Advisor, Operations

Sunwing Vacations GroupToronto, ON
CA$125,000 - CA$135,000Hybrid

About The Position

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.

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
  • Bachelor’s degree in Business, Engineering, or a related field required

Nice To Haves

  • MBA or equivalent graduate education strongly preferred

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, 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 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.

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
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