Qualifications

Roller Shipplett High Resolution Image
H. Roller Shipplett Jr.
Managing Director
rshipplett@investdavenport.com

Roller joined Davenport in November 2024 after 48 years as a Financial Advisor with Truist (formerly BB&T Scott & Stringfellow). He began his career in 1976 after working for his family’s business and practicing as a CPA in Winchester, Virginia. He graduated from Bridgewater College with a Bachelor’s degree in Business Administration and Accounting. He is Series 7, 63 and 65 registered with FINRA.

Active in the community, Roller has served as a Trustee of the Staunton Augusta YMCA for 40 years. For the past 15 years he has served on the community advisory board for Heifetz International Music Institute. He is also a member of Covenant Presbyterian Church. Roller and his wife, Jerry Lynn, have two adult children and four grandchildren. Outside of work, he enjoys traveling, reading mystery and history books, and collecting U.S. coins. He owned and toured a 1935 Packard Convertible Dietrich Victoria automobile for 34 years. 

Avery Jakki High-Resolution Image
Jakki Avery, CFP®, CRPC®, APMA®
First Vice President-Investments
Financial Advisor

javery@investdavenport.com

Jakki joined Davenport in November 2024 after six years as a Financial Advisor at Truist. Prior to becoming an advisor, she was a Registered Client Service Associate for six years and a math teacher in Augusta County Public Schools. Jakki earned a B.A. in English from Hollins College and a B.A. in Mathematics from Mary Baldwin College. She is Series 7 and 66 registered with FINRA and licensed to offer long-term care and life insurance and annuities. Jakki is a CERTIFIED FINANCIAL PLANNER (CFP®), a Chartered Retirement Planning CounselorSM (CRPC®) and an Accredited Portfolio Management AdvisorSM (APMA®).

Active in the community, Jakki serves as the Treasurer for the Glenmore Hunt Club and the Glenmore Foundation, is on the finance committee for Memorial Baptist Church, and sits on the board for the Community Foundation Central Blue Ridge. She and her husband, Alex, have three children. In her spare time, Jakki enjoys foxhunting, trail riding, camping, traveling, reading and spending time with family. 

Professional designations do not guarantee success or client satisfaction and should not be viewed as the sole determining factor in evaluating an investment adviser.

Alicia McAnney High Resolution Image
Alicia L. McAnney
Registered Client Service Associate
amcanney@investdavenport.com

Alicia joined Davenport in November 2024 after serving as a Client Service Associate at Truist for one year and a Senior Relationship Banker for four years. She provides administrative and operational support for the Shipplett-Avery Group. Alicia graduated from Star Technical Institute with a certification in EKG Technology and Phlebotomy. She is Series 7 and 66 registered with FINRA.

As a Military spouse of 23 years, she served as an Ombudsman for the US Navy. She and her husband, Christopher, have five sons and two grandchildren. In her free time, she enjoys reading, baking, hiking, fishing, hunting, traveling and spending time with family.

Katie Bosserman High-Resolution Image
Katie Bosserman
Client Service Associate
kbosserman@investdavenport.com

Katie joined Davenport with the Shipplett-Avery Group in November 2024 after serving as a Client Service Associate at Truist for 19 years. She provides administrative and operational support for the team.

Katie graduated from Radford University in 2002 with a B.A. in Media Studies. She and her husband, Matt, have one son. Katie enjoys watching college sports, being active at her church, watching her son play baseball and spending time with friends and family.