Meet

Our Team

SkyRun Vacation Rentals

We are composed of unique individuals with a variety of backgrounds. Our diversified destination owners are as special as the one-of-a-kind locations they operate in and our local headquarters team has a strong synergy that adapts to the dynamic business environment of vacation rental management.

SkyRun Destinations

At our core, we wouldn't be who we are without our unique destinations. Each of our SkyRun destinations is owned and operated by a local business person. Whether you need a local property manager, vacation rental, or have a question, you can learn more by visiting their website!

Barry Cox - Rest in Peace

SKYRUN CO-FOUNDER & FIRST CEO
Barry co-founded SkyRun Vacation Rentals in 2004 after purchasing a 2nd home and not finding any acceptable options for renting. He became SkyRun's CEO in 2010 after co-founding our initial location in Keystone, Colorado with Steve Falk, which they grew to 100 properties and $2M in revenue in 3 years. Barry tragically passed away in his fight against esophageal cancer in 2021. He was a beloved and fearless leader, and on his off time, he spent time with his family, played banjo, and skied around the mountains of Colorado.

Steve Falk

SKYRUN CO-FOUNDER
Steve co-founded SkyRun in 2004 with Barry Cox, complimenting Barry’s IT acumen with his business development/growth background. Steve now owns and operates 6 SkyRun destinations with over 200 properties, including the original SkyRun location in Keystone, Colorado. Steve enjoys being the ski bum he always wanted to be in his 20’s, and when not on the slopes and hanging out with his boys, working in his locations and growing SkyRun destinations.

Susan Graber

DIRECTOR OF OPERATIONS
Susan has a background in training and human resources, grounded in degrees in communication and music. She’s into documentation and details to ensure a quality guest experience. When not working, you’ll see her on the concert stage, listening to concerts, behind a telescope, hiking, or eating out with friends. Need advice about going to an opera on your travels? Call her!

Michael Friedman

Director of Sales
Michael has over 30 years of hospitality, vacation rental, real estate, and travel and tourism experience. He has created, led, and implemented successful sales, sales training, and development programs that increase revenue, market growth, and expansion. Michael has a passion for developing others and has consulted with individuals as an executive coach and mentor. Michael resides in Charleston, SC and is an avid college and professional football fan, and devoted father of two grown sons who reside in Madison, Wisconsin (his home state).

Lindsey Watkins

DIRECTOR OF LOCATION SUPPORT
Lindsey has over five years of property management experience specializing in vacation rentals and HOA administration. Lindsey managed our flagship location in Keystone Resort and assisted in the development and ongoing training of 3 of SkyRun's other destinations. Lindsey focuses on enhancing the connection between SkyRun's people and technology to gain efficiency and promote growth across our destinations. As one of SkyRun's location support team members, she empowers our people by providing technical training and operational consulting. Lindsey is a Colorado native and spent eight years living and working in Summit County. In her spare time, Lindsey enjoys various outdoor activities such as backpacking, backcountry snowboarding, and fly fishing.

Angelea Ennamorato

Manager of Marketing
Angelea, who also goes by Angie, is an avid traveler with a background and education in international business and marketing. Hailing from the West Coast, Angie traded beach days for rock climbing and enjoys everything Colorado has to offer. At SkyRun, she drives and implements the marketing strategies from HQ down to specific locations through integrated digital campaigns and consistent initiatives such as blogging, social media management, email marketing, SEO, paid ads, and more. When offline, you can find her practicing Spanish, plotting her next trips, and spending time outdoors.

Justin Holt

Application Support Specialist
Justin is from a very small town in the hills of rural Tennessee. He temporarily worked with a government contractor for the Department of Defense, but decided he wanted a large, structural change in his life. He decided to head out west to Colorful Colorado! He is now the Application Support Specialist for SkyRun, aiding end users across the nation with technology-related adversity in order to ensure the success of their businesses. Being from the Volunteer State, Justin can be found outside of work volunteering at small and local animal shelters.

Gwen Grasse

Chief Numerologist
Gwen has over 20 years of experience in accounting and bookkeeping for small businesses. She has a love for numbers and detail, organization, and problem-solving. She grew up in a family that gave her a curiosity and appreciation for other cultures, cuisine, and worldwide travel. Outside of work, she loves spending time with family, reading, gardening, creative endeavors, and travel to places new as well as to places familiar.

SkyRun Vacation Rentals, LLC

737 29th St
Boulder, CO 80303
970-660-4422
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