Compassionate, Experienced, and Dedicated to Your Wellbeing
Meet the Whispering Winds Team
At Whispering Winds Retirement in Bend, Oregon, we know exceptional senior living assistance starts with an excellent team. Our caring professionals are passionate about enriching the lives of our residents every day. Together, we create a warm, supportive environment where independence thrives and everyone feels at home.
Carrie Kasch – General Manager
Carrie has been part of Whispering Winds since 2005. With nearly two decades of experience in senior living, she leads our team with heart and dedication. Carrie finds joy in the sense of extended family that exists between residents, their families, and our staff—one of the many reasons she loves coming to work each day.
Shannon Bennett – Assistant Manager
Shannon joined Whispering Winds in 2023, bringing a strong background in healthcare and senior marketing. A proud member and past president of the Rotary Club of Greater Bend, Shannon is deeply committed to the community. She was named “Most Accomplished Under 40” and nominated for the Bend Chamber’s Woman of the Year. Her relationships with residents and staff are the highlight of her work.
Judy Duggan – Community Relations Director
Judy has been with Whispering Winds since 2013 and is the friendly face behind community outreach. She loves that her job involves creating joy and meaningful connections. Her goal? To help every visitor and new resident feel like part of the family from the moment they walk through the doors.
Lisa Gentz – Fitness Director
Lisa has led our wellness program since 2016. A Certified Personal Trainer with a degree in Fitness Technology and specialization in healthy aging, she brings energy, innovation, and expert support to every class and training session.
Erin Oliveira – Service & Development Manager
Since 2013, Erin has worn many hats at Whispering Winds, gaining experience across nearly every department. Her deep understanding of operations and team dynamics makes her the go-to person for staff support, training, and resident satisfaction.
Ron Hillard – Hospitality Director
Ron joined us in 2010 and brings a genuine love for resident stories and daily connection. For Ron, hospitality is about making people feel truly seen, heard, and cared for—and that’s exactly what he does.
Amber McGlynn – Executive Chef
Amber joined us in 2020 and brings a culinary passion that shines through every meal. With creativity and care, she crafts global flavors while catering to diverse dietary needs. She believes food is a journey—and loves bringing joy to residents through exceptional dining experiences.
Tyler Beelar – Dining Room Manager
Since joining Whispering Winds in 2019, Tyler has been a dedicated member of our Dining & Hospitality team. He has embraced every opportunity to grow his skills and elevate the dining experience for our residents. Tyler finds deep fulfillment in the meaningful connections and shared wisdom that come with every meal. Committed to personal and professional development, he is excited to continue making a difference—at Whispering Winds and in the broader community—through his participation in the Leadership Bend Class of 2026.
Dave Colwell – Maintenance Director
With over a year of dedicated service at Whispering Winds, Dave brings a wealth of experience in apartment maintenance and more than 20 years in carpentry. His hands-on expertise and reliable problem-solving ensure our community stays in top shape. Known for his friendly demeanor and can-do attitude, Dave is the go-to team member for everything from quick fixes to major repairs—always ready to lend a hand with a smile.
Pebbles Frink – Activities Director
Pebbles joined Whispering Winds in 2024, bringing warmth, energy, and an unwavering dedication to her role as Activity Director. Known for her kind and genuinely caring spirit, she goes above and beyond to make every resident feel valued and included. With a strong background in creating engaging and purposeful activities, Pebbles is passionate about fostering connection, joy, and meaning in daily life. She believes life is meant to be celebrated and uses her creativity to design programs that inspire purpose and spark lasting memories. For Pebbles, the relationships she builds with residents and staff are the most rewarding part of her work.
Personalized Senior Care, Every Day
From wellness to dining, fitness to emotional support, our team provides compassionate senior living assistance to help every resident live fully and independently. Their passion and professionalism are what set Whispering Winds apart. Come visit us and experience the warmth of our community firsthand.
