Head of Commercial Analytics and Trading

Kingston, NY

At The Moorings and Sunsail (part of Travelopia) , we plan and deliver fantastic yacht charters across the world. We have an abiding passion for sailing, taking yachting holidays to the next level across the most spectacular destinations worldwide which keep our customers coming back again and again!

The secret to our success within the yacht industry lies in our exceptional teams, we are united by the same purpose, to have fun while creating extraordinary experiences on the water.

We are looking to hire a Head of Commercial Analytics & Trading to join our team. Reporting to the VP of Commercial, you will be the analytical and trading engine of the commercial team — turning complex fleet, booking, owner and competitor data into sharp pricing and trading decisions, owning dynamic pricing, promotions and ancillary strategy day-to-day, and ensuring the commercial integrity of our trading dashboards. You bring the data, insight, AI capability and genuine pricing expertise; the VP brings the deep travel pricing strategy. AI is central to how we work (currently Claude).

What we’ll offer:

  • Competitive base salary (£80,000–£95,000), plus bonus (10% target, up to 20% maximum)
  • Flexible hybrid working (typically two days per week in the office)
  • Comprehensive health benefits
  • Retirement savings plan with company contributions
  • Generous paid time off allowance and birthday day off
  • Parental leave and family-supportive policies
  • Charity or volunteering time off
  • Group-wide travel discounts

What you’ll do:

Pricing, Promotions & Ancillaries

  • Lead the dynamic pricing and promotions engine end-to-end, partnering with the VP of Commercial on overall strategy.
  • Own the pricing and commercial strategy for ancillary revenue streams, including Damage Waiver, Skippered and Crewed Charters, Provisioning & Beverages, Early Booking and Inclusions.

Competitor & Market Intelligence

  • Develop and continuously enhance the competitor pricing and promotions benchmarking engine, building on existing scraped data to deliver live, like-for-like market intelligence.

Fleet Utilisation & Owner Economics

  • Optimise fleet utilisation by analysing booking patterns, charter-length strategies and capacity gaps, working closely with Fleet Planning to maximise occupancy and revenue.
  • Optimise owner-fleet economics by analysing owner booking and cancellation behaviour and refining owner privileges to maximise paid occupancy while honouring owner entitlements.

Trading, Analytics & AI

  • Build the models, forecasts and booking-curve analysis that underpin trading decisions, using AI to accelerate analysis and insight; lead the weekly trading cadence.
  • Own the commercial logic, accuracy and integrity of the trading dashboards (Radar), ensuring alignment with financial and operational reporting.
  • Lead and develop the Yield Analysts, raising the analytical capability and commercial impact of the team.

What you’ll bring:

  • Exceptional, hands-on analytical capability — advanced Excel, strong SQL and ideally Python, with the ability to build robust models from complex data.
  • Real, evidenced AI fluency, with specific examples of using AI tools to improve analytical productivity or deliver commercial outcomes.
  • Proven ability to independently own dynamic pricing, promotions and ancillary pricing, partnering closely with the VP of Commercial on strategy.
  • Strong experience with BI tools (Power BI, Radar, Tableau or Looker) and a rigorous, accuracy-first approach to data.
  • High pace, intellectual curiosity, sound commercial judgement and a strong sense of ownership.

Preferred

  • Online travel or OTA pricing experience strongly preferred.
  • Background in strategy consulting, Big Four or finance (FP&A, ACA/CPA).
  • Experience managing perishable, seasonal inventory (e.g. hotels, cruise, car rental or charter/marine).
  • Experience with BigQuery or other cloud data warehouse platforms.

We believe people perform best when they can be their true selves and diverse teams drive better results. We’re committed to fostering a diverse, equitable, and inclusive environment where everyone can succeed.

Travelopia ensures an inclusive workplace for all. If you need accessibility support during the recruitment process, please inform us here: [email protected]

#LI-NO1 #LI-HYBRID

Posted 2026-08-21

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