Careful and Creative Planning for
You. Your Family. Your Land.

About BLG

Our team is passionate about helping individuals, families, and business owners achieve peace of mind and avoid unnecessary future conflict by carefully crafting and implementing effective estate plans specifically tailored to each client’s goals, priorities and concerns.

Our team personally understands the value of practical estate planning guidance for individuals, family farms and ranches, and businesses, large and small. While we know that no one enjoys thinking or talking about end of life issues, our goal is to take the anxiety and mystery out of the process and to educate our clients so they are equipped to make the best possible decisions. We provide personal and value-driven client service.

Kristin Bailey

Kristin L. Bailey – Attorney

Kristin Bailey   



Kristin Bailey is a fourth-generation Montanan, raised on her family’s wheat farm in north- central Montana. One of Kristin’s first and longest-running jobs was operating the combine during harvest. Her family continues to farm near Fort Benton. They keep Kristin in touch with the opportunities, realities, and challenges of building and maintaining a family business and transitioning it to the next generation.

Kristin received her law degree from the University of Colorado School of Law in Boulder, Colorado, and she earned her LL.M. in Taxation from NYU School of Law. Her undergraduate degree is in History from Westmont College in Santa Barbara, California. Prior to law school, she served for five years in Washington, DC as a member of Max Baucus’ Senate staff, where she focused on nonprofit policy and tax policy. During Kristin’s law school career, she clerked at the Natural Resources Law Center, the Colorado Attorney General’s Office, The Nature Conservancy, and the law firm of Burns, Figa, and Will, P.C. She went on to practice law at the firm of Trout, Raley, Montaño, Witwer and Freeman, P.C. in Denver, Colorado before establishing this firm. Kristin is licensed to practice law in Montana and Colorado.

Kristin previously served on the Board of Directors for the Red Ants Pants Foundation, the Bozeman Area Community Foundation (now One Valley Community Foundation), and the Gallatin Valley Land Trust NextGen Advisory Committee. Kristin loves art, writing, trail running, skiing, and great food.

Kelsey Little

Kelsey (Little) Kleinsasser – Paralegal

Kelsey Little   



Kelsey (Little) Kleinsasser is a Paralegal at Bailey Law Group PLLC. Kelsey was born and raised in Montana. She grew up in northcentral Montana in a small rural community where she played sports and learned the importance of being part of a team. Kelsey has always been interested in the legal field and enjoys learning the different intricacies of the law. She moved to Bozeman in 2014 to finish her degree and pursue her career as a Paralegal.

Upon moving to Bozeman, Kelsey graduated in 2016 with a Bachelor’s of Science in Business with a focus on Management from the Jake Jabs College of Business & Entrepreneurship at Montana State University. During her senior year of college, she began working for Bailey Law Group (at the time, Kristin L. Bailey, Attorney at Law, LLC) as an Administrative Assistant. At the end of 2017, she obtained her Paralegal Certificate from Montana State University – Billings. Since 2018, she’s worked as a Paralegal and continues to assist in managing the day-to-day operations of the business.

In her free time, you can find her golfing, hiking, camping, eating sweets, and spending time with her husband, Arnie, and their corgi, Jax, who can also be found snoozing under Kelsey’s desk.


Olive – Chief Barker and Listener




Olive the Dog is Of Counsel at Bailey Law Group PLLC. Olive spends most of her time listening attentively for the first three minutes of client meetings, accepting treats, and napping. When she’s not slaving away at the office, Olive can be found escaping yards to chase the rabbits of Bozeman.