Senior Payroll Specialist (US Multi-State, Remote)Sailglobal • Saint Paul, Illinois, United States
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Senior Payroll Specialist (US Multi-State, Remote)
Sailglobal
- Saint Paul, Illinois, United States
- Saint Paul, Illinois, United States
Über
Base pay range $90,000.00/yr - $120,000.00/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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Sprachkenntnisse
- English
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