Leonard holds a Bachelor's degree from the University of the West Indies, and an MBA degree from the Grand Canyon university. Leonard is a former classroom teacher, who also has experience in the Life Insurance Industry. He wrote his first self-published book, 'The Power of Certainty' in 2012, and a subsequent ebook, 'Toast to a Lover' with a collection of his poetry. More recently, Leonard did a business publication; 'Strategic Management from theory to Application', with Lambert Academic Publishing. He is married and has two sons and one daughter.