Provide senior operational leadership across a multi-property portfolio, ensuring consistency in guest experience, service delivery, financial performance, and operational execution

Partner with ownership and senior leadership to translate growth vision into clear operating priorities, scalable systems, and measurable outcomes

Lead, mentor, and develop General Managers and senior property leaders, building a high-performing leadership culture rooted in accountability, service excellence, and commercial discipline

Establish and implement brand standards, service philosophies, operating procedures, and quality assurance practices that reflect the organization’s upscale lifestyle positioning

Elevate the guest experience across the portfolio by optimizing service, operational flow, property design touchpoints, and team engagement

Oversee hotel openings, brand conversions, renovations, repositioning initiatives, and the integration of new assets into the portfolio

Build scalable operational frameworks, reporting rhythms, performance tools, and leadership structures to support ongoing expansion

Drive portfolio-level financial performance, including profitability, revenue growth, GOP, EBITDA, labor management, forecasting, budgeting, and operational efficiency

Partner with sales, marketing, revenue management, finance, development, construction, and property teams to align brand vision with commercial strategy and operational execution

Assess property performance and market opportunities, providing strategic recommendations on investments, staffing models, service enhancements, and long-term growth priorities





Foster a culture of excellence by reinforcing service standards, leadership accountability, talent development, and a strong sense of ownership at the property level

Support future acquisitions and development opportunities through operational insight during due diligence, transition planning, and post-acquisition integration

Serve as a trusted advisor to ownership, bringing sound judgment, practical solutions, and executive-level leadership to a fast-growing, entrepreneurial hospitality platform

Requirements The Ideal Candidate

15+ years of progressive hospitality leadership experience

Significant multi-property operational leadership experience

Background in Luxury, Upper Upscale, or Upscale hotel segments

Experience in lifestyle, boutique, independent, branded, or full‑service hotel environments

Proven success opening, repositioning, converting, or scaling hotels and hospitality brands

Experience leading General Managers and senior property‑level leaders

Strong financial and commercial acumen, including P&L; management, budgeting, forecasting, labor management, and profitability improvement

Experience working directly with ownership, investors, or senior executive stakeholders





Deep understanding of brand standards, service culture, guest experience, and operational excellence

Strategic, hands‑on, and comfortable operating in an entrepreneurial, ownership‑led environment

Confident communicator with the ability to influence, coach, challenge, and align teams across multiple markets

Leadership Attributes

Visible, credible, and hands‑on hospitality leader

Strong coaching, mentoring, and team development capabilities

Able to create accountability while maintaining a positive and engaging culture

Commercially minded with a strong understanding of hotel economics and portfolio performance

Skilled at building structure, standards, and systems in a growing organization

Able to balance brand consistency with the unique character of individual properties

Strong communicator with excellent judgment and stakeholder management skills

Energized by growth, change, and the prospect to build something meaningful

Corporate Culture

This is an exceptional opportunity for a senior hospitality leader who wants to do more than manage an existing platform.

The Vice

President, Operations & Brand Development will have a direct voice in shaping the operating structure, service culture, brand standards, leadership expectations, and growth strategy for a distinctive upscale lifestyle hotel portfolio.

For an executive who thrives in a builder environment and wants to leave a lasting mark on an emerging hospitality brand, this is a compelling next chapter.

Confidential inquiries welcome.

📌 Vice President, Hotel Operations & Brand Development (Winnipeg)
🏢 JRoss Recruiters
📍 Winnipeg