Jobs and Careers
WI

Shift Lead, Snow School & Freestyle

WinSport
Canadafull_timeVerifiedPosted 20 Aug 2026

About the role

What the role is all about:  

At WinSport, we’re seeking passionate individuals committed to sharing their love for the sport of skiing and snowboarding. If you're interested in leading, mentoring, and sharing your passion for winter sport we encourage you to apply. 

In this role, you’ll support leading a team of instructors who deliver high-quality, tailored ski and snowboard lessons to our guests, contributing to their skill development and love for winter sports. You’ll work in a dynamic, supportive setting, and collaborating with your team to ensure excellent, safe and engaging guest experiences in and out of lessons. 

Our Snow School lessons run 7 days a week primarily on evenings and weekends. Lessons are for preschool, youth, teen and adult aged participants. Our snow school offers a variety of lesson lengths including daily, multiday, and multiweek programs up to 8 weeks long. For those available Monday to Friday, we offer our lessons to School Groups during the day Monday to Friday.  Freestyle and our new Alpine Racing programs run to the end of the season, starting late November, in January, and mid-February.

Key responsibilities include leading instructors and coaches to take exceptional care of participants in and out of their lessons, support team members in fulfilling their role, ensure check-in and outs operate effectively and smoothly, model and mentor exceptional teaching and coaching, provide meaningful feedback and performance manage instructors. Ensuring upcoming program launches will go smooth for instructors or coaches and guests is central to the role including assisting with schedule maintenance and lessons assignments. You will also communicate with guests to address any concerns; in-person, on the phone, and via email, and support in coordinating group level swaps to ensure a safer, high quality guest experience.

As a Shift Lead, Snow School & Freestyle, you strive to approach your work to align with our 6 values which are at the core of who we are and what we do at WinSport.

  • Safety
  • Integrity
  • Belonging
  • Collaboration
  • Inspiration 
  • Sustainability

 What you will be doing:

  • Team Member Leadership
    • Support in the development and execution of Team Member training working in collaboration with Team Leads and Management
    • Lead formal and informal front lines performance check-ins and support performance management conversations with Team Members in a consistent, fair, and professional manner, escalating more serious and continued concerns. 
    • Lead by example being a role model, inspiring instructor engagement and facilitating high quality lessons.
    • Address concerns or feedback in a timely manner, communicating with relevant parties to provide appropriate solutions.
    • Inspire a safety culture within our Team Members.
  • Engaging experiences:
    • Serve as the primary administrator for the organization’s fund development CRM system (e.g., Raiser’s Edge, Salesforce, or similar).
    • Input, update, and maintain donor, sponsor, and prospect records, ensuring accuracy and consistency.
    • Create and maintain processes for efficient data entry, segmentation, and reporting.
    • Generate and distribute donor and sponsor reports for internal stakeholders and external partners.
  • Communication: 
    • Communicate with guests and team members in ways that align with our core values; safe, welcoming, inspiring and creative. Ensure team members understand and adhere to these values themselves.
    • Exhibit strong communication and interpersonal skills to foster a welcoming and inclusive atmosphere for Team Members and guests of all ages, abilities, and personalities.
    • Role model effective coaching and feedback through clear, concise, and intentional communication. Ensure yourself and team members communication aligns with guests’ needs, age, stage, goals and utilizing a constructive positive-first feedback approach.
    • Maintain professional communication with guests and navigating lesson concerns by listening with the aim to find and create positive outcomes.
    • Ensure guests are receiving lesson feedback that is meaningful, professional, and aligned to our values
  • Operational Effectiveness: 
    • Lead coordinating Snow School area set-up, guest check-in, check-out, and area take down.
    • Lead coordinating staff arrival and departure for efficient, effective labor management. Maintain accurate records of staff arrival, departure and any relevant staffing changes/updates/concerns.
    • Maintain high personal and professional standards and hold team members accountable for maintaining their own high personal

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Company

WinSport

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