Gray Collection is seeking a strategic and hands-on Director, Payroll & Benefits to lead payroll operations, benefits administration, systems optimization, and process improvement initiatives across our growing hospitality portfolio.
Reporting to the Vice-President, Finance, this leadership role is responsible for overseeing payroll and benefits administration for a diverse workforce across hotels, restaurants, spas, and corporate operations.
Leading a team of payroll professionals, the successful candidate will serve as the organization's payroll subject matter expert while partnering closely with Human Resources, Operations, Finance, and property leadership teams.
Key Responsibilities- Lead all payroll and benefits administration activities across the organization.
- Ensure compliance with payroll, tax, employment, and labour legislation.
- Drive continuous improvement of payroll processes, controls, governance practices, and service delivery.
- Develop and maintain payroll policies, procedures, controls, and performance metrics.
- Lead payroll-related projects, including system enhancements, Dayforce optimization, reporting automation, and process redesign initiatives.
- Develop training programs and tools for managers and operational leaders.
- Build strong partnerships across Finance, Human Resources, and Operations.
- Lead, coach, and develop a high-performing payroll team.
- Act as the primary business lead for payroll systems and external payroll technology partners.
Qualifications- 8+ years of progressive payroll leadership experience.
- Experience in hospitality, restaurants, retail, healthcare, or other labour-intensive industries is preferred.
- Proven experience leading payroll teams in a multi-site environment.
- Strong project management, process improvement, and stakeholder management capabilities.
- Deep understanding of Canadian payroll legislation and compliance requirements.
- PCP designation required.
- PLP designation and Ceridian Dayforce experience are considered strong assets.
- Experience working with payroll systems, HRIS platforms, and system implementations or enhancements (Dayforce a plus)
Why Join Gray Collection?- Opportunity to modernize and shape a critical business function.
- Exposure to executive leadership and strategic initiatives.
- Ownership of systems, controls, reporting, and process transformation.
- Dynamic, fast-growing hospitality environment with multiple properties and brands.
BENEFITS:- Performance bonus
- Complimentary dining program across our restaurants
- Parking in the old port
- Company-provided cell phone
- Group insurance plan with telemedecine
- Group RRSP and DPSP (Deferred Profit Sharing Plan)
- 50% employee discount at all of our establishments for the employee and up to 3 guests
- Discounts with our business partners (transportation, wellness, leisure)
- Company culture that values employees
- Employee recognition events
- Growing company with opportunities for career development and personal growth
We thank you for your interest. Only individuals selected to be interviewed will be contacted.
*In this document, we have made an effort to use neutral language suitable for all individuals, regardless of gender. However, certain terms, job titles, and sentence structures may require us to use the masculine form as a neutral gender. We wish to inform you of this. As we prioritize an inclusive work environment, we welcome all individuals, regardless of gender, to apply.
*Knowledge of English (spoken) is required for this position due to the frequent and necessary interactions with an English-speaking and international clientele in a tourism environment and in close collaboration with several partner hotels. The incumbent must independently welcome, inform, and assist guests. Communication in English is essential to the performance of the duties, the quality of service provided, and, where applicable, safety requirements, and cannot reasonably be delegated to another employee.
