comfortable operating in a fast-paced, client-facing setup.

Key Responsibilities US Payroll Operations
  • Process end-to-end payroll for multiple US clients across multiple states
  • Ensure payroll accuracy across:
  • Federal, state, and local taxation
  • Multiple pay frequencies (weekly / bi-weekly / semi-monthly)
  • Bonuses, off-cycle payrolls, retro adjustments, garnishments
  • Support payroll compliance including:
  • IRS and state filings
  • W-2, 941, 940, and amended filings
  • Payroll corrections and notice handling
Payroll Accounts & Registrations
  • Set up and manage:
  • Federal and state withholding tax accounts
  • Local tax registrations where applicable
  • Support clients expanding into new US states
Payroll Systems & Implementation
  • Participate in payroll software selection, setup, and implementation
  • Configure earnings, deductions, tax mappings, and payroll rules
  • Support data migration, parallel runs, and go-live execution
  • Collaborate with internal product and operations teams
Client Advisory & Support
  • Act as a payroll subject-matter expert for client inquiries
  • Explain payroll, tax, and compliance matters clearly to clients
  • Support audits, IRS/state notices, and compliance reviews
  • Work cross-functionally with HR, finance, and compliance teams
Requirements
  • 5+ years of US payroll experience
  • Proven experience with multi-state, multi-client payroll
  • Background in PEO, payroll provider, or payroll SaaS strongly preferred
  • Hands-on experience with platforms such as ADP, Paychex, Rippling, or UKG
  • Strong understanding of US payroll tax and compliance
  • Experience with Canada payroll is a strong plus
  • Experience with other countries' payroll operations and working with global payroll vendors is a plus
  • CPP or FPC certification is a plus
What We Offer
  • Hands-on ownership of US payroll in a startup environment
  • You will fully own multi-state, multi-client US payroll in a fast-growing startup, with real responsibility for accuracy, compliance, and delivery quality—not a narrow or siloed role.
  • The opportunity to shape payroll processes and products
  • Beyond daily payroll operations, you will help design, improve, and standardize payroll workflows
    , contributing directly to how our payroll products, systems, and client processes are built.
  • Exposure to Canada and Mexico payroll (as a plus)
  • While the core focus is US payroll, you will have opportunities to support Canada payroll and coordinate LATAM payroll through local vendors
    , depending on client needs.
  • US-based, fully remote role
  • Work remotely anywhere in the United States with a distributed, international team.
  • A professional yet flexible startup culture
  • Join a team that values accuracy, ownership, clear documentation, and practical problem-solving
    , while moving fast and continuously improving.
  • Competitive compensation with upside
  • Market-aligned base salary plus a performance-based bonus
    , with stock option opportunities for high-impact contributors as the company grows.
  • Long-term growth and expanded scope
  • As the business scales, you will have the chance to take on broader responsibilities, more complex client cases, and regional ownership
    .
Seniority level
  • Mid-Senior level
Employment type
  • Full-time
Job function
  • Accounting/Auditing and Human Resources
Industries
  • Human Resources Services, Accounting, and Professional Services
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Position Requirements
10+ Years work experience
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