Sydney is a graduate of the Baltimore Polytechnic Institute. She originally pursued computer science and engineering at Bucknell University in Lewisburg, PA. When she realized that her passion was numbers and not computers, she changed her major to financial economics, with a minor in accounting.
She began working for the financial powerhouse firm T. Rowe Price Associates, Inc in Owings Mills, MD. She did retirement plan tax accounting for some of the largest and most popular companies in the country, including Reebok, Marriott, Hilton, Costco, and Ralph Lauren to name a few.