The Locals Who’ve Got Your Back

Alex and Wes are a husband-and-wife team who call Big Sky home and care deeply about the people and places here. Alex is welcoming, kind, and calm under pressure – qualities she brings to both property management and her current law school studies. Wes has a knack for making everyone feel at home, whether he’s working with owners or greeting guests. In the winter, you’ll find him snowboarding; in the summer, mountain biking.

Their love for Big Sky goes beyond business. Under their leadership, Two Pines sponsors local events like The Biggie and supports the community year-round. For them, Two Pines is more than property management – it’s a way to care for the homes, people, and community that make Big Sky special.

Our operations crew is the boots-on-the-ground heartbeat of Two Pines. From our experienced maintenance team, skilled enough to tackle anything, to our detail-oriented inspectors who check on every home before and after each stay, we make sure no detail is missed. Our property managers know your home inside and out, while our guest services team combines deep Big Sky knowledge with lightning fast response times to ensure every guest feels cared for from the first inquiry to the final farewell.

Our administrative team keeps everything running seamlessly behind the scenes. Our owner client experience specialists make onboarding simple and stress free, then continue providing personalized care and clear communication throughout your partnership with us. They work closely with our property managers, ensuring that every home, every stay, and ever owner experience meets our high standards.