Director, North America Field Sales

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 four all-suite yachts carry just 148 to 342 guests and cruise around the world. Our mission is to imagine and deliver personalized and immersive experiences 180 degrees from ordinary.

We enrich people’s perspective through inspired travel.

Enriching Lives Through Travel

Guest Obsessed, Open and Inviting, Fun-Loving and Focused, Light-Hearted and Genuine, Casual Yet Polished, Safe and Responsible.

The Director, North America Field Sales is responsible for managing domestic USA and Canadian field Regional Sales Managers and achieving the assigned sales targets for Travel Agency sourced bookings. They are also responsible for the day-to-day relationships and overall growth of assigned roll-up accounts. Additional responsibilities include supporting the Vice President Sales with departmental wide initiatives. This role is remote/field based.

• Directly responsible for the travel agent sourcing channel to achieve assigned revenue targets and goals.
• Manage the USA and Canadian Regional Sales Manager team
• Assess, monitor and report account opportunities and issues to senior management
• With the RSM’s, develop internal account plans to define key tactics to grow accounts including contract negotiation, level of account engagement, training requirements, conference planning, competitive supplier relationships, promotional offer support and marketing support needs.
• Develop written sales and marketing plans to achieve growth targets with each Club 180 account
• Collaborate with Marketing, Inventory and Vacation Planning departments to achieve account needs.
• Represent Windstar at national and regional sales conferences as well as overarching industry sales events as assigned by the VP, Sales for North America
• Own the adoption of Hubspot CRM Develop dashboards and reporting and work with RSM’s on utilizing the data and learning from the same to create sales and account
• strategies.
• Ensure RSM’s are recording sales activity within Hubspot CRM and work with RSM’s on territory and account management and efficient sales territory coverage.
• Monitor sales performance of RSM’s and provide regular feedback and coaching.
• Personally manage account relationships with assigned roll-up accounts which cross territory lines.
• Synergize efforts of the Inside Sales Representative and ensure RSM’s follow-up on leads received from this individual.
• Conduct Webinars for training sessions/seminars.
• Solicit consortia group business at the highest possible yield.
• Attend the weekly commercial and sales meetings providing suggestions on sales opportunities to ensure the company achieves revenue goals.
• Maintain, update, and assist in the development of formalized sales processes and procedures together with the Vice President of North America Sales and Sales Operations Director
• Support the Vice President of North America Sales in overall departmental initiatives.
• Monitor competitor products, sales and marketing activities and report back to commercial teams
• Maintain a professional personal image and well aligned brand position.
• Record sales activity and ensure we are maximizing technology adoption to ensure RSM’s can scale and reach their sales revenue targets
• Must be willing to work weekends and evening if required.

• 5+ years of demonstrated success selling within travel industry.
• College Degree preferred.
• Sales and Marketing oriented.
• Must have an understanding of the sales process, including commission structures, marketing plans, incentives, overrides and group sales.
• Technological…