Manager, Sales Operations and Enablement

Overview

Awarded World’s Best Small Ship Cruise line, Windstar Cruises is known for intimate yacht style experience and unique voyages to the world’s best small ports and hidden harbors. Its three sailing yachts and three all-suite yachts carry just 148 to 342 guests and cruise around the world.

Our Mission
:
We imagine and deliver personalized and immersive experiences 180 degrees from ordinary

Our Vision
:
Enriching people’s perspective through inspired travel

Our Values
:

• Welcoming
  , Innovative
  , Now
  , Discipline
  , Serve
  , Teamwork
  , Authentic
  , Responsible

Windstar Cruises is dedicated to delivering unique and immersive travel experiences to our discerning guests. We are seeking a Manager of Sales Operations & Enablement to support Windstar Cruises’ global sales performance by executing and continuously improving core sales operations, enablement, and sales technology processes. This full-time, permanent role is responsible for translating commercial strategy into scalable processes, tools, insights, and enablement programs that help sales teams operate efficiently and effectively.

The Manager works closely with Global Commercial, Sales leadership, Revenue Management, Marketing, Contact Center/VPC, IT, Finance, HR, Legal, Operations, and Itinerary Planning to ensure consistent execution across International, Global Accounts, Charters, and Travel Partners. The role focuses on driving adoption, improving seller experience, and delivering measurable gains in productivity, forecast accuracy, and revenue outcomes.

This position will be fully remote, and must be located in the UK.

• Support International Sales leadership in executing annual and quarterly sales plans, pipeline management, and forecasting processes.
• Prepare operational inputs, materials, and analytics for pipeline reviews, QBRs, and sales planning cadences.
• Help translate commercial priorities into operational plans, timelines, and deliverables.

• Document, maintain, and improve sales processes including lead management, partner engagement, opportunity management, quoting/contracting, and charter workflows.
• Identify opportunities to reduce manual effort and seller friction through process simplification and clear SOPs.
• Apply continuous‑improvement practices to drive efficiency and consistency across regions.

• Act as day‑to‑day business owner for sales tools such as CRM, partner/travel advisor tools, content management, forecasting, and sales automation platforms.
• Partner with IT on enhancements, integrations, testing, and releases to ensure tools meet business needs and scale globally.
• Support responsible use of AI and analytics features that improve seller productivity and insight quality.
• Monitor data quality and adherence to governance standards.

• Build and maintain dashboards and reports that provide actionable insights for sales leaders and sellers.
• Analyze pipeline health, forecast trends, seller activity, and partner performance; surface risks and opportunities.
• Support forecast accuracy through consistent definitions, reporting cadence, and data discipline.

• Execute enablement programs including onboarding, ongoing training, certifications, playbooks, and role‑based learning paths.
• Partner with Marketing and Product teams to align enablement content with messaging, itineraries, and brand standards.
• Coordinate partner and travel advisor enablement by delivering scalable content, tools, and communications.
• Track adoption and effectiveness of enablement initiatives.

• Support territory design, quota setting, and capacity planning in collaboration with Sales and Finance.
• Assist with sales compensation administration in partnership with HR and Finance to ensure accuracy and timeliness.
• Support deal desk and charter approval workflows to improve cycle time while maintaining margin discipline.

• Execute change management plans for new processes and tools, including communications, training, and feedback loops.
• Act as a…