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:
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.
What You'll Do:
- 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, but not limited to, Business Reviews, OKRs (objectives and key results), 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 rema in 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.
What You'll Need:
Competencies & Attributes
- 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
Professional Experience & Qualifications
- 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
- Bachelor’s degree in Business, Engineering, or a related field required; MBA or equivalent graduate education strongly preferred
What We Offer:
- 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
- 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
[email protected] 