Jobs in Montreal, Canada

At Cloudbeds, we're transforming hospitality with a global, remote team. Our platform powers properties across 150 countries, processing billions in bookings annually. Since 2012, we have grown to serve hoteliers worldwide and have been recognized among Deloitte's Technology Fast 500. This role supports a fully remote, global workforce.

How You'll Make an Impact: As a Global Payroll Specialist, you’ll ensure Cloudbeds’ 650+ team members across 40+ countries — including employees and international contractors — are paid accurately, compliantly, and on time. You’ll manage end-to-end payroll processing for multi-state U.S. and Canadian employees and support payroll operations across Europe, LATAM and APAC. You’ll collaborate with HR, Finance, and external partners, including our Employer of Record provider, to maintain data integrity, ensure compliance, and streamline global payment processes. You’ll contribute to global payroll implementation and automation initiatives, supporting testing, configuration, and rollout of new Workday features. You’ll act as a subject matter expert in Workday Payroll and HRIS processes to drive efficiency, accuracy, and innovation across payroll operations, delivering a seamless, compliant payroll experience worldwide.

Our Global Payroll & Benefits Team: We are a dedicated team committed to supporting our global workforce with precision and care, ensuring every team member receives accurate compensation, comprehensive benefits, and recognition for their contributions. We value cross-functional collaboration, continuous improvement, operational excellence, and a people-first philosophy.

• Lead end-to-end payroll processing for multi-state U.S. and Canadian employees, ensuring accuracy, regulatory compliance, and on-time execution for all pay cycles.
• Partner with the Senior Manager of Global Payroll & Benefits to identify improvement opportunities, strengthen internal controls, and implement scalable, compliant solutions that support Cloudbeds’ global growth.
• Coordinate payroll operations across European and Latin American regions, partnering with EOR providers and local payroll vendors to facilitate the transition to a unified global payroll platform.
• Prepare payroll reconciliations and journal entries each cycle to ensure accurate recording of wages, taxes, and benefit deductions, with full reconciliation completed each pay period.
• Assist in accurate tracking of payroll data, including PTO balances, benefit premiums, 401(k) deferrals, and company match calculations; assist in reconciling 401(k), HSA, and FSA remittances, mandated taxes, and related tasks.
• Conduct regular audits of payroll records, including timekeeping data, deductions, garnishments, benefits, and tax filings, maintaining compliance with applicable regulations and internal policies.
• Support global payroll transformation and automation initiatives, including data validation, system testing, and deployment of new Workday Payroll functionality.
• Serve as a payroll subject matter expert, delivering clear, responsive guidance and support to team members across all global locations.
• Drive continuous process improvement and standardization to enhance payroll accuracy, ensure compliance, and elevate the employee experience.

• Bachelor's degree in Accounting, Business, Finance, or related field, or equivalent professional experience in payroll operations.
• Minimum of 3 years of progressive payroll experience with U.S. multi-state and Canadian payroll processing.
• Proficiency in Workday or comparable enterprise HRIS/payroll systems, including configuration, reporting, and integration capabilities.
• Solid understanding of benefits administration and payroll deduction reconciliation (health insurance, retirement plans, pre-/post-tax deductions).
• Comprehensive knowledge of federal, state/provincial, and local payroll regulations, tax requirements, and compliance standards.
• Advanced proficiency in Microsoft Excel (pivot tables, VLOOKUP/XLOOKUP, complex formulas, data validation).
• Attention to detail with strong analytical skills and the ability to manage competing priorities in a global environment.
• Strong problem-solving skills and a continuous improvement mindset.
• Excellent written and verbal communication skills and ability to collaborate across HR, Finance, and cross-functional teams.

• Experience with global payroll transformation or automation, especially with Workday or similar platforms.
• Experience partnering with international payroll vendors or EOR providers to streamline multi-country payroll and contractor payments.
• Understanding of CBAs and their implications for payroll and benefits in European and Latin American regions.
• Certified Payroll Professional (CPP), Fundamental Payroll Certification (FPC), or equivalent designation.

#LI-REMOTE

Cloudbeds is 650+ employees across 40+ countries, with a diverse team of engineers, AI architects, designers, and hospitality veterans who collaborate globally. We speak 30+ languages and share a passion for innovation and travel. We are building the future of hospitality with AI-powered solutions.

• Remote-first culture with flexible work arrangements
• PTO in accordance with local labor requirements
• Full paid parental leave
• Home office stipend based on country of residency
• Professional development opportunities through Cloudbeds University
• Access to therapy and coaching services
• Ongoing manager training and knowledge transfer

Cloudbeds is an equal opportunity employer and values diversity. We do not discriminate based on race, religion, color, national origin, gender (including pregnancy), sexual orientation, gender identity or expression, age, disability, or other protected characteristics.

Cloudbeds is committed to inclusive hiring and reasonable accommodations in the hiring process. We encourage applicants with disabilities to apply and request accommodations as needed. For accommodations, please contact our HR team.

Resume and application details are requested via this page, and fields may include name, contact information, work authorization, salary expectations, and LinkedIn. We do not include external agency submissions.