Charleston Investment Advisors, LLC is a registered investment advisor offering a unique approach to investing for high net worth individuals, their families and businesses.

Formerly known as Donald Bailey & Associates, the firm was founded in 1990 by Donald Bailey to serve Charleston and the surrounding area. The firm has a proud history of providing personalized, independent financial advice and guidance to its clients.


Donald A. Bailey

Founder

A lifelong South Carolinian, Donald began his career in the insurance industry with a focus on financial planning. After working as a financial planner for E. F. Hutton, he founded Donald Bailey & Associates in order to offer independent advice and holistic planning to his clients.

Donald is committed to community involvement, having served on the Board of Trustees at the University of South Carolina (USC) and most recently founding The College Transition Connection, Inc., a non-profit organization whose mission is to help South Carolina colleges create post-secondary programs for young adults who may have an intellectual disability.

Donald holds a degree in Marketing from USC. He and his wife Caroline have two children and three grandchildren and reside in Mt. Pleasant, SC.


Stephanie W. Mackara, JD

Principal Wealth Advisor

Stephanie has two decades of experience in financial services and investment management.

After beginning her career at Merrill Lynch in the Philadelphia area, Stephanie joined Lockwood Advisors, an independent registered investment advisory firm focused on delivering institutional quality asset management solutions to high net worth clients. Stephanie spent over 14 years with Lockwood as an associate partner and member of the executive committee. In 2011 Stephanie and 3 of her colleagues started their own investment management firm, Palladiem LLC, providing risk managed portfolios and investment expertise to independent advisors and broker dealers across the country.

Stephanie has a professional background in financial services and an academic background in both Psychology and Law. Stephanie holds a degree in Psychology from West Chester University, in Pennsylvania and a Juris Doctorate from Widener Law School, in Wilmington DE.

Stephanie lives with her husband Bernie and son Jacob on Daniel Island, SC where she is actively involved with the community. Stephanie is chair of the School Improvement Council, a member of Women’s Island Network and volunteers with the March of Dimes, Low Country chapter. She enjoys traveling, running, cooking and spending time with family and friends.


Erica R. Smith, CFP®

Associate Financial Planner

Erica works with the Charleston Investment Advisors, LLC team to create financial plans, including budgets, college funding, retirement, savings, comprehensive financial plans that fit within clients specific goals, timelines, and financial restrictions. She also manages the day-to-day needs of the office.

In addition, Erica assists with the College Transition Connection (CTC), a non-profit organization founded to assist young adults with intellectual disabilities to go college and collaborated on “LIFE Learning Is For Everyone,” a book which highlights how and why CTC was established

Erica has a B.S. in Business Administration (with an emphasis on Marketing and Management) from the University of South Carolina and graduated phi beta kappa. She lives in Mt. Pleasant, SC, and in her free time, she enjoys being outdoors, antiquing and interior design/DIY.