Ann is known for her entrepreneurial success, her invaluable sense of humour and her uniquely fun sense of style. Through her career in financing, Dr. Kaplan has been awarded with over forty accolades including the Canadian Women Entrepreneur of the Year (twice) and the 2017 Ernst & Young Canadian Entrepreneur of the Year. Ann was the founding CEO of iFinance Canada (the parent company to Medicare, Petcard, Dentalcard, iFinance Tech and iFinance Home Improvement). She is a self-made multi-millionaire, speaker, author, and (prior to her current reign as “Queen of the Castle”) the celebrated unhousewife-housewife on the hit reality TV show “The Real Housewives of Toronto.”