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SafelyYou

Senior Manager, Payroll and Total Rewards

SafelyYou

Sr. Manager overseeing Payroll and Total Rewards at SafelyYou.

Posted 7/8/2026full-timeRemote • 🇺🇸 United StatesSenior💰 $129,000 - $167,500 per yearWebsite

About the role

Key responsibilities & impact
  • Own both payroll operations and total rewards for a growing multi-state and multi-country workforce.
  • Manage end-to-end operations and scale our systems and processes to support a growing, distributed workforce in the US and Canada.
  • Oversee our comprehensive benefits programs, manage key vendor relationships, and operationalize our compensation and bonus structures to ensure we remain competitive and support employee wellbeing.
  • Report directly to the VP of People and partner closely with Finance and Legal.
  • Operationalize our total rewards strategy, communicating total rewards changes across the business.
  • Own US and Canada payroll operations across all active states and provinces, including multi-state tax account setup, registrations, mispayment and penalty resolution, and ongoing compliance.
  • Build and maintain integrations across payroll, HRIS, and Finance systems, managing all related vendor relationships.
  • Support Finance in annual audits and diligence across payroll, benefits, and people compliance.

Requirements

What you’ll need
  • 4 to 8 years of combined payroll and total rewards or benefits experience in a multi-state environment, preferably at a SaaS company in a startup environment
  • A genuine generalist across both areas: equally comfortable running payroll and tax compliance and administering benefits, 401(k), and compensation programs
  • Hands-on experience with payroll platforms such as Gusto, Rippling, and/or Paylocity, ideally having owned or co-owned a migration between platforms
  • Demonstrated ability to set up and manage multi-state tax accounts and navigate state payroll compliance
  • Hands-on benefits administration experience, including managing a broker and leading annual renewals and open enrollment
  • Working knowledge of 401(k) administration and compliance
  • Familiarity with compensation structures, including pay bands, ranges, and bonus administration
  • Strong project management instincts, with the ability to own a complex implementation without being managed
  • Experience working closely with Finance on headcount, total rewards inputs, and audit support
  • Comfortable with ambiguity and building process where little exists
  • Prioritize quality over speed. When it is done, it is really done.
  • Strong verbal and written communication skills with experience in cross-functional team collaboration
  • Proactive about anticipating and addressing issues before they arise.

Benefits

Comp & perks
  • Competitive salary & benefits, including fully paid employee premiums for Medical, Dental, and Vision
  • 401k Program
  • Monthly Education, Well-being & WFH stipends
  • Non-accrual PTO
  • Growth Potential
  • Company Retreats
  • Medical & Family/Parental Leave

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools
Payroll ManagementTax ComplianceBenefits Administration401(k) AdministrationCompensation StructuresVendor Relationship ManagementMulti-State Tax Account SetupAudit SupportCross-Functional CollaborationProcess Implementation
Soft Skills
Strong Communication SkillsProactive Problem SolvingAdaptability to AmbiguityAttention to DetailProject Management Instincts