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 & Guest Services
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!

Owner Services Representative
Stephanie Miller

Stephanie's illuminating attitude and genuine care makes her an excellent asset to any branch of the hospitality industry. Stephanie's passion for reading, creativity, imagination and contagious laughter are splendidly complimented with her effective communication, efficient processes and consistent ability to multi-task. She has spent three years in the vacation rental world and has worked in just about every department, giving her the hindsight and thorough understanding of our operations. If you need something to get done, she is the person to delegate any task to. 

Operations Manager
Jade Nef


Property management is serious business and Jade is our comic relief in it all. Jade has worked his way up from a starting position as an inspector to our new Operations Manager. 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. His positive attitude is crucial to creative problem solving. Our staff, clients, and guests undoubtedly benefit from Jade's consistent and hard work ethic. There aren't many people you can say that they're a joy to be around whether he is in an operations meeting, client meetings, vendor meetings or in his daily round of golf.

Operations Lead
Scott Fisher 


Scott grew up in mountains of Colorado and graduated from the University of Colorado with a business degree. Which has brought him much success in Big Sky (being the former owner of Lone Peak Cinema- now The Independent), as well as success in his leadership with Two Pines. Through his natural born talents of leadership, Scott has enjoyed fulfilling his passion for skiing by being a ski instructor for 8 years in Big Sky. Scott enjoys our Big Sky community activities with his wife and two kids. If you have questions about hockey, snowmobiling, rafting with your family, mountian biking, hiking, camping or golfing... Scott is your guy!

Operations Specialist
Austin Wooldridge

Austin's passion for small-scale organic vegetable farming and gardening has earned him a Bachelor of Science in Agricultural Business and a minor in Sustainability and Justice. Austin beats to the beat of his double bass pedal drum and his rapping skills keep him in a fun beat throughout the day-to-day tasks. He's great at cooking and enjoys camping, hiking and other outdoor activities. When he's not inspecting properties, doing inventory, keeping up with the hecticness of high occupancy or doing some maintenance; Austin finds his balance in Yoga and daily meditation. 

Operations Specialist
Faith Trevino

Passion for people, travel and culture are the most rewarding motivators to work in hospitality. Faith has a passion for those, art, music, singing and seeking meaningful experiences. Which really set her standards to a higher level when performing property inspections. Her caring nature is a great contributor to our Two Pines culture, excellent customer service and connection to our clients. Her ability to understand those around her allows her to create meaningful and lasting relationships. We are lucky to have her on our team!

Operations Specialist
Karen Mendoza


We all know maintenance tasks multiply when Karen comes in. Though that can sound like a bad thing--it is far from it! Karen's incredible work ethic leads her to working part-time with us, but the work she does is hardly reflective of her short time with us. Her attention to detail, excellent communication skills and abilities to problem solve truly enhance the quality of inspections that she makes. Her deep analytical and critical thinking skills have helped our team through some of our most difficult moments of turnover. Though she is not always in for our team meetings or our new process implementation, her work remains proficient and consistent. 

Lead 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. If there's something Drew doesn't know how to do, he exhausts all resources to learn until he knows and understands how to do them. His charisma and effective communication is a great reason for the success we have with our vendors. We're excited to see our maintenance team grow this year with his help and contribution.


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