Meet the Skjersaa Group

The Skjersaa Group is the best resource for your real estate needs and beyond. Deeply rooted in our community, our local expertise and market knowledge is unprecedented. We provide the highest level of service and communication with loyalty and integrity, which make us leaders in our field. Our ability to draw from experience, plan strategically, and problem solve will make you feel confident you are being taken care of every step of the way. The Skjersaa Group is here for you.

If you are thinking about purchasing property in Bend, or anywhere in Central Oregon, our expertise and knowledge will save you time and enable you to make an educated choice. Your time is valuable and you owe it to yourself to give us a call. Purchasing property, or any investment is a serious endeavor; and those whom achieve the greatest success make their decisions based on a strong foundation of education and market knowledge.

Whether you are looking to purchase personal or investment property in Bend, or anywhere in Central Oregon, our expertise and knowledge will save you time, and enable you to make the best decision for yourself. Your time is priceless, so allow us to assist in achieving your goals in buying a home in Central Oregon.

Terry Skjersaa

Terry Skjersaa

Principal Broker, CRS

Few families have stronger roots in Bend than Terry Skjersaa. His grandparents Olaf and Grace opened Bend’s first ski shop in 1939. With more than 20 years of experience in the ski and outdoor industry, Terry knows the area from the top of Mount Bachelor to the canyons of the Deschutes River, and all points in between. Terry enjoys spending time with his daughters Ellie and Jade, and his wife Renee. Some of his favorite leisure activities include skiing, cycling, camping and enjoying all that Central Oregon has to offer.

Jason Boone

Jason Boone

Principal Broker, CRIS, RENE, SRS, PSA

Jason and his wife relocated to Central Oregon from Seattle in 2003. Like Terry, Jason migrated to Real Estate from the Ski & Outdoor Industry. In fact, Terry and Jason worked together in the Ski industry for over 11 years. Their partnership in Real Estate is based on many years of respect and trust. His background is a diverse mix of sales, marketing, customer service and technology. Jason’s uncompromising attention to detail and will ensure that you receive the most thorough representation possible. He enjoys spending time with his wife Karin, daughter Ashley and son Eli. For more information about Jason Boone visit:

BendPropertySearch.com

Mollie Hogan

Mollie Hogan

Principal Broker, CRS

As a third-generation Central Oregon native, Mollie has a deep knowledge of the local area and a loyal commitment to supporting her community. She holds the highest credential awarded to residential brokers as a Certified Residential Specialist (CRS), and enjoys staying up-to-date on current real estate trends through ongoing educational courses. Mollie also draws on her bachelor’s degree in business and interior design to help guide her clients through their real estate transactions. Mollie enjoys outdoor recreation, teaches dance and yoga, and lives in Midtown with her two dogs.

Cole Billings

Cole Billings

Broker

Cole has always been drawn to built spaces. He loves how inspired architecture and thoughtful design can transform raw materials into a living, breathing, and welcoming home. With family ties to the construction industry, years of experience in client-focused roles, and a proven entrepreneurial streak, Cole provides his real estate clients with knowledgeable, insightful, and personalized representation. Our clients appreciate his level-headed, unflappable demeanor as well as his gifts for negotiation and problem-solving while he navigates the complexities of each transaction. With a deep passion for the local community, extensive knowledge of the real estate market in Bend, and focused listening skills, Cole provides a positive and seamless experience to his clients as he helps them achieve their unique goals. Outside of work, Cole is passionate about cooking, travel, and athletics, and along with his lovely wife Amy and three young children, he enjoys an active—and sometimes hectic, but completely Bend—kind of life.

Natasha Smith

Natasha Smith

Broker | Transactions Manager

Natasha is an experienced title and escrow manager who enjoys working with our clients to guide them through every step of the real estate transaction process. She draws on her background as a leader of customer service teams to provide our clients with an unparalleled attention to detail and effective communication. Natasha enjoys spending time with her husband, child and greyhound.

Jennie O’Loughlin

Jennie O’Loughlin

Principal Broker | Operations Manager

Jennie brings more than a decade of experience in the residential real estate and commercial lending industries to her role as Operations Manager for our team. In this position, she provides top notch support to our brokers and meticulous service to our clients through every step of the sales process. Since 2011, Jennie and her husband, Kenny, have been living the full Bend life on a 12 acre farm just east of town.