Customer Success Supervisor, SaaS Solutions

3 days ago


Toronto, Ontario, Canada Executive Alliance Full time US$67,000 - US$125,000 per year

Executive Alliance is pleased to represent our client who are a fast growth IT service management solutions provider with over 4,000 global customers where their platform is used daily by over 100,000 system administrators, impacting the daily working lives of over 9 million end users.

They are seeking a proactive, relationship-driven
Customer Success Supervisor
to guide and mentor a global team of Customer Success Managers (CSMs) while also owning a strategic portfolio of customers yourself. This role blends leadership, operational excellence, and hands-on customer engagement.

Job Description
Executive Alliance is pleased to represent our client who are a fast growth IT service management solutions provider with over 4,000 global customers where their platform is used daily by over 100,000 system administrators, impacting the daily working lives of over 9 million end users.

They are seeking a proactive, relationship-driven
Customer Success Supervisor
to guide and mentor a global team of Customer Success Managers (CSMs) while also owning a strategic portfolio of customers yourself. This role blends leadership, operational excellence, and hands-on customer engagement.

NOTE: This role sits 4 days near Etobicoke, ON, Canada in greater Toronto with Fridays being remote.
This is not a remote role, with ideal applicants being accessible to downtown Toronto.
Who You Are

  • You're empathetic, customer-centric, and skilled at understanding both client and team needs.
  • You motivate others through clear communication, creativity, and a collaborative spirit.
  • You operate with strong ownership and accountability, ensuring high-quality execution.
  • You thrive in fast-paced environments and can prioritize effectively across multiple initiatives.

Job Requirements
Your Responsibilities
Player–Coach Responsibilities

  • Manage your own customer portfolio, overseeing the full post-sale lifecycle and fostering long-term relationships.
  • Develop growth and expansion strategies within your accounts.
  • Clearly articulate product value and drive adoption across customer organizations.
  • Support customer satisfaction, retention, and long-term success through proactive engagement.

Leadership Responsibilities

  • Lead, mentor, and support a global team of Customer Success Managers.
  • Build a positive, collaborative team culture focused on innovation and continuous improvement.
  • Identify opportunities for growth within your team's customer portfolios.
  • Partner closely with cross-functional teams to share customer insights and influence product evolution.
  • Monitor key issues, ensuring timely communication, escalation, and resolution both internally and externally

Requirements

  • 6+ years in B2B software customer success, preferably in SaaS or AI-driven products.
  • 2–3 years of experience managing and developing Customer Success teams.
  • Proven track record of delivering customer-focused solutions and achieving business objectives.
  • Strong leadership qualities—proactive, accountable, thoughtful, and hands-on.
  • Experience working in fast-paced, high-growth technology environments.
  • Bachelor's or Master's degree in a relevant field.
  • Excellent communication, relationship-building, and interpersonal skills.
  • Solid understanding of SaaS models, metrics, and post-sales operations.

Contact Details
Doug Wald

Vice President of Recruiting

Executive Alliance



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