From World Traveler to Boutique Hotelier: Lessons Learned on Owning Both Vacation Rentals and Hotels

Meet Adam Dailey – an adventurous soul and hospitality innovator who owns a collection of short-term rentals and boutique hotels in San Diego. From an Olympic sports tour operator to a global family traveler, Adam’s journey into hospitality began with a family sabbatical, taking him, his wife, and their four young children around the world. Today, Adam channels that passion for exploration and authentic experiences into managing boutique hotels and vacation rentals that blend charm, service, and design to create truly memorable stays. In this episode, we dive into: Adam’s journey from co...