The Team Behind Two Pines

Come see us at our office in Town Center!




Co-Owners + "Original Pines"

Wes & Alex Hoecker (& Hope) 


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With a family full of self-starters and entrepreneurs, it was of course in the cards that an entrepreneurial future for Alex lay ahead, right? With a background in marketing and guest services, and a passion to learn and study pretty much everything she can, Alex knows what guests and owners alike are looking for when it comes to partnering with a property management company. When she's not training others on the team about the art of "non-negotiable ambiance" that each rental must-have for guests' arrivals, she's down at the river playing fetch with her lab and spending time with Wes and their baby girl, Hope. 

When you partner with Two Pines, your whole mentality about guest services will change for the better because of Wes. Wes has an extensive background in property management and guest services from all over the country and has worked for world-class resorts in Telluride, CO, and Jackson Hole, WY. Going above and beyond for owners and guests is truly what makes this guy happy. (You should ask him about the time several elderly ladies couldn't get the DVD player to work in a rental and after Wes showed up and provided directions, they begged him to stay and watch the movie with them!) Wes wants to be your first best friend in Big Sky if you're new to the area...lucky you! 


General Manager
Ana Cano 

Where to begin with Ms. Ana Cano?

Our GM search lasted 8 months. We interviewed candidates from all over the world and hailing from San Diego we found our X-factor contender that is Ana. Ana contributes her executive acumen to the company with over a decade's worth of experience in the hospitality industry. Ana's career began with hotel management and navigated from there to quality assurance audits with Deloitte and on to vacation rental companies managing over a thousand properties. Systems, efficiency, accountability, and quality are just a few of the things she brings to Two Pines. Don't be fooled. While Ana confidently displays a cool, calm, systematic professional side, Ana is also a marathoner, motorcyclist, skydiver, and whiskey enthusiast.
Ana loves a challenge and knows exactly how to accomplish it. 



Bookkeeper
Margi Rusten


Two Pines is all about family- Margi is Wes' cousin and our remote bookkeeper. Clients and staff just love working with Margi due to her wonderful sense of humor and incredible attention to detail. Margi resides in Kansas City with her husband Matt and their two children. With a love for numbers and small businesses, we hit the jackpot with Margi on our team!


Office Manager & Operations
Krista Drummond


Krista is our team player. Always willing to help with whatever and whenever. With a Communications degree from Kennesaw State University and experience working with hundreds of guests, she knows how to be on the "front lines" when it comes to directing traffic at Two Pines HQ. Krista loves getting creative by creating helpful (and stylish) documents to help out the whole team. When she's not coordinating this, that, and the other in the office, she enjoys painting, playing the piano, and outdoor adventures!

Office & Operations
Paulina Kieslich

Paulina hit the ground running when she started with Two Pines. She exudes confidence when dealing with guests and clients alike. Her attention to detail, positive attitude, and work ethic are going to benefit the Two Pines team tremendously! Paulina makes the most of her time in Montana playing in the great outdoors of course! If you're lucky, she'll share with you her best fishing spots and she is quite the fisherwoman. When she's not wrangling trout out of blue-ribbon waters, you can find her on the nearest off-road trail or camping in some of Montana's best spots. 


Lead Property Manager
Jade Nef


Property management is serious business and Jade is our comic relief in it all. Jade's attention to detail, thoroughness, and positivity are what help us create the 'magic' in each guest's stay. There is no problem too small to slip through Jade's attentive eye. Our staff, clients, and guests undoubtedly benefit from Jade's consistent and hard work ethic. 

Property Manager
Scott Fisher 


Property Manager
Matt Adlam

Maintenance 
Drew Benoit


The chasm between a 4-star and a 5-star stay is large yet easily bridged by the details. Drew is by far the most detail-orientated maintenance professional we've ever had the pleasure of working with. Drew's positive, calm, professional attitude, along with his incredible skill set, brings a whole new level of care to our clients and guests at Two Pines. 

Maintenance
Stephen Marshall



More about Two Pines


Two Pines Properties is devoted to serving our clients, guests, and community and we truly believe our passion for all three makes us stand out. Alex has served on the Big Sky Young Life Committee, a youth outreach program focused on high school students and Wes is passionate about making sure the newest additions to Big Sky are well cared for at Big Sky's local non-profit childcare facility, serving as a board member at the Morningstar Learning Center. 

We feel passionate about giving each guest the opportunity to make a lasting and positive impact on the Big Sky community. Therefore, an opportunity to donate to Morning Star Learning Center and Gallatin River Task Force is offered to each guest who books with Two Pines Vacation Rentals.

Whether you're staying in a smaller cabin or a large estate, our mission is to provide exceptional service through a professional and relational partnership. Our goal is to deliver more than just transactional services but to cultivate an exceptional experience during your time in Big Sky. 

Wes has served in the hospitality industry since he was 18. When working on a beloved guest ranch in Colorado, he was taught a saying that we use to keep us motivated to continually deliver the BEST products and services to others,

"Guests into friends, friends into family." 

- W & A