[Hiring] Payroll and Benefits Specialist @The Redesign Group

Role Description

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.

What you'll do

• 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).

Qualifications

• 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).

Benefits

• Medical Insurance
• Dental Insurance
• Vision Insurance
• 401(k) retirement plan with company match (annual dollar cap applied)
• Flexible time off plan
• 15 paid holidays
• Sick leave (amount varies by state requirements and is at least the minimum required by any state)
• Short-term and long-term disability
• Life insurance
• Paid parental leave