Executive Coach & Leadership Facilitator (Senior Associate)

Swim Recruiting; Toronto; Hybrid; CAD 120,000 - 180,000; Full time

Benefits offered by this job

Comprehensive benefits after 3 months

Progressive PTO

Fully remote work environment

Job summary

Swim Recruiting invites an accomplished Executive Coach to work remotely across North America, coaching CEOs and senior leaders while facilitating leadership development and assessment programs. You will build trusted client relationships, lead 360 debriefs, and contribute to proposals, with travel to client sites as required.

The role emphasizes credibility, executive presence, judgment, and the ability to challenge leaders while maintaining strong relationships, and involves working with a

Qualifications

• ICF credential (ACC, PCC or MCC).
• 5+ years of executive coaching or closely related experience.
• Experience coaching senior leaders, including VP/SVP/C-suite.
• Strong facilitation and presentation capabilities.
• Experience delivering leadership development programs, workshops or team coaching.
• Exposure to 360 assessments and executive debriefs.
• Excellent client relationship and stakeholder management skills.
• Confidence communicating with senior executives.
• Entrepreneurial and commercially minded approach.
• Ability to manage multiple client engagements remotely.

Responsibilities

• Deliver one-on-one coaching to senior leaders and executives.
• Lead leadership facilitation workshops and develop programs for client environments.
• Lead 360 assessment debrief conversations and translate feedback into development priorities.
• Build trusted client relationships and identify opportunities to deepen partnerships.
• Contribute to proposals, RFP responses, and project delivery with colleagues.

Skills

ICF credential

Executive coaching

Senior leadership coaching

Facilitation

Leadership development

360 assessments

Client relationships

Commercial judgment

Travel readiness

Remote work

Job description

Are you an experienced Executive Coach who is passionate about developing senior leaders and helping them perform at their best? This newly created opportunity combines high-level executive coaching with leadership facilitation, working with leaders from VP level through to the C-suite. You’ll join a growing leadership consultancy where you can focus on meaningful client work while contributing to the continued growth of the business.

Who – The Company

Our client is a growing Canadian executive coaching and leadership development consultancy that partners with organizations to strengthen leadership capability, communication, and team performance.

Working with leaders from the front line through to the C-suite, the organization provides executive coaching, leadership development, facilitation, and assessment services to a diverse portfolio of corporate clients.

Due to continued growth and increasing demand for senior executive coaching, they are adding a newly created Senior Associate to their team.

What – The Opportunity

This is an excellent opportunity for an experienced Executive Coach and Facilitator who enjoys working directly with senior leaders and wants to join an established leadership consultancy while continuing to build meaningful client relationships.

The position will be approximately 70% executive coaching and 30% facilitation, with the primary focus being one-on-one coaching of senior executives including CEOs, C-suite executives, SVPs, VPs and General Managers.

The successful candidate will ideally bring practical leadership experience themselves and have subsequently transitioned into executive coaching, leadership development, or a related field.

This is not a traditional coaching position. Our client is looking for someone with the credibility, presence and judgment to sit across from a senior executive, quickly establish trust, understand complex leadership challenges, and constructively challenge their thinking.

There is also a commercial element to the position. You will develop trusted relationships with existing clients, participate in prospective client conversations and help identify opportunities to expand relationships across coaching, leadership development and assessment services.

There are no direct reports, and the role is focused on coaching, facilitation and client delivery rather than designing content from scratch.

What You’ll Be Doing

Executive & Team Coaching

• Deliver one-on-one coaching to senior leaders and executives.
• Establish clear coaching goals and create practical development pathways.
• Help executives navigate complex leadership, communication and organizational challenges.
• Lead team coaching programs incorporating structured learning, facilitated discussion and individual follow-up.
• Build trusted relationships while providing appropriate challenge, accountability and perspective.

Leadership Facilitation

• Facilitate engaging in-person and virtual leadership development workshops.
• Deliver and customize existing leadership development programs for different client environments and executive audiences.
• Adapt your approach in real time based on the needs of the room.
• Create engaging learning environments that connect leadership concepts with real business challenges.

360 Assessments

• Lead 360 assessment debrief conversations with senior leaders.
• Translate complex feedback into clear and actionable development priorities.
• Help executives increase self-awareness and identify opportunities for sustained behavioural change.
• Integrate assessment insights into broader coaching engagements.

Client Relationships & Business Development

• Serve as a trusted point of contact for key client relationships.
• Participate in prospective client discovery conversations to understand organizational and leadership development needs.
• Identify opportunities to deepen existing partnerships through coaching, facilitation and assessment services.
• Contribute to proposals and RFP responses.
• Work collaboratively with colleagues to deliver a consistently high-quality client experience.

Who – The Candidate

We are looking for an accomplished Executive Coach who combines strong coaching capability with executive presence, commercial judgment, curiosity and excellent relationship-building skills.

Ideally, you have held a meaningful leadership position earlier in your career and can bring practical, real-world leadership experience into your coaching conversations rather than approaching leadership purely from a theoretical perspective.

You will likely bring:

• An ICF credential (ACC, PCC or MCC).
• Approximately 5+ years of executive coaching or closely related experience.
• Experience coaching senior leaders, ideally including VP, SVP and/or C-suite executives.
• Previous leadership experience within a corporate, consulting or professional environment.
• Strong facilitation and presentation capabilities.
• Experience delivering leadership development programs, workshops or team coaching.
• Exposure to 360 assessments and executive debriefs.
• Excellent client relationship and stakeholder management skills.
• Confidence communicating with senior executives and quickly establishing credibility.
• The ability to constructively challenge leaders while maintaining strong relationships.
• Excellent judgment and emotional intelligence.
• Strong written and verbal communication skills.
• Comfort operating independently without requiring significant structure or direction.
• An entrepreneurial and commercially minded approach.
• The ability to manage multiple client engagements and priorities simultaneously.
• Experience working remotely and managing a self-directed workload.
• Willingness to travel periodically across North America.
• Must be based in Canada and legally entitled to work in Canada.

Candidates who have previously built or operated their own executive coaching or leadership consulting practice could be particularly well suited to this opportunity.

Why This Opportunity?

This could be particularly attractive to an established Executive Coach who loves the actual work of coaching and developing leaders but would welcome the stability, collaboration and infrastructure of an established organization.

The successful candidate will have the opportunity to:

• Spend approximately 70% of their time coaching.
• Coach genuinely senior executives, including C-suite leaders.
• Join an established and growing leadership consultancy.
• Work alongside experienced executive coaches and leadership development professionals.
• Facilitate leadership programs for a diverse portfolio of organizations.
• Develop long-term relationships with senior client stakeholders.
• Contribute to the continued growth of client accounts.
• Work autonomously while still being part of a collaborative team.
• Work remotely from anywhere in Canada.
• Gain additional earning potential through the organization's commission structure.

Where

This is a fully remote position with Toronto as a preferred location.

There will be occasional travel for in-person client meetings, coaching and facilitation, primarily within North America. Travel is anticipated approximately once every one to two months, depending on client requirements.

How Much

The position offers:

• Additional earning potential through a pooled commission structure, with participation beginning from the outset and increasing based on tenure and contribution.
• Comprehensive benefits package after three months.
• Progressive PTO program.
• Fully remote working environment aside from client engagements and meetings.