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About the Role

The Advisor plays a pivotal role in advancing strategic priorities across the Sunwing Tour Operator functions. Reporting to the President, Sunwing, this role serves as a key integrator, thought partner, and strategic advisor to the Sunwing Tour Operator Senior Leadership Team.

Responsibilities

• Operate across strategic, operational, and tactical levels, providing oversight for critical and confidential Tour Operation processes and initiatives that span functions or fall outside of traditional reporting structures
• Act as a trusted advisor and strategic thought partner to the President and Sunwing Senior Leadership Team, acting as a sounding board and offering fresh perspectives
• Facilitate the flow of critical information across internal and external stakeholders, serving as an extension of the President and also a key liaison across the WestJet Group’s ecosystem
• Navigate complex cross-functional discussions with professionalism and neutrality, managing competing perspectives and aligning stakeholders
• Lead internal planning and governance for SVG teams, including Business Reviews, OKRs, Budget alignment, leadership offsites, Board materials, and town halls
• Maintain a comprehensive understanding of all major SVG functions and collaborate closely with their leaders
• Integrate, connect and ensure a holistic approach for workstreams that could otherwise remain siloed; working in close collaboration with the other members of the SVG SLT to ensure alignment across all critical priority and cross-functional strategic initiatives and transformational projects
• Review and facilitate strategic business planning to ensure cohesive alignment between departmental and corporate objectives
• Prepare high-impact presentations for ExComm and the Board of Directors, distilling complex data into actionable insights to enable swift, informed decision-making

Requirements

• Strategic and analytical mindset with the ability to synthesize qualitative and quantitative inputs into concise, compelling insights
• Championing in numbers combined with the ability to build authentic relationships and engage in meaningful conversations beyond business topics
• Politically astute and organizationally savvy; skilled at anticipating risks and mitigating challenges before they materialize
• Demonstrated excellence in project and stakeholder management, with a meticulous attention to detail and a bias for execution under tight timelines
• Highly trusted and discreet; adept at handling sensitive information with integrity and professionalism
• Exceptional communication and executive writing skills; able to tailor messaging to a variety of audiences and amplify leadership narratives across different mediums
• Collaborative and team-oriented, yet self-directed and confident in assuming leadership without formal authority
• Optimistic, resilient, and solution-focused, with a passion for delivering meaningful organizational impact
• Minimum of 7+ years of progressive experience in corporate strategy, or executive advisory roles within large, complex, or matrixed organizations
• At least 5 years of direct experience partnering with senior operations executives, providing strategic guidance and supporting enterprise-level decision-making
• Proven ability to lead and support cross-functional initiatives driving alignment and execution across diverse stakeholder groups
• Strong familiarity with corporate governance processes, including preparation of Board and executive committee materials, leadership meeting coordination, and performance planning cycles
• Exceptional analytical and communication skills, with a track record of distilling complex qualitative and quantitative inputs into high-impact insights and executive-level presentations
• Experience navigating organizations through strategic change, cultural transformation, or high-growth phases, with a focus on operational integration and business continuity

Skills

• Strategic mindset
• Analytical mindset
• Project management
• Stakeholder management
• Communication skills
• Executive writing skills
• Analytical skills

Location

• Hybrid

Work Type

• Hybrid

Experience Level

• 7+ years of progressive experience in corporate strategy, or executive advisory roles
• 5 years of direct experience partnering with senior operations executives

Education Level

• Bachelor’s degree in Business, Engineering, or a related field required
• MBA or equivalent graduate education strongly preferred

Benefits

• Hybrid Work Opportunities
• Great travel perks!
• Goodlife Corporate Discount
• Comprehensive benefits package
• Growth opportunities
• Free Parking
• Open concept, collaborative workspace
• Fresh Café with delicious snacks and meals at a subsidized price!
• Opportunity to give back through our social responsibility initiatives

About the Company

• 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”.

Equal Opportunity

• Diversity makes us EPIC; we strive to foster a culture where employees feel uniquely themselves and part of a team.
• 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