Payroll and Benefits Specialist

The Redesign Group is a global technology and cybersecurity Solution Provider leveraging design thinking, interdependent subject matter expertise, and emerging technology solutions to help organizations achieve meaningful transformation. Our globally diverse team members, partnerships with strategic technology manufacturers, and cybersecurity services position us to be a business partner that’s ready for what’s next.

The Redesign Group is looking for a Payroll & Benefits Specialist to run day-to-day payroll and help with employee leave and benefits administration across our US, Canadian, UK, and French operations. This is a hands-on, execution-focused role for someone who is detail-oriented, comfortable owning payroll processing end to end, and ready to grow their scope as we expand internationally.

Payroll

• →Own full-cycle US and Canada payroll processing, keeping every pay period accurate and on time
• →Act as the day-to-day point of contact for UK and France payroll, working with our third-party payroll providers
• →Keep payroll data accurate in Rippling, including employee changes, pay adjustments, and terminations
• →Look into and help resolve payroll tax notices (unemployment insurance, withholding), working with payroll providers and tax agencies as needed
• →Help reconcile payroll and benefits, keeping payroll deductions, benefits invoices, and general ledger entries aligned
• →Support compliance-related audits (e.g., ERISA, workers' compensation, payroll tax) by preparing payroll and benefits documentation as directed by Finance and People Operations

Leave Administration

• →Handle leave request intake and check initial eligibility against policy
• →Coordinate the pay impact of leave with payroll processing
• →Track leave case status and manage return-to-work logistics
• →Partner with People Operations on compliance review for complex or unclear leave cases

Benefits Support

• →Answer employee questions about benefits enrollment, coverage, and plan details
• →Process benefits changes tied to qualifying life events
• →Support open enrollment logistics as needed (enrollment itself runs through Rippling)

• 3–5 years of payroll processing experience, including multi-state US payroll

• Experience with Canadian payroll preferred; willingness to build this expertise required

• Experience with Rippling or a comparable HRIS/payroll platform strongly preferred

• Familiarity with US leave laws (FMLA, state paid leave/PFML) preferred

• Experience researching and resolving payroll tax notices (SUI, withholding) directly with tax agencies or through a payroll provider

• Strong attention to detail and ability to handle sensitive, confidential data

• Ability to work cross-functionally with Finance and third-party vendors

• Experience coordinating with international payroll vendors a plus (UK/France)