Cloudbeds - Regional HR & People Operations Specialist
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Requirements
• Bachelor’s degree in Human Resources, Business Administration, or related field (or equivalent practical experience); • 3+ years of experience in: • People Operations; • or HR Coordination roles; • Strong understanding of: • U.S. employment laws; • HR operational best practices; • employee lifecycle administration; • and compliance processes; • Familiarity with Canadian employment standards and provincial labor regulations strongly preferred; • Experience supporting HRBPs, regional HR functions, or People Operations teams; • Experience coordinating payroll, benefits, leave administration, or employee data management; • Hands-on experience with HRIS platforms (Workday strongly preferred); • Strong Excel and data management skills; • Excellent organizational skills and attention to detail; • Strong written and verbal communication skills in English; • Ability to manage highly sensitive and confidential information with professionalism and discretion; • Comfortable working independently within a remote, asynchronous, and globally distributed environment; • Strong prioritization, problem-solving, and follow-through skills. • Experience working in global SaaS, technology, hospitality tech, or high-growth companies; • Experience supporting multi-state U.S. populations and/or Canadian employees; • Experience partnering closely with Payroll and Benefits teams; • Experience supporting remote/distributed organizations; • Process improvement and project coordination experience; • PHR or SHRM-CP certification preferred; • Experience working within fast-paced scaling environments preferred. • Compensation: Depending on your skills and experience, you can expect your annual compensation to be between $65,000 – $80,000 USD.
Responsibilities
• Regional HR & Team Member Support • Serve as a primary point of contact for day-to-day HR-related inquiries from team members and managers across NORAM; • Provide timely updates, guidance, and support related to HR policies, handbooks, processes, systems, employee lifecycle events, PTO, leave tracking, and general People operations; • Support employee experience initiatives and help foster a positive, collaborative, and people-first environment; • Escalate sensitive or complex matters appropriately to HRBPs, Legal, Payroll, Benefits, or leadership when needed; • Assist with employee communications, documentation, follow-ups, and coordination of People Team initiatives. • Responsible for coordinating quarterly NORAM coffee breaks, regional holiday initiatives, and employee engagement activities to foster team connection, culture, and a positive employee experience within the region. • HRBP Partnership & Operational Support • Partner closely with NORAM HRBPs to support operational execution of regional people strategies and organizational initiatives; • Assist HRBPs with organizational changes, promotions, compensation updates, transfers, restructures, and employee lifecycle administration; • Support preparation of documentation, reporting, employee communications, organizational data, and operational tracking required by HRBPs and leadership; • Help coordinate HR processes tied to performance cycles, talent reviews, engagement initiatives, manager support, and workforce planning activities; • Support operational follow-up and coordination related to employee relations matters, documentation, and internal processes as directed by HRBPs; • Act as a strong operational liaison between HRBPs, Payroll, Benefits, People Operations, Talent Acquisition, Finance, and Business Systems teams. • People Operations & HR Administration • Manage and coordinate employee lifecycle processes, including: • internal transfers; • compensation changes; • status changes; • organizational updates; • and system maintenance; • Ensure all employee records, documentation, and HR systems remain accurate, updated, and compliant; • Maintain digital personnel files and confidential HR documentation with a high degree of integrity and discretion; • Support process documentation, SOP creation, internal knowledge base updates, and operational workflows; • Contribute to continuous process improvement initiatives focused on scalability, automation, efficiency, and employee experience.
Benefits
• Partner closely with Payroll and Benefits teams to ensure timely and accurate employee data processing; • Support payroll readiness activities, including: • compensation updates; • status changes; • leave tracking; • timesheet coordination; • and employee data audits; • Leave of Absence (LOA) Administration & Compliance • Coordinate administrative support and tracking for Leave of Absence programs across NORAM, including: • Provincial Stat Leaves beside FMLA to include Canadian leave references • ADA accommodations; • Canadian LOAs along with ADA: Provincial Human Rights Codes and Duty to Accommodate • parental leaves; • state/provincial leave programs; • and other protected leaves; • Maintain accurate leave documentation and ensure proper tracking within internal systems; • Coordinate communication between employees, managers, Payroll, Benefits, HRBPs, and external vendors when applicable; • Support compliance tracking and operational execution related to leave management processes. • HRIS, Reporting & Data Integrity • Maintain and update employee data within Workday and related HR systems; • Ensure integrity, accuracy, and consistency of organizational, payroll, compensation, PTO, and benefits-related data; • Generate recurring and ad hoc reports for HRBPs, People leadership, Payroll, Finance, and other stakeholders; • Assist with audits, data reconciliations, reporting requests, and compliance documentation; • Partner with Business Systems teams to troubleshoot HRIS discrepancies and improve workflows and automation opportunities; • Support reporting and analytics requests related to headcount, employee changes, compliance, turnover, and People metrics. • Support HRBPs with all people operations tasks for the region. • Compliance & Risk Management • Maintain a strong foundational understanding of: • U.S. federal employment laws; • state employment regulations; • Canadian provincial labor standards; • and HR operational compliance requirements; • Ensure HR ops and data handling align with PIPEDA; • Support audits, documentation requests, compliance reporting, and policy administration activities; • Help ensure operational processes align with internal policies and external legal requirements; • Assist with maintaining compliance records and documentation across NORAM; • Support operational coordination tied to investigations, accommodations, and sensitive HR matters when applicable. • Projects & Cross-Functional Collaboration • Participate in regional and global People Team projects and operational initiatives; • Help improve operational efficiency, scalability, documentation, and employee experience processes; • Collaborate across HR, Payroll, Benefits, Finance, IT, Talent Acquisition, and Business Systems teams on ongoing initiatives; • Support implementation and optimization of People systems, workflows, and operational processes; • Assist with organizational readiness efforts tied to growth, restructuring, policy changes, and operational scaling. • What Sets You Up for Success: • 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) • Remote First, Remote Always • PTO in accordance with local labor requirements • Monthly Wellness Fridays - enjoy an extra long weekend every month • Full Paid Parental Leave • Professional development courses in Cloudbeds University • Access to professional development, including manager training, upskilling and knowledge transfer • Everyone is Welcome - A Culture of Inclusion
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