Caribbein — Join
Join the crew.
We build infrastructure for Caribbean islands, from the islands. Small team, long horizon, AI agents doing the drudgery so the humans do the judgment. Below: every seat we hire first, with its salary floor printed — “based on experience” means the range climbs, never that the floor hides. And each card carries the honest part of the job, because you would find it out anyway.
Co-founder / CTO
open now Remote · Caribbean-timezone overlap$95,000 base floor · climbs to $135k with experience · + 8–12% equity
Co-lead the platform: nineteen vertical operating systems on one shared shell, a marketplace across thirty islands, and the goal that a new branch launches as configuration, not engineering. You co-own architecture, hire the first engineers, and kill our single-founder risk.
- 8+ years building production SaaS; you have led a team of 5–15
- Deep with Postgres, multi-tenant row-level security, offline-first web apps
- EN + FR working languages (FR strongly preferred); ≥4h overlap with UTC-4
The honest part: you would be the second engineer, pre-seed, mid-raise. The first one wrote /engineering — read it before writing to us; it is the real interview, in both directions.
First 90 days: audit the OS catalogue, hire your first engineer, co-sign two branch launches.
Branch GM — Saint-Martin
open now On-island · FR side€50,000 base floor · climbs to €65k with experience · + bonus + branch equity
Run the flagship branch: provider acquisition and activation, the tourism-board relationship, local marketing in both languages, your own local hires — and branch profitability within 12–18 months.
- 5+ years GM / ops / commercial lead in hospitality, tourism or marketplaces
- Native FR + fluent EN — both are working languages here
- An on-island network that already exists, and the right to work in French Saint-Martin
The honest part: the founder currently does this job at night. You inherit working machinery, a live catalogue, and a to-do list with strong opinions.
First 90 days: re-engage the installed provider base, sit down with the tourism board, make your first two local hires.
Branch GM — Saint-Barthélemy
opens with the branch launch On-island€60,000 base floor · climbs to €85k with experience · + housing allowance €800–1,500/mo
Open the Saint-Barth branch as a launch lead — public launch within 90 days of go. This is a luxury market: villas, charters, concierges. The yacht and villa systems deploy here first for a reason.
- 5+ years GM in luxury hospitality, yacht/villa management or concierge
- Native FR + fluent EN; ease with HNW clientele
- Already resident or eligible — the island's talent scarcity makes outsider hires impractical, so we do not pretend otherwise
The honest part: housing on Saint-Barth is brutal. That is why the allowance is printed here instead of being discovered in negotiation — pretending otherwise is how offers die.
Branch GM — Anguilla
opens with the branch launch On-island$50,000 base floor · climbs to $70k with experience · + bonus + branch equity
Open the Anguilla branch in parallel with Saint-Barth — two launches, one calendar window, two real datasets for the playbook. English-first market, USD reporting, luxury resorts and a festival circuit.
- 5+ years GM in hospitality, tourism or commercial operations
- Fluent EN; an existing island network
- Belonger status or eligible to work in Anguilla
The honest part: you and the Saint-Barth GM launch in the same window, and everyone will compare the two branches. Friendly rivalry is not discouraged.
Head of Sponsorship & Partnerships
opening soon Saint-Martin or remote$65,000 base floor · climbs to $85k with experience · + uncapped commission
Run the tourism-board and institutional-partnership engine across every branch: from first coffee to signature to renewal, turning boards, hotel associations and chambers of commerce into anchor partners.
- 7+ years B2B partnerships at director level; multi-year institutional deals signed
- EN + FR; comfortable living on a plane between islands (~6 trips/year)
The honest part: tourism boards take three to nine months to say yes. If that sentence made you tired, this is not your seat. If it made you patient, it probably is.
Bookkeeper / Expert-comptable
opening soon Saint-Martin · FR side€35,000 base floor · climbs to €55k with experience
Own the books across the holding and its branches: monthly closes, multi-currency consolidation (EUR, USD, XCD), reconciliation, and the cadence that lets the founder stop being the bookkeeper.
- 5+ years accounting, ideally multi-entity and multi-currency
- French qualification (DEC / DCG / DSCG or equivalent), ideally with overseas-collectivité tax familiarity
- Native FR + fluent EN; discretion as a reflex
The honest part: our AI agents draft the reconciliations and the KPI rollups — you are the human they answer to. Least glamorous title on this page; most leverage per hour.
How to apply (no theatre)
No portal, no forms, no cover-letter rituals. One email to welcome@caribbein.fr with the role in the subject line, containing three things:
- Something you built or ran that you are proud of — links beat PDFs
- Why islands — one paragraph, the real reason
- Your earliest realistic start, and the number you need — you have seen ours
A human reads everything, daily. Engineers: /engineering is the honest job description — start there.
The perks, for real
- The Caribbean is not a screensaver here; it is the commute
- Tiny team — what you make ships, with your name on the commit
- AI agents do the drudge work; you do the judgment
- Salary floors printed in public — you just read them
The anti-perks, also for real
- Pre-seed pace — some role timings follow the funding round, and we say which
- Island logistics: the ferry schedule is a stakeholder
- Hurricane season has opinions about your calendar
- Small team also means: no hiding