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DALE DE LEO

President, Estate Manager

Our President, Dale De Leo, founded 2Keys in 2012, after nearly two decades of success with Europa Escape, a premier landscaping company he built and sold. Today, he leads 2Keys’ estate management, working alongside many of the same loyal team members from his earlier venture.

Originally from Brookfield, Connecticut, Dale moved to Colorado in the late ‘80s, embracing the ski lifestyle. A former freestyle skier, he was sponsored by Atomic and Red Bull to represent their brands. Dale is now settled in Cherry Hills Village with family and enjoys golf, skiing with the family, and spending time at their mountain ranch.

Mickey Ryan

Estate Manager

Mickey Ryan joined 2Keys after 16 years managing IndyCar drivers, including five Indy 500 winners and seven series champions. With expertise in sports PR, sales, and marketing, he drives brand growth and business development for the company’s estate management expansion.

Originally from Albuquerque, New Mexico, Mickey grew up in Lakewood, Colorado, and played Division II basketball at Regis University. He now lives in Englewood with his wife and two children. In his free time, he enjoys biking, skiing, collecting vintage baseball cards, and traveling with his family.

Ernesto Montes

Estate Manager

Ernesto Montes, born in Colima, Mexico, and raised in Northern California, moved to Colorado in 2001 to build a career in landscaping and estate maintenance as President of Montes Maintenance. His strong work ethic forged a lasting partnership with Dale De Leo, leading to his role as Foreman for the 2Keys field team and now managing estates. A true jack-of-all-trades, Ernesto specializes in irrigation systems, residential construction, arboriculture, landscaping, auto repair, and estate relocations. In his free time, he enjoys restoring cars, camping, boating with his four children, and exploring Colorado.

Steve MacLeod

Estate Manager

Steve MacLeod earned a degree in Hospitality and Tourism Management from San Diego State University, gaining international experience through military programs in Italy, Germany, Japan, and Hawaii. He later became Regional Facilities Operations Manager for Navy Region Southwest before leading a catering and dining facility in California. In 2012, Steve co-founded Peak Beverage, where he spent a decade overseeing HR, operations, client relations, and business development. In 2021, he brought his expertise to 2Keys, where he focuses on estate management, administration, operations, innovation, and strategic growth.

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Client Stories

“This Spring, we hosted our youngest daughter’s wedding in our backyard, as we wanted a quaint ceremony with only our closest family and friends in attendance. Our family put together a fairly cumbersome laundry list of action items in need of attention, both inside the house and out...from lawn & landscape to paint & wallpaper to outdoor lighting. With plenty of time to spare, the 2Keys team delivered on all our requests and remained on call throughout the wedding weekend just in case. The professionalism and peace of mind that 2Keys delivers just continues to impress us and we are so happy to have their team in our corner"

- Marie, Observatory Park

“We have been with Dale and the 2Keys team for almost a decade now. When we first moved into our estate, there was so much work to be done to make it our own. We leaned on 2Keys to help us with planting trees, shrubs and flowers around the exterior, as well as a beautiful water feature that runs through out back yard. And we sought their advice and expertise to make our master bedroom and kitchen exactly how we always wanted it. Whether 2Keys does the work themselves or relies on their extensive vendor list of professionals to help see through the project, it is always done right. I would recommend their services to anyone in need of estate management. The work they do to keep our daily lifestyle running smoothly is simply priceless.”

- Lisa, Cherry Hills Village

“We are in the process of building our dream home right now, so there is work to be done on the home we are currently living in and the home we are moving our family into later this year. 2Keys has been integral in getting our current home ready for the real estate market...from interior and exterior painting to enhancements to our landscaping and pool deck...they are a huge ally in that preparation. And as our new home continues to take shape, Dale and the 2Keys teams have been working right alongside our builder and our architect to make sure our vision comes to life just the way we see it in our mind. High praise for 2Keys...their communication and their network of professionals gives us 100% confidence that our estate is in the right hands.”

- David, Denver Polo Club

“We are new to Colorado, so we didn’t know who to turn to when it came to estate management. We asked some friends in the Cherry Hills Village community who they would recommend and 2Keys was a name that continued to come up. When we first met Dale, we bombarded him with our plans to improve the landscape of our property. He never hesitated and gave us the confidence that he knew how to get it done. When we turned to the interior and began to look at the various systems in need of upgrade, again the 2Keys team seemed to know exactly who to turn to in order to make it happen. Six months later, our estate looks better than it ever has and we continue to work with Dale and 2Keys on what the next several months could look like. It’s like having the ultimate teammate in your corner!"

- Kasey, Cherry Hills Village