Emily Montesano

• Provide operational leadership for Main Street Station Resort, a $200M+ mixed-use resort asset property comprising six homeowners’ associations and more than 180 residential and commercial units. Oversee daily property operations, financial performance, and capital planning while leading a multidisciplinary on-site team including maintenance, front desk staff, and administrative leadership to ensure operational excellence and exceptional homeowner and guest experiences.

Operational Leadership:

• Provide executive-level leadership for a large mixed-use resort property located in Breckenridge’s resort area
• Oversee daily property operations across maintenance, vendors/contractors, homeowners/board members, and operational teams.
• Maintain a visible on property leadership presence while managing complex operational demands within a high-traffic mountain resort environment.
• Partner with corporate teams and contractors to ensure operational efficiency and property standards.

Financial and Budget Management

• Manage multi-million dollar operating and reserve budgets across six associations
• Oversee labor planning, operational spending, and vendor contracts
• Present financial performance, capital planning strategies, and operational reports to HOA Board of Directors and Homeowners.
• Identify cost saving opportunities and operational efficiencies that improve long-term property performance.

Homeowner & Board Relations

• Serve as the primary liaison between HOA Boards of Directors, homeowners, and corporate leadership.
• Lead Board meetings, annual budget planning, and strategic discussion.
• Manage complex stakeholder relationships in a high profile resort environment.

Capital Projects and Asset Management

• Directed planning and execution, from start to finish, of property infrastructure upgrades and long-term capital improvement initiatives across multiple buildings within a $200M+ resort asset portfolio. Projects totaling $2m+ - can provide examples upon request.
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Team Leadership & Development

• Lead and mentor a multidisciplinary 30-person operational team
• Establish operational procedures, accountability systems, and performance expectations.
• Foster a collaborative culture focused on operational excellence and service standards.

• Oversaw operations for multiple homeowners’ associations within Vacasa’s Colorado mountain region, serving as the primary liaison between HOA Boards, homeowners, and corporate leadership.
• Supervised and supported a team of General Managers and Community Association Managers while managing governance activities including budgeting, reserve planning, capital projects, and policy implementation in compliance with Colorado CCIOA requirements.
• Facilitated Board meetings, prepared financial and operational reports, and collaborated with accounting, legal, and field operations teams to ensure compliance, strong financial performance, and consistent service delivery across properties.

• Acted as the primary liaison between HOA Boards, homeowners, and internal departments, ensuring compliance, strong communication, and operational efficiency across managed communities.