Regional HR & People Operations Specialist

What Makes Cloudbeds 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.

We are seeking a highly organized, proactive, detail-oriented, and collaborative Regional HR & People Operations Specialist to support our growing People organization across the United States and Canada.

This role will serve as a critical operational partner supporting:

• NORAM HRBPs;
• People Operations;
• Managers;
• and team members across the region.

The ideal candidate thrives in a fast-paced, highly collaborative, globally distributed environment and enjoys balancing operational execution, employee support, compliance coordination, HR systems administration, process improvement, and cross-functional partnership.

This role is instrumental in helping ensure smooth employee lifecycle management, strong operational execution, leave administration, HR compliance, and an exceptional team member experience throughout the NORAM region.

This is an excellent opportunity for someone looking to deepen their experience in regional HR.

Our People Team

We’re a globally distributed, multicultural People Team spanning North America, Latin America, EMEA, and APAC, and that global footprint isn’t just a fact; it’s a strength we fully embrace. Our team brings a rich blend of perspectives, experiences, and cultural fluency that fuels everything we do, from nuanced people strategies to inclusive systems and scalable processes that work for everyone, everywhere.

We collaborate with heart and hustle. Despite time zones and borders, we operate with high trust, clear communication, and deep mutual respect. Whether we’re partnering with hiring managers, leading HR transformation, supporting regional teams, or crafting intentional team member experiences, we show up for each other and for the people we serve!

This is a team where empathy meets execution. Where people who thrive are those who are curious, proactive, globally minded, and genuinely passionate about making Cloudbeds a place where every team member can do their best work. We’re not just People Team, we’re culture shapers, problem solvers, strategy supporters, and people-first builders.

What You’ll Do:

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:

• onboarding;
• offboarding;
• internal transfers;
• compensation changes;
• promotions;
• status changes;
• manager changes;
• organizational updates;
• relocations
• 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.

Payroll & Benefits Coordination

• Partner closely with Payroll and Benefits teams to ensure timely and accurate employee data processing;
• Support payroll readiness activities, including:

• compensation updates;
• status changes;
• PTO balances;
• leave tracking;
• timesheet coordination;
• and employee data audits;

Leave of Absence (LOA) Administration & Compliance

• Coordinate administrative support and tracki