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Regina McRae has had a diverse range of work experiences throughout their career. In 1995, they founded and owned Grandma's Secrets, a dessert delivery company that specialized in custom-made, all-natural desserts. Regina provided dietary alternatives and specialized in children's character cakes. Regina operated this business until 2020.

In 2008, Regina became the founder and host of the weekly broadcast "Business Matters-Where Your Small Business Matters." This show featured leaders in the business field who provided advice, encouragement, and inspiration to the audience. Additionally, as a motivational speaker, Regina frequently appeared on other shows, both internet and broadcast media, to inspire and uplift small business owners and aspiring entrepreneurs.

In 2012, Regina worked as a staff writer for Examiner.com, covering small business-related news, events, and trends in New York City. Regina welcomed press releases and newsworthy items from local small business owners and provided coverage with quotes and links.

More recently, in 2022, Regina founded Regina and their Crowns, a company focused on creating wearable head art. Each hat they design is a unique statement piece meant to make individuals feel royal and worthy of wearing a crown.

Regina McRae attended Brooklyn College from 1973 to 1977, although no degree or field of study information is available.