The Team Behind Two Pines
Come see us at our new office in Town Center!




Co-Owner + "Original Pine"

Alex Hoecker



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 two labs. 


Co-Owner + "Original Pine"
Wes Hoecker


When you partner with Two Pines, your whole mentality about guest services will change for the better because of this guy. Wes has an incredible background of property management and guest services from all over the country and has worked for world class resorts in Tellruide, 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, they begged him to stay and watch it with them!)

Wes wants to be your first best friend in Big Sky if you're new to the area...lucky you! 


Operations + "The Handiest Pine": 
Jake Humphreys


Prior to working with Two Pines, Jake worked on a guest ranch wrangling horses (and guests) at a AAA Four Diamond property in Colorado. We often call Jake the "flash" around the office because it doesn't take him long to figure out how to fix something, and once he does, he's out of sight. Jake and his wife Amanda love living in Big Sky and are looking forward to spending summer evenings fishing on the Gallatin River.


Operations/Guest Services + "The Savvy Pine": 
Taylour Wilson


Taylour has a degree in hospitality from the University of Missouri and experience dealing with guests and members while managing gyms all over the Midwest. We are excited to integrate more advanced systems for our guests and owners using her expertise in these areas and let's be honest, we all got really excited when she didn't bat an eye when we mentioned the acronym "SEO". 

Growing up visiting towns like Crested Butte, Winter Park, and Keystone with her family, Taylour has a love for the outdoors (like all of us here at Two Pines) and has taken up her new lifestyle in Montana with vigor exploring as many trails and hikes as she can before the snow falls! 


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 has served with the Gallatin River Task Force, working hard to make sure that what makes Big Sky special, remains protected. Wes and Alex are also both passionate about making sure the newest additions to Big Sky are well cared for at Big Sky's local non-profit childcare facility, 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 these organizations is offered to each guest that 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