Interim Finance Director, Bocobay
9 month FTC
3-4 days a week in office (Victoria, London)
Market-leading proptech platform and operator ($35m annual revenue)
Posted today
Market-leading proptech platform and operator ($35m annual revenue)
21-100 employees
Posted today
3-4 days a week in office (Victoria, London)
21-100 employees
Company mission
To be the go-to hospitality brand in the Caribbean, through a unique mix of technology and scaled local operations.
Role
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, CuraƧao, 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, CuraƧao, 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)
Application process
- 1. Apply with your profile and a short note on fit
- 2. First interview - a conversation with our current Finance Director, who's going on maternity leave, covering your background, the scope of the role and mutual fit
- 3. Second interview - a meeting with one of our Co-founders, focused on the commercial and strategic side
- 4. Practical exercise - a short, realistic task reflecting the actual work, talked through together afterwards
- 5. Final conversation - a wrap-up call with other key stakeholders across the business before we make a decision.
Salary benchmarks
Our take
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, CuraƧao, 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.
Kirsty
Company Specialist at Welcome to the Jungle
Insights
60% female employees
Company
Company benefits
- Annual team trip to the Caribbean (potentially more, as required) š
- Equity options (EMI share option scheme)
- Work from anywhere for 2 weeks
- 25 days holiday + bank holidays
- Plus everything else you would expect (inspiring Victoria office, new Macbook, WFH Fridays etc)
Company values
- Be the solution: Our job isn't done until the job is done
- Default to action: Do it now; update others after.
- Be resourceful: Turn constraints into solutions.
Company HQ
Victoria, London, UK
Articles
Leadership
Nick Curtis
(Founder)Nick founded Bocobay, which has doubled its revenues every year into the eight figures, after graduating from Oxford mathematics.
Fabian Weiss
(COO)Fabian has worked for over a decade in operations management at Amazon and Nike, after he graduated from Cambridge.
People progressing
Tara started with Bocobay as a field agent, and in the space of two years has been promoted three times. Tara currently leads the on-the-ground operation in Aruba, Caribbean.
Diversity, Equity & Inclusion at Bocobay
Charlotte Moreno (Managing Director, Aruba)
- Weāre an equal opportunity employer and believe that diverse perspectives, backgrounds, and experiences are fundamental to building high-performing teams.
Share this job