Remote Leadership Coach and Facilitator

2 hours ago

Montreal, Quebec, Canada Career Joy Full-time

Leadership & Transition Coach & Facilitator (Private Sector / Mid-Senior Level)


Coaching & Facilitation — National / Remote (Bilingualism an Asset)


Locations: Edmonton, Calgary, Halifax, Saskatoon, Regina, The Maritimes




The Partnership: Impact Through Coaching & Facilitation


Work fundamentally shapes the quality of our collective lives. As a growing leadership professional, you are likely looking for a partnership where your talent meets a real mission—a place where you can expand your practice, collaborate with incredible teams, and make a tangible difference in people's daily work lives.


At CareerJoy, we provide a platform for dynamic coaches and facilitators to engage with managers, mid-level leaders, and professionals across Canada. We believe that when you support an individual through a critical career pivot or help a team build authentic leadership presence, you elevate the entire organization. This is a space for those who thrive on practical wisdom, human connection, and modern adult learning.




Our Impact: We are an award-winning boutique HR services firm partnering with over 2,300+ of Canada's leading companies—including World Vision, Shopify, Toyota Manufacturing, and The United Way. Our work is defined by being Human, Modern, Canadian, and Results-Driven.




The Role: Leadership & Transition Partner


Unlocking Potential, Leadership Presence & Modern Adult Learning


We are seeking an energetic, tech-savvy Leadership & Transition Coach & Facilitator who geeks out on modern adult learning, interactive workshops, and human-centred career development.


In this role, you aren't just delivering content—you are creating transformational experiences. You will work directly with emerging managers, mid-level leaders, and cross-functional teams in the corporate and private sectors nationwide. Whether guiding someone through a career transition, helping a new manager establish their leadership presence, or facilitating an inclusive, high-energy workshop, your goal is simple: make work better.




What You’ll Do


Leadership & Career Transition Coaching



  • Transition & Outplacement Support: Deliver engaging individual coaching focused on career pivots, transitions, and onboarding. Guide professionals through career shifts and outplacement with empathy, practical strategies, and constructive accountability.
  • Leadership Coaching: Deliver 1:1 coaching across key leadership capabilities, including building leadership presence, strategic communication, emotional intelligence, managing team dynamics, handling difficult conversations, and navigating career transitions.
  • Fit: Conduct warm, structured initial "meet and greet" sessions to build trust, uncover goals, and map out clear, actionable coaching journeys.

Interactive Workshop & Group Facilitation



  • Dynamic Facilitation: Lead highly engaging, inclusive, and practical workshops for corporate teams across Canada (both virtually on MS Teams/Zoom and occasionally on-site).
  • Adult Learning Enthusiast: Bring dynamic adult learning principles to life—fostering open discussion, psychological safety, and real-world skill application.
  • Delivery Collaboration: Partner closely with our