Regional Director – Winnipeg (Remote)

We are looking for an ambitious Regional Director who will build their book of business in Winnipeg. This is a remote-based role, but you must be located within the region.

The CFO Centre is the leading provider of Part-Time Chief Financial Officers within Canada and globally. We cater to businesses that do not require a full-time CFO but still need top-tier financial expertise on hand. With experience gained from leading corporations, our part-time CFOs provide strategic financial analysis, advice, and support to small and medium-sized businesses at a fraction of the cost of a full-time, in-house CFO.

About The CFO Centre

The CFO Centre Canada has thrived since it was established in 2011, catering to clients across 10 regions nationwide with a powerhouse team of 125+ CFOs, and we’re primed for exponential growth in the coming year. The CFO Centre Canada is part of the CFO Centre Group which began its journey in the UK in 2001.

Today the global CFO Centre Group:

• • Is the number 1 provider of part-time CFOs
  • Operates globally from 90+ locations in 18 countries and 5 continents
  • Has over 750+ colleagues all across the globe, including Canada, UK, USA, Netherlands, Germany, Ireland, Belgium, Italy, Australia, New Zealand, Hong Kong, Singapore, India, South Africa and Dubai

What Sets Us Apart?

We define and deliver the numbers that really matter. We help clients identify the financial drivers that create meaningful impact—not only in their businesses, but in their lives. Whether it’s accelerating growth, facilitating acquisitions, streamlining operations, or enabling the lifestyle they’ve envisioned, we become trusted strategic partners.

Join us in this exciting opportunity to expand the Winnipeg region, with significant earning potential. We’re seeking a senior executive business development professional who is passionate about driving sales growth, fostering long-term relationships, and leading high-performing teams.

The ideal candidate is energized, self-driven, and focused on delivering an exceptional client experience. They possess a strong background in business development, team leadership, and a deep understanding of the challenges and growth opportunities facing small and medium-sized businesses.

As a Regional Director, you will lead a talented team of Chief Financial Officers dedicated to helping ambitious $2–100 million businesses achieve their goals. You’ll enjoy the autonomy to grow a high-performing region while benefiting from the support of a globally recognized organization.

In this role, you will work closely with our CEO, President, and fellow Regional Directors, leveraging your local network and business development expertise to expand our client base throughout the Winnipeg region.

Join a community of accomplished former CFOs, CEOs, and business owners who are passionate about making a meaningful difference for Canadian businesses.

Key Responsibilities

• Spearhead business development initiatives by identifying and securing new client opportunities to expand market presence and drive revenue growth.
• Build and lead a team of experienced CFOs across the Winnipeg region, with a strong focus on exceptional client experience and business development.
• Cultivate and strengthen client relationships to maximize satisfaction, retention, and long-term growth opportunities.
• Lead the negotiation and execution of client contracts to establish successful new partnerships.
• Develop and implement strategic growth initiatives aligned with organizational objectives, leveraging market insights and industry trends.
• Provide leadership, coaching, and mentorship to a team of fractional CFOs.
• Analyze regional performance metrics and market trends to identify opportunities for improvement and optimize business performance.
• Foster collaboration across cross-functional teams to streamline operations and enhance client service and business development effectiveness.

Desired Qualifications & Attributes

• Strong commercial background with a proven track record of developing new business.
• Exceptional relationship-building and interpersonal skills.
• Demonstrated history of consistently exceeding sales targets.
• Strong alignment with The CFO Centre’s purpose and culture.
• Experience achieving sales objectives within the SMB market.
• Proven ability to engage, influence, and build trust with business owners.
• Solid understanding of the CFO role and its value to growing businesses.
• Team-oriented leader with experience inspiring and developing high-performing professionals.
• Excellent presentation, communication, and negotiation skills.
• Energetic, motivated, proactive, and entrepreneurial mindset.
• Highly organized, dependable, and results-driven.

Compensation

Your remuneration will be directly tied to revenue performance and the long-term success of your team in building and maintaining client relationships.

If you’re driven, passionate, and entrepreneurial, this is your opportunity to build something exceptional. Don’t miss your chance to join Canada’s #1 Fractional CFO Services Firm as our next Regional Director – Winnipeg.

Ready to take the next step? Scroll down and apply today—we look forward to learning more about you.