Montgomery was born c. 1992.[1] Her career with the Cherokee Nation began in the communications department in 2019, where she started as a photographer.[2] She later transitioned to a role as a special project officer under principal chief Chuck Hoskin Jr.[2] In 2022, she was appointed a senior advisor for public policy.[3] In this capacity, she continued as the primary liaison between the administration, executive branch departments, and Cherokee Nation entities.[3] Her expanded role involved analyzing and developing tribal legislation and policies.[3] During this time, Montgomery worked under secretary of state Tina Glory-Jordan involved in various policy initiatives, including inclusive family leave, legislative drafting, external partnerships, executive orders, and grant facilitation.[3] Montgomery worked closely with Kim Teehee, the proposed Cherokee delegate to the United States House of Representatives, for six years.[4] She has been a strong advocate for the Cherokee Nation's right to a congressional delegate, as promised in the 1835 Treaty of New Echota.[4]
In August 2023 during Hoskin Jr.'s the administration's second term, Montgomery was appointed as a deputy secretary of state under Shella Bowlin.[2] In this capacity, she focuses on policy evaluation and development across government programs.[2] Her role involves addressing gender equity issues, including wage compression and gender pay equity.[2] She works with the Cherokee Nation tribal council and developing policies and legislative initiatives to improve the lives of Cherokee Nation employees, citizens, and communities.[5]