Senior Payroll Specialist; US Multi-State, Remote
Gaithersburg, Montgomery County, Maryland, 20877, USA
Listed on 2026-06-16
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HR/Recruitment
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 SailglobalSailglobal 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.
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.
- 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
- Set up and manage:
- Federal and state withholding tax accounts
- Local tax registrations where applicable
- Support clients expanding into new US states
- 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
- 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
- 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
- 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
.
- Mid-Senior level
- Full-time
- Accounting/Auditing and Human Resources
- Human Resources Services, Accounting, and Professional Services
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