Meet Lead Family Law Attorney Skyler Anderson

Rooted in the hardworking values of her family’s farm and ranch in Fairfield, Montana, Skyler Anderson has built a career defined by leadership, strategy, and service. After graduating with honors in Business Marketing from the University of Montana, she launched her professional journey in sports marketing with the Utah Jazz, where she developed sharp skills in contract negotiation and corporate relationship management. Today, as an attorney at Holloway & Hulling PLLC, Skyler combines her business acumen and legal expertise to guide clients through complex family law matters—including high-asset divorces and intricate property divisions—with both precision and compassion.

SUCCESSFUL CASES

50+

YEARS COMBINED EXPERIENCE

7

AWARD-WINNING ATTORNEYS

Skyler Anderson

Practice Areas

Family Law

Divorce and Separation

Child Custody and Parenting Plans

Child Support & Adoption

Guardianships and Conservatorships

Paternity and Parental Rights

Prenuptial & Postnuptial Agreements

Modifications

Skyler’s 5 Star Client Reviews

“Skyler is really amazing. She really helped me out during the hardest time of my life.
She is very experienced and knowledgeable in her field. She genuinely cares about her
work, and people. I strongly recommend her to anyone looking for legal counsel. She
really knows her stuff! You can trust her with your future, and livelihood!”

– M.J.

“Skyler Anderson was absolutely phenomenal! Kind, compassionate, honest and made
me feel at ease with the whole process. She made everything a breeze and was a
pleasure to work with. If I need any more future legal assistance I will utilize her
services.”

– K. M.

“My wife and I retained the services of Holloway & Hulling PLLC and, more specifically, Skyler R.M. Anderson, Esq. to assist us with a family law matter. We found Skyler to be extremely knowledgeable and professional, readily accessible and responsive, and sensitive to our needs. She assisted us with our legal needs in both a time-efficient and cost-efficient manner. We wouldn’t hesitate to use Skyler’s services again, which is why we gave her a five-star rating. Beyond that, the support staff in her office is courteous, professional, and extremely helpful. Altogether, we had an outstanding experience with this firm.”

– R. E.

“Skyler Anderson and her team were nothing short of amazing! Quick response and turn around. When I needed changes to documents or had questions along the way she was there to help! Thank you for all your help Skyler and the rest of the Holloway & Hulling Team!”

– A. M.

“Skyler was amazing to work with! She went above and beyond what I expected. She was also very efficient but still very thorough.”

– M. K.

“Skyler is amazing to work with. She takes the time to listen to each individual scenario and is incredibly thorough in getting results and situations settled. I met with her in March and my divorce was finalized by May. I can’t speak highly enough of her and would absolutely work with her again.”

– Jess Gaustad

“I cannot recommend my family attorney Skyler Anderson, highly enough. From start to finish, she demonstrated exceptional professionalism, knowledge, and genuine care for my situation. Navigating family legal matters can be incredibly stressful, but she made the entire process feel manageable and clear every step of the way. She was always incredibly responsive, patient with my questions, and took the time to truly understand my needs and concerns. The team at Holloway & Hulling, along with Skyler’s attention to detail and strong advocacy, made a significant difference in the outcome of my case. If you’re looking for someone who is not only highly skilled but also compassionate and dedicated, this is the attorney you want on your side. I’m beyond grateful for their support and outstanding work.”

– John Miller

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Notable Case Wins

  • Dissolution (Missoula County)

    In a long-term marriage involving minor children and significant marital assets, our client was the primary income earner throughout the relationship. Through strategic preparation and effective mediation advocacy, we reached a full resolution without litigation – in which our client received more than 50% of the marital estate. The outcome allowed our client to retain the marital residence, preserve the majority of his retirement assets, and establish a joint custody parenting plan that provided him equal parenting time.

  • Dissolution (Missoula County) 

    In a short-term marriage where the opposing spouse entered the relationship with minimal assets, our client had significant premarital property and an established financial foundation. Through effective advocacy and strategic negotiation at mediation, we secured a settlement with an equalization payment below our client’s bottom-line number, preserving the bulk of their premarital estate and long-term financial stability.

  • Dissolution With Children (Lake County)

    This long-term marriage involved substantial jointly accumulated property, including high-value Lake County real estate. We negotiated a settlement providing our client with over 50% of the marital estate and a partition of land that maximized property value for both parties. Our team also obtained an agreement granting our client full custody of the minor children, with flexible, child-centered contact for the other parent.

  • Dissolution with Kids (Gallatin County District Court)

    Represented a father in a contested dissolution involving three young children. Through strategic advocacy and successful mediation, I secured an equal parenting schedule that allowed him to maintain a meaningful and active role in his children’s lives. I also negotiated a highly favorable property settlement, enabling my client to retain two of the three marital properties, preserve his full inheritance, and maintain all equity in his business – despite my client being the primary earner in the marriage. By resolving the matter through mediation rather than litigation, the parties avoided the expense and uncertainty of trial while preserving a healthier foundation for future co-parenting.

  • Dissolution with Kids (Missoula County District Court)

    Represented a father in a dissolution involving custody and property division, where my client was the sole earner for the marriage. Through direct negotiation and strong advocacy, I helped the parties reach a comprehensive settlement outside of court. The agreement provided my client with a favorable division of the marital estate while ensuring long-term financial stability for both parties. I also negotiated a parenting plan that offered flexible parenting time tailored to my client’s demanding work schedule, allowing him to remain actively involved in his children’s lives without unnecessary conflict or litigation.

  • Joint Dissolution with Kids (Flathead County District Court)

    Assisted a father in a joint dissolution that became more contested than originally anticipated. Through thoughtful negotiation and proactive case management, I helped the parties reach a comprehensive settlement without the need for formal litigation. My client retained all equity in his businesses, preserving his ability to continue growing the companies he had built, despite being the primary earner throughout the marriage. I also negotiated an equal parenting plan with the flexibility necessary to accommodate his work and travel obligations. By resolving the matter cooperatively, the parties were able to preserve their working co-parenting relationship while avoiding the emotional and financial costs of court proceedings.

Skyler Anderson, Montana Family Attorney, Holloway and Hulling

About Skyler Anderson

Skyler Anderson, born and raised in Fairfield, MT, grew up immersed in the hard work and community values of her family’s farm and ranch. After graduating from Charles M. Russell High School, she attended the University of Montana, where she earned a Bachelor of Science in Business Marketing with honors. Skyler began a career in sports marketing, working with corporate partners and professional athletes for the Utah Jazz in Salt Lake City, UT, where she developed expertise in contract negotiation and corporate relationship management creating the business acumen that now enhances her legal practice.

As an attorney at Holloway & Hulling PLLC, Skyler brings a strategic and compassionate approach to complex family law cases, including divorce, child custody, and property division. Skyler specialized in divorces with joint business assets and complex real estate divisions. Her unique background in business law also enables her to advise clients on contract formation and other business-related legal needs with both insight and precision.

Skyler earned her Juris Doctor at the University of Montana School of Law and Masters in Business Administration at the University of Montana. During her time in law school, Skyler distinguished herself as a leader, serving as President of the Student Bar Association and actively participating in various board roles. She also gained valuable hands-on experience interning at a local law firm, focusing on family law, criminal defense, and business matters, which honed her practical skills and broadened her legal knowledge throughout law school.

Skyler is also dedicated to serving her community. She serves on several boards, including the Western Montana Bar Association and Special Olympics Montana, where she channels her passion for advocacy. Outside of work, she enjoys spending time with family, friends, and her dog, Brooks. Whether traveling, playing volleyball, pickleball and golf, or relaxing on Montana’s lakes, Skyler’s roots and love for her home state are at the heart of her personal and professional life.

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While this website provides general information, it does not constitute legal advice. The best way to get guidance on your specific legal issues is to contact a lawyer. To schedule a free consultation with an attorney, please call our firm or complete the intake form below:

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