Payroll and Benefits Specialist (10-Month Contract)

  • Category: Human Resource (HR) Jobs
  • Location: York, Ontario
  • Job Type: Full Time / Part Time
  • Salary: Estimated: $ 16K to 28K
  • Published on: 2025/09/16

Established in 1+73, Roots is a proudly Canadian lifestyle brand that celebrates authenticity, quality, and community. Inspired by the great outdoors, we create timeless, sustainable apparel and leather goods designed for comfort and everyday adventure. At Roots, we believe in fostering a culture of inclusivity, creativity, and teamwork – where every team member plays a role in shaping our brand’s legacy. If you bring passion to everything you do, lead with integrity, and believe in the power of collaboration to drive growth, we’d love to have you on our journey!

Nature & Scope → Your Role at Roots

The Payroll and Benefits Specialist (10-Month Contract) plays a key role in ensuring accurate and timely payroll processing, benefits administration, and compliance with relevant employment laws and company policies. This position requires strong attention to detail, problem-solving skills, and a deep understanding of payroll and benefits. The Payroll and Benefits Specialist (10-Month Contract) will be responsible for processing employee payroll, managing benefits enrollment and administration, and addressing payroll-related inquiries. They will collaborate with HR, Finance, and external vendors to ensure seamless payroll operations and benefits administration.

Key Responsibilities → How You’ll Make an Impact

Timely and accurate full-cycle processing of payroll for hourly and salaried employees, including but not limited to reviewing paperwork and keying payroll entries into the system for employees across multi provinces and 2 stores in US, complete benefit enrollment and issue ROEs.
Ensures payroll is processed in compliance with company policy and legislation.
Create, update, and maintain up-to-date process documentation.
Support the efforts of the Manager, Payroll & Benefits in day-to-day payroll functions.
Maintains and updates employee information in both payroll system and benefit provider sites.
Provide high quality employee service by ensuring timely resolution of employee payroll, benefit, and system inquiries.
Maintain confidentiality in all matters.
Support payroll activities including year-end, remittances, incentive programs, benefits enrollments & updates.
Support process improvement initiatives
Establish and maintain relationships with 3rd party providers and ensure timely correspondence.
Completing T4's, T4As, RL-1, T2200
As a member of the payroll team deliver payroll year end reporting within legislated timelines and established data integrity standards
Build custom reports on request for various departments.
Understanding on the structure of the company to be able to provide system-based solutions.
Other duties as required.

Qualifications & Experience → The Skills You Bring

University degree or College diploma is preferred.
3+ years of payroll experience processing and administering benefits or similar role.
Dayforce experience is an asset.
Certified Payroll Compliance Practitioner (PCP) designation is an asset.
Attention to detail and ability to handle multiple priorities.
Excellent oral and written communication skills
Strong problem solving and analytical skills.
Advanced computer skills including experience with Ceridian Dayforce & Microsoft Office, especially Excel.
Knowledge and understanding of US benefits.
Creative aptitude with ability to think outside the box when making recommendations.
Strong organizational and time management skills
Excel in team environment and ability to work with minimal supervision.
Strong customer service attitude along with the ability to build and maintain strong relationships both internally and externally.

At Roots we appreciate that skills and expertise are cultivated through a range of experiences. We are committed to reflecting Canada's diverse landscape in our products, team, and workplace culture. We value your unique perspective and encourage you to apply, even if you don't meet every listed requirement. Accommodations are available for applicants throughout the recruitment process.

Job Types: Full-time, Fixed term contract
Contract length: 10 months

Pay: $65,000.00-$70,000.00 per year

Flexible language requirement:

French not required

Schedule:

Monday to Friday

Application question(s):

Salary Expectation

Work Location: Hybrid remote in York, ON M6B 4N4


Company Name: Roots

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