Meet The Purdy Team

Robert Purdy, CEO of Purdy Vacations, is an avid skier, snowmobile rider, cyclist, and all-around adventure-seeker. Vacations are what got him into this business over 40 years ago, and creating memorable experiences for his clients has been his passion ever since. Before launching Purdy Vacations, Robert spent eight years as the General Manager of a Five Star resort in Snowmass, where he built lasting relationships with both staff and guests—and he remains closely connected to that community today. As our fearless leader, Robert keeps our team motivated and our customers happy, blending business and pleasure with ease every step of the way.

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Robbie Purdy, Co-Founder and Operator of Purdy Vacations, has a passion for creating meaningful connection and unforgettable experiences. As Robert's son, client experience is in his DNA. With over 10 years of experience in client service and management consulting, Robbie ensures our guests feel supported from their very first click to their final day of vacation. Whether he's managing day-to day operations behind the scenes or engaging with clients through our digital channels, Robbie brings positive energy, care, and a personal touch to everything we do. Together, he and Robert are the heart of Purdy Vacations.

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Max is essential to the Purdy Vacations brand, bringing nearly 20 years of luxury hospitality experience with renowned names such as Auberge, Viceroy, and Hyatt. His expertise spans Reservations, Revenue Management, Operations, and Residential Services, creating a foundation for exceptional five-star guest experiences. Rooted in trusted relationships with Aspen and Snowmass homeowners, Max drives the expansion of Purdy Vacations’ exclusive portfolio while shaping national and global partnerships that position the brand at the forefront of luxury short-term rental management.

Meet Amy, our General Manager in Montana, who brings over 30 years of expertise in tourism management to Purdy Vacations. A retired CPA, she combines her sharp financial acumen with a passion for hospitality, ensuring every guest experience is top-notch. An avid valuables estimator, Amy has a keen eye for art and fine collectibles, making her the perfect guide for those seeking unique treasures. Ready for a good time, she embodies the spirit of luxury and adventure that defines our brand.

Kendra Hensley, General Manager of our South Florida region, has an exquisite eye for detail and a passion for unparalleled service. She possesses exceptional leadership skills, a deep understanding of luxury travel trends, and a commitment to creating memorable experiences for our clients. With over 20 years in luxury and more than a decade of experience in the South Florida market, Kendra is dedicated to elevating our brand and ensuring the highest standards of excellence. Outside of Purdy Vacations, Kendra also doubles as a professional artist and brings her artistry to every property in her portfolio.

Evan, our VP of Innovation, Data & Analytics, brings 7 years of expertise in AI and Emerging Analytics to our team. His addiction to efficiency drives us to leverage technology in ways that enhance and ensure a consistent guest experience. With a visionary approach, Evan is committed to pioneering innovative solutions that will shape the future of our industry. His leadership inspires us to embrace the potential of data and analytics in delivering exceptional service.

Harry Vincent, our Director of Tours and Events, infuses every experience with his warm and gentle-hearted nature. With a knack for creating unforgettable moments, he ensures that each tour or event is not just enjoyable, but also a delightful escape for our guests. Join Harry on a journey filled with fun, laughter, and relaxation, where every detail is crafted to make your time with us truly special. Experience the magic of his hospitality and make memories that will last a lifetime!

Meet Derek, our Director of Sales and Marketing and the pulse of our customer experience. With over 13 years of experience in the luxury travel industry, he brings a wealth of knowledge and insight that drives our commitment to excellence. Derek's passion for creating unforgettable journeys is matched only by his dedication to understanding our clients' needs. He is here to ensure that every interaction reflects our promise of personalized service and unparalleled adventure.

Meet Jordan Shankles, our in-house international travel agent and your go-to partner for all your travel desires. With a wealth of experience and a knack for discovering the best spots in exclusive international destinations, Jordan is not just a travel agent; she’s the queen of luxury travel. Her impressive connections and insider knowledge ensure that your journey will be nothing short of extraordinary. Let Jordan turn your dreams into reality!

Jessica Vincent, Director of Strategic Partnerships & Growth at Purdy Vacations, brings a sharp eye for opportunity and a deep understanding of what drives value—for both our guests and our business. With a background in business development and financial planning, Jessica is focused on expanding our partner network while optimizing the profitability of every Purdy Vacation experience. Whether she’s crafting win-win relationships with local vendors or identifying new growth channels, Jessica plays a vital role in keeping our offerings fresh, exciting, and sustainable. Her analytical mindset and collaborative spirit make her an essential part of the Purdy team.

Sean Chenoweth, our Director of Technology, is the driving force of our organization's user experience and workflow management. He expertly oversees online booking systems, utilizing cutting-edge technology to ensure our operations meet highest service level agreements in the Hospitality industry. With his leadership, we consistently deliver exceptional experiences to our clients and streamline our processes for maximum efficiency

Meet Susan, our VP of Business Strategy and the architect of Purdy Vacations’ growth vision. With over 15 years of experience in strategic planning and business development, she brings a sharp, forward-thinking perspective that keeps us ahead of the curve. Susan’s ability to connect big-picture goals with practical execution ensures that our team stays aligned, focused, and ambitious. Passionate about innovation and long-term success, she is dedicated to crafting strategies that strengthen our brand and expand our impact in the world of luxury hospitality.

Meet Christi, our Director of Content and the brains behind our creative vision. With over 10 years of experience in content strategy and execution, she brings a wealth of knowledge and insight that fuels our innovation. Christi's passion for crafting compelling narratives is matched only by her dedication to understanding our audience's needs.

She is here to ensure that every piece of content resonates with our commitment to quality and engagement.

Meet Alyssa Powers, our Senior Director of HR, whose nearly a decade of experience in shaping people programs and human-centered strategies empowers our team to thrive. With a deep understanding of Human Capital and a passion for fostering inclusive workplace cultures, she is dedicated creating environments where every employee feels valued and engaged. Alyssa believes that effective leadership starts with listening and collaboration, and she works tirelessly to implement innovation that drives both personal and professional growth. Get ready for a workplace culture that reflects her commitment to people and their potential.

Meet Brenda, our Head of Social Media & Photography, and the creative force behind our captivating social presence. With an eye for detail and a passion for storytelling, Brenda expertly curates our visual content, ensuring every post resonates with our audience. Her innovative approach and deep understanding of social media trends make her an invaluable asset to our team. Let Brenda elevate your experience as she brings our brand to life through stunning imagery and engaging media!

Meet Morgan, our Food and Beverage Director, whose passion for culinary excellence and years of experience set the stage for unforgettable dining experiences. With a flair for creativity and a commitment to crafted cocktails and well-traveled menus, she curates dining events that not only delight the palate but also celebrate local ingredients. Morgan believes that every meal should tell a story, and she’s dedicated to making each dining occasion a memorable one. Get ready to indulge in her innovative creations that reflect her love for food and hospitality.