Senior Regional Sales Manager

About Us

At Cottage Dream Vacations (CDV), we help Canadians build wealth through real estate investing — and we need a Senior Regional Sales Manager who’s hungry to lead high-performing teams, inspire clients, and crush targets.

CDV inspires people to live well — empowering clients to design lifestyle freedom through high-ticket real estate training programs and luxury vacation experiences. We’re building a world-class sales organization that not only drives results but also develops future leaders.

As we expand into the resort and hospitality space, we’re seeking a Senior Regional Sales Manager ready to grow into a Director of Sales role and help shape the future of both our education and hospitality divisions.

The Opportunity

This is a leadership role for an ambitious, experienced sales professional who thrives in high-performance environments. You’ll oversee a talented team selling high-ticket real estate and lifestyle programs, implement proven systems to drive growth, and prepare to lead our sales expansion into luxury hospitality and resort experiences.

Key Responsibilities

Leadership & Team Development

• Lead, coach, and motivate a team of Sales Leaders and Closers to consistently achieve and exceed sales targets.
• Build and maintain a high-performance culture centered on accountability, growth, and excellence.
• Identify and develop emerging leaders within the sales organization.
• Create and execute leadership development initiatives to prepare team members for advancement.

Sales Strategy & Execution

Hospitality & Resort Division Growth

Qualifications

Compensation & Career Growth

How to Apply

If you’re a strategic sales leader with a passion for real estate, leadership development, and luxury hospitality — we’d love to hear from you.

Please send your resume and a brief cover letter outlining your leadership experience and vision for scaling a high-performing sales team.

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