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Cloudbeds

Global Payroll Specialist

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Canada
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Canada

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What Makes Us Unique 

At Cloudbeds, we're not just building software, we’re transforming hospitality. Our intelligently designed platform powers properties across 150 countries, processing billions in bookings annually. From independent properties to hotel groups, we help hoteliers transform operations and uplevel their commercial strategy through a unified platform that integrates with hundreds of partners. And we do it with a completely remote team. Imagine working alongside global innovators to build AI-powered solutions that solve hoteliers' biggest challenges. Since our founding in 2012, we've become the World's Best Hotel PMS Solutions Provider and landed on Deloitte's Technology Fast 500 again in 2024 – but we're just getting started. 


How You'll Make an Impact: 
As a Global Payroll Specialist, you’ll play a key role in ensuring 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 while supporting payroll operations across Europe, LATAM and APAC.

You’ll collaborate closely with HR, Finance, and external partners — including our Employer of Record (EOR) provider — to maintain data integrity, ensure compliance, and streamline global payment processes. You’ll also contribute to global payroll implementation and automation initiatives, supporting testing, configuration, and rollout of new Workday features.

Acting as a subject matter expert in Workday Payroll and HRIS processes, you’ll drive efficiency, accuracy, and innovation across Cloudbeds’ payroll operations — helping us deliver a seamless, compliant, and reliable payroll experience for every team member worldwide.

Our Global Payroll & Benefits Team:

We are a dedicated team committed to supporting our global workforce with precision and care. Our mission is to ensure that every team member, regardless of location, receives accurate compensation, comprehensive benefits, and recognition for their valuable contributions.

Through seamless cross-functional collaboration and a continuous improvement mindset, we strive to deliver payroll and benefits services that are efficient, reliable, and transparent. Our approach combines operational excellence with a people-first philosophy, creating meaningful experiences for team members worldwide.

What You Bring to the Team:

  • 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 Employer of Record (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-related data, including PTO balances, benefit premiums, 401(k) deferrals, and company match calculations. Additionally, assist in reconciling 401(k), HSA, and FSA remittances, mandated taxes, and other 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 efforts to enhance payroll accuracy, ensure compliance, and elevate the employee experience.

What Sets You Up for Success:

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

Bonus Skills to Stand Out (Optional):

  • Hands-on experience with global payroll transformation or automation initiatives, particularly involving Workday or similar enterprise platforms.
  • Proven track record partnering with international payroll vendors or Employer of Record (EOR) providers to streamline multi-country payroll and contractor payment processes.
  • Understanding of Collective Bargaining Agreements (CBAs) and their implications for payroll and benefits administration in European and Latin American regions.
  • Certified Payroll Professional (CPP), Fundamental Payroll Certification (FPC), or equivalent professional designation.

#LI-REMOTE #LI-SD1


What to Expect - Your Journey with Us 

Behind Cloudbeds' revolutionary technology is a team of redefining what's possible in hospitality. We're 650+ employees across 40+ countries, bringing together elite engineers, AI architects, world-class designers, and hospitality veterans to solve challenges others haven't dared to tackle. Our diverse team speaks 30+ languages, but we all share one language: a passion for innovation and travel. From pioneering breakthroughs in machine learning to revolutionizing how hotels operate, we're not just watching the future of hospitality unfold – we're coding it, designing it, writing it and shipping it. If you're ready to work alongside some of the brightest minds in tech who are obsessed with using AI to transform a trillion-dollar industry, this is your chance to be part of something extraordinary.

Learn more online at cloudbeds.com

Company Awards to Check Out! 
  • Best All-In-One Hotel Management System | HotelTechAwards (2025)
  • Overall 10 Best Places to Work | HotelTechAwards (2025)
  • Most Loved Workplace® Certified (2024) 
  • Top 10 People’s Choice(2024)
  • Deloitte Technology Fast 500 (2024)
 Discover our Benefits:
  • Remote First, Remote Always 
  • PTO in accordance with local labor requirements
  • 2 corporate apartment accommodations for team member use for free (San Diego & São Paulo)
  • Monthly Wellness Fridays - enjoy an extra long weekend every month
  • Full Paid Parental Leave
  • Home office stipend based on country of residency
  • Professional development courses in Cloudbeds University
  • Access to professional development, including manager training, upskilling and knowledge transfer.
Everyone is Welcome - A Culutre of Inclusion  

Cloudbeds is proud to be an Equal Opportunity Employer that celebrates the diversity in our global team! We do not discriminate based upon race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics.

Cloudbeds is committed to the full inclusion of all qualified individuals. As part of this commitment, Cloudbeds will ensure that persons with disabilities are provided reasonable accommodations in the hiring process. We encourage deaf, hard of hearing, deaf-blind, and deaf-disabled individuals to apply. If reasonable accommodation is needed to participate in the job application or interview process or to perform essential job functions, please contact our HR team by phone at 858-201-7832 or via email at [email protected]. Cloudbeds will provide an American Sign Language (ASL) interpreter where needed as a reasonable accommodation for the hiring processes.

To all Staffing and Recruiting Agencies: Our Careers Site is only for individuals seeking a job at Cloudbeds. Staffing, recruiting agencies, and individuals being represented by an agency are not authorized to use this site or to submit applications, and any such submissions will be considered unsolicited. Cloudbeds does not accept unsolicited resumes or applications from agencies. Please do not forward resumes to our jobs alias, Cloudbeds employees, or any other company location. Cloudbeds is not responsible for any fees related to unsolicited resumes/applications.

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