The Role

Triptease is a fast-growing, global travel-tech business helping hotels win back direct bookings from the OTAs — giving independent and group hotels the tools to compete on their own terms. We operate across five legal entities (UK, US, Singapore, Portugal and Spain) and support people in around 16 countries, and we're scaling fast.

This is a rare opportunity to run an entire People function, with a direct line to the CEO. You won't be one voice in a big HR team — you'll be the voice, shaping how people operations work across a genuinely global business. It's the kind of remit that usually only comes with a much bigger team behind you, which makes this a career-defining role for the right person.

We're also investing in building a modern, efficient People function. One that uses AI and automation to work smarter, not just harder. You'll have real scope to introduce AI-enabled tools and processes that make People operations faster and more effective, rather than just maintaining the status quo.

Success in this role will be measured by how well you support the business through growth and scaling, how effectively you develop managers and talent across the business, and how much more efficient and future-ready you make the People function itself.

Main Responsibilities

Payroll & HRIS

• Extract and submit payroll data from our HRIS (HIBOB) to Finance for UK, Spain, Portugal, USA and Singapore (USA processed twice monthly; all other countries monthly)
• Review and approve payroll reports produced by Finance, checking for accuracy and compliance with local employment law, including Spanish payroll requirements
• Maintain HiBob as the company's core HR system, including salary, job title and employee record updates

Global Employment & Contractor Management

• Manage EOR and contractor arrangements through Deel, keeping Deel and HiBob data aligned
• Monitor employment law changes across all operating countries and ensure updates are clearly communicated to managers
• Liaise with the company's PEO provider on employment queries

Employee Relations

• Act as the first point of escalation for managers on day-to-day employee issues
• Manage employee relations cases including grievances, sickness, maternity/paternity leave and flexible working requests
• Manage return-to-work processes following sickness absence
• Run regular 1:1s with managers to check in on team wellbeing
• Coach managers through performance improvement plans (PIPs), advising on process and documentation
• Conduct exit interviews

Benefits & Vendor Administration

• Administer the company benefits platform, including reviewing and approving reimbursements via ThanksBen
• Approve employee and contractor invoices

Engagement, Culture & Reporting

• Design and deliver the annual company-wide engagement survey, including running workshops with each department on results and actions
• Plan culture initiatives, including quarterly events and the annual company getaway
• Build and deliver the quarterly Townhall slide deck, keep SMT updated on leavers, and attend SMT meetings to report on people matters
• Run quarterly performance review cycles

Office Management

• Manage office supplies and day-to-day office upkeep, including logging and resolving repairs and facilities issues

Requirements

About You

You're an experienced HR generalist who's comfortable owning a broad remit solo, and excited by the idea of building and shaping a People function rather than just running an existing one. You think in systems and processes, not just cases — and you're genuinely curious about how AI and automation can make People operations faster and more effective. You're just as comfortable advising the CEO as you are supporting a manager through a difficult conversation, and you want a role where your impact on the business is visible and direct.

Essential Skills

• Proven experience as a generalist HR Manager or Senior HR Advisor, ideally as a sole contributor or in a lean HR team
• Experience managing HR across multiple countries and legal entities, including EOR and/or PEO models
• Working knowledge of employment law across at least two of: UK, USA, Spain, Portugal, Singapore
• Hands-on experience with HRIS platforms (HiBob or similar) and EOR platforms (Deel or similar)
• Experience coordinating payroll with Finance across multiple countries
• Strong employee relations casework experience
• Confident communicator, comfortable advising and presenting to senior leadership
• Curiosity or experience using AI tools to improve HR processes and efficiency
• Highly organised and able to manage a broad, varied workload independently

Benefits

Perks & Benefits — At Triptease, everyone's contribution matters. We offer a range of benefits to support wellbeing, flexibility and personal growth, including:

• 25 days holiday plus bank holidays
• Salary exchange pension scheme
• Hybrid working
• Work from anywhere for up to 4 weeks per year
• Monthly wellbeing allowance to support health and wellness
• Annual learning budget
• Sabbatical leave starting at 3 years
• Enhanced family-friendly policies
• Life event leave and volunteering days
• Cycle to Work and Tech schemes
• Weekly office breakfast and snacks

Something important to you that's not on this list? Talk to us.