Who We Are

Buddy Bailey

Registered Representative of NYLIFE Securities

Buddy Bailey and his wife Heather were born and raised in Alaska--both are fourth generation Alaskans with a strong family legacy of commitment to The Last Frontier. In 1984, Buddy's grandparents Coy and Ruth Bailey came to Alaska as Palmer colonists and some of the first settlers of the Butte area. In 1990, Buddy's father Ron Bailey started a furniture company out of his garage that would later become Alaska-renowned Bailey's Furniture.

Buddy has carried his family's legacy from the young age of 7 years old, when he starred in a TV commercial for Bailey's Furniture that was an instant success. In 2007, Buddy graduated from the University of Alaska Anchorage with a Bachelor of Business Administration (B.B.A.) in Marketing/Marketing Management. He continued his TV career for Bailey's Furniture during that time and in 2007 became active in management, business development, and marketing. In 2010, Buddy became the Vice President of Bailey's Furniture, overseeing all marketing, personnel, and store visits, monitoring operations at all locations. 

Buddy's time at Bailey's Furniture let him experience first-hand the ups and downs of being a small business owner in Alaska, and the challenges of growth. In 2013, Buddy struck out on his own and put his experience to practice as an agent with New York Life, cultivating growth for his fellow Alaska business owners. His mission is to work with business owners to help them leverage their money, keep it liquid, and develop a strategy for putting their business away when the time comes for retirement. His passion lies in financial education, showing people the options they have to enjoy a happy retirement no matter their present financial situation. His financial licensing also allows him to assist small business owners with various insurances for themselves and their employees including life and health.

Buddy and Heather have two children. Their daughter Emma is 10 years old and their son Preston is 3. The Bailey family is heavily involved in their local community. Buddy serves on multiple boards, including the Governor's Prayer Breakfast, Wasilla Lake Christian School, the Fellowship of Christian Athletes, and the YMCA in Anchorage. He also coaches for multiple youth basketball teams in the Mat-Su Valley. Buddy's hobbies include basketball, fly-fishing, and spending time with his wife and kids.


Jason Dennis

Registered Representative of NYLIFE Securities

Jason has a rich history in working in Alaska. At a young age, he began working for the Alaska Railroad. He worked for several years as a baggage agent, operating forklifts and keeping baggage operations running smoothly. During his early years at the Railroad, he completed his B.A. in Criminal Justice at the University of Alaska Anchorage. After the completion of his degree, he transitioned into train operations as a Conductor and Locomotive Engineer. After five years of train operation, he became an Operations Manager in 2002. He was in charge of logistics operations in the Anchorage area then eventually the entire rail-line operations as Senior Operations Manager. He held this position until retiring from the AKRR in 2014 and transitioned into financial planning.

Jason, along with his team, started Vision Financial to fulfill his passion of helping others achieve financial stability and success. He enjoys coaching people to make sound decisions so they can make their financial dreams and goals become reality. He takes time analyzing his clients' options in a logical manner to find out which platforms of investments are best suited to set them up for future financial stability. The services he offers include various forms of life insurance, as well as education investments, retirement, and extended care plans.

Jason and his wife Tania were both raised in Alaska with families that fostered in them a love for the outdoors. Jason grew up in South Anchorage where he is actively involved in his local community through sports and community events.

Today, his personal mission in the community is financial education. Jason has taught financial health courses to over 270 members in his local community through church programs. He remains involved in sports through recreational hockey and as the President of the Chugiak-Eagle River Nordic Ski Club. He volunteers as a ski coach and helps orchestrate local race events. Jason and his wife have two children with whom they enjoy spending time with in Alaska's great outdoors.


Pierre Nicolet

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Pierre comes alongside established, Alaska businesses to help them manage their assets and achieve their long-term financial goals.






Helping You Achieve Your Financial Goals

Ronald "Buddy" Bailey is an agent of and licensed to sell insurance through New York Life Insurance Company and may be licensed with various other independent unaffiliated insurance companies in the states of AK and WA. No insurance business may be conducted outside this/these state(s) referenced.

Ronald "Buddy" Bailey is also a Registered Representative of and offers securities products & services through NYLIFE Securities LLC, Member FINRA/SIPC, a licensed insurance agency. In this regard, this communication is strictly intended for individuals residing in the states of AK and WA. No offers may be made or accepted from any resident outside the specific state(s) referenced.