Retail Sales, VP

Toronto, ON
Hybrid
Posted Oct 27, 2026
1 position

$150,000–$200,000 / year

Opens an external site

Employment type: Full-time
Experience level: Lead · 10+ years
Minimum education: Bachelor’s degree
Apply by: Nov 10, 2026
Posting language: English
Working hours: 40 hours per week

Job summary

The VP of Retail Sales will provide strategic leadership to develop and execute sales and business development strategies to drive revenue growth. They are responsible for managing B2B distribution channels, monitoring market trends, and overseeing departmental budgets and sales performance.

Job details

About Us: Sunwing Vacations Group is home to North America’s largest vacation brands, comprised of the leading Canadian leisure tour operators Sunwing Vacations and WestJet Vacations, along with the growing United States based tour operator Vacation Express, together with the Group’s own travel retail businesses SellOffVacations.com and Luxe Destination Weddings. Our culture is driven by our EPIC Values (entrepreneurial, passionate, innovative, and customer-centric) and our teams work together to deliver our purpose “passionate people making vacation dreams come true”. The Opportunity: Under Sunwing Vacations, we are looking for a Retail Sales, VP to join our team and help make vacation dreams come true. Reporting directly to the President, you will provide strategic leadership in the development and execution of sales and business development strategies to drive revenue growth and achieve our commercial objectives. Working closely with senior leaders and sales teams across the organization, you will help shape sales strategies, strengthen market opportunities, and drive overall business performance. This is an exciting opportunity for a strategic and results-driven leader who is passionate about sales, growth, and building high-performing teams. Apply now and have your career soar to new heights - under our wing! What You’ll Do: Sales, Strategy and Business Relationships: Develop and manage the B2B distribution channels. Maintain and grow the trade relationships. Develop new markets and new niches. Meet or exceed budgets for all B2B distribution channels. Responsible for supervising all contracts, pricing, credit terms, warranties and delivery dates. Monitor package revenue production and proactively drive sales performance to achieve or exceed planned revenue and sales targets. Monitor forecasted occupancy fluctuations and directs selling activities to maximize revenues. Provides leadership in demand segmentation and market optimization, leveraging supply and demand insights to enhance commercial performance and revenue growth. Assist with development of the different marketing and sales plans based on the groups’ position and strengths within each market segment. Prepare departmental budget that correctly reflects the sales goals. Develop and implement the global sales plan. Market Development & Competitive Strategy: Responsible for an efficient network towards trade, industry influencers and employers. Responsible to communicate among internal and external customers accurate information about the Company's new services, programs, results, plans, etc. Responsible to observe the market, identity trends and monitor the main competitors. Analyze and understand the competition’s strengths and weaknesses for trade market segment and successfully directs trade marketing activities against each. Establish the competitive set for each market segment and takes advantage of the group strengths against each competitor. Participate in key local and international trade shows or other promotional events. Review printed and digital marketing materials (fact sheets, brochures & web pages etc.) to assure accurate information and service compliance. What You’ll Need: 4-year Bachelor’s Degree or equivalent experience in business, tourism, marketing, hotel management or equivalent experience Minimum 8 years of progressive sales leadership experience in hospitality sales in a similar position or Company Proven track record of successful commercial negotiations Strong project management, business writing and reporting skills Demonstrated knowledge of in-depth sales and marketing techniques and financial principles. Demonstrated ability to anticipate and solve practical problems or resolve issues Clear and concise communication among internal and external stakeholders Service attitude and strong interpersonal skills Effective time management, organizational skills and a proactive approach Excellent teamwork, leadership, and negotiation skills Proven ability to work well under pressure Ability to travel What You’ll Be A Part Of: Remote Work Opportunities Grow your career with challenging and rewarding work that makes a difference Opportunity to give back through our social responsibility initiatives Work with a fun, passionate, travel-loving team! See for yourself! @sunwinglife We thank all who apply however only those who meet the qualifications will be contacted. Diversity, equity, and inclusion - Diversity makes us EPIC; we strive to foster a culture where employees feel uniquely themselves and part of a team. Violence and harassment prevention and response - We partnered with White Ribbon to help us create a survivor-centric, trauma informed policy and educational programs used by all our divisions. Total wellbeing - Our approach is for holistic opportunities to help employees Be EPIC and Be Well. Learning and development - Our offerings are focused on the development of competencies, personal leadership, and leadership in groups and teams. We are also committed to employment equity and to fostering an inclusive, accessible environment. We welcome applications from everyone. We will accommodate all applicants throughout the hiring process. If you are an individual who requires accommodation to apply to this position, please email recruiting@sunwing.ca

What you’ll do

Requirements

Candidates must hold a 4-year degree in business, tourism, marketing, or hotel management and possess at least 8 years of successful experience in hospitality sales. Strong negotiation, project management, and communication skills are essential for this leadership role.