Our Staff

David O’Connor

Executive Director

Executive Director David O’Connor has made his home in Big Sky for over three decades and has been at the helm of the Housing Trust since 2022. David works with the board of directors to set the agenda for the Housing Trust, spearheads new initiatives, maintains close relationships with funders, and manages the team. David advocates for housing equity locally, regionally, and statewide.

Throughout his time in Big Sky, David has gained a myriad of perspectives on what it’s like to live, work, raise a family, and operate a business in this growing community. From line employee to general manager to eventually becoming co-owner, David spent the majority of his career at Big Sky’s Buck’s T-4 Lodge. He’s been a tenant of employee housing, a housing provider, a renter, and a homeowner.

David’s career has also included service with a variety of local groups and nonprofits. The Big Sky Chamber of Commerce, Visit Big Sky, Yellowstone Country Montana, and the Montana Lodging & Hospitality Association are a few of the boards of directors on which he’s served.

David lives in Big Sky with his wife Jennifer and their three children.

Becky Brockie

Program and Communications Director

As the Program and Communications Director, Becky oversees the development and management of Housing Trust programs like Rent Local and Good Deeds. Additionally, she creates the organization’s marketing and outreach materials.

Becky’s diverse work experience allows her to bring a unique perspective to her role at the Housing Trust. Prior to her work in the nonprofit sector, Becky owned a wedding photography business for almost a decade. She also taught high school English and journalism for eight years. Her background in photography and education has helped her develop creative and effective strategies for the organization.

When not at work, Becky enjoys time with her partner and pups exploring the mountains. Born in Anaconda, Becky has a lifelong passion for Big Sky Country and the people who call it home.

Jennifer Boutsianis

Stewardship Coordinator

Living and working in Big Sky since 2015, Jennifer brought her extensive real estate and operations experience to the Housing Trust in September 2023 after serving on their Board of Directors for nearly two years. Now administering compliance for various projects, her keen eye for detail and organizational skills assist the Housing Trust in ensuring their resources are managed in an effective and responsible manner.

Making her way to Montana by way of New Hampshire, adventure and snow called Jennifer and her husband to Big Sky Country back in 2011. When the MeadowView Condominiums project broke ground, she was fortunate to not only purchase one herself but assist every other owner in their buying journey as the Office and Transactions Manager at PureWest Christie’s International Real Estate. She is currently the HOA Board’s Secretary.

In her spare time, you can find Jennifer creating in various mediums, camping with her husband and dog, snowmobiling, or enjoying a good book. She is proud to be part of such an imperative organization within the community she calls home and looks forward to empowering other locals who are looking to lay roots in the last best place.