Bob Milne

Bob Milne is the President and COO of First Chair Destinations. With decades of experience in the vacation rental industry, Bob has held leadership roles across Steamboat Resorts, Wyndham Vacation Rentals, Vacasa, Casago, and now First Chair Destinations.

His career began in Colorado, where he built Steamboat Resorts from a local vacation rental company into a portfolio of more than 1,000 homes before selling the business to Wyndham. He later helped grow vacation rental portfolios at Wyndham and Vacasa, gaining firsthand experience in operations, distribution, owner relationships, guest experience, acquisitions, and large-scale property management.

At First Chair Destinations, Bob is focused on building a locally grounded vacation rental management company centered around strong teams, trusted owner relationships, and exceptional hospitality in ski and select destination markets.