Job Description

Who you are

You're a qualified accountant (ACA, ACCA or CIMA) with at least 8 years' post-qualified experience
You've held a senior finance leadership role in a multi-entity, multi-currency group
You're confident managing external accountants and tax advisers across multiple territories, and comfortable working across cultures and time zones
You operate credibly at Board level but are equally at home in the detail of a month-end close or a tax remediation
You're fluent in QBO or an equivalent cloud GL, and comfortable with modern finance and PMS systems

Desirable

You've worked in hospitality, vacation rental, property management, real estate or a similar merchant-of-record / trust-accounting model
You've led remote, distributed finance teams across time zones
You have working knowledge of Dutch and/or Spanish

What the job involves

Finance leadership for a fast-growing, global luxury vacation rental operator. Initial 9-month FTC from August 2026, with potential to extend
Run the group's multi-jurisdiction finance function, lead the team across the UK, Curaçao, Aruba, Jamaica and offshore support in the Philippines
Own group reporting and the monthly Board pack, each entity plus Group P&L, KPIs, cashflow and forecasts, turning the numbers into clear commercial insight, not just variance commentary, and keeping robust, well-documented books across every entity
Lead tax and compliance across four regimes, UK, Aruba, Curaçao, Jamaica, and DR - and manage external accountants, tax advisers and legal counsel, plus corporate compliance, insurance placements and intercompany documentation
Partner the directors on commercial decisions, pricing, owner economics, channel mix and new market entry. Manage group banking relationships and payment runs, and act as the senior finance voice with the Board on structuring and growth
Lead finance projects - build out finance and operations in Jamaica and the DR, support further new-market entries and potential acquisitions, and keep building a modern, AI enabled finance function (key programs include Hostaway, Supabase, DEXT, QBO)

Work Arrangement

3-4 days a week in office (Victoria, London)
Senior and Expert level
Salary not provided (benchmark range: £50k-£120k for Accounting & Financial Planning Expert/Senior roles)

About the Company

Company Mission

To be the go-to hospitality brand in the Caribbean, through a unique mix of technology and scaled local operations.

About Bocobay

Online travel platforms like Airbnb have transformed global travel, with COVID accelerating the shift toward private, professionally managed stays. Bocobay is taking this evolution further - disrupting the luxury rental market with a scalable, asset-light model powered by proprietary operating technology.

London-headquartered and growing quietly but rapidly, Bocobay has delivered consistent 2x year-on-year growth across multiple digital travel channels. By focusing from the outset on the pan-Caribbean market, the company is building a category-defining platform that benefits both sides of the market.

Bocobay enables homeowners and developers to unlock significantly higher yields from their properties, while guests enjoy consistently exceptional, design-led stays - without the friction typical of short-term rentals.

Already operating across Aruba, Curaçao, and Jamaica, Bocobay has ambitious internationally expansion plans underway as it continues to professionalise systems, scale its technology, and build out a world-class leadership team.