Season 1

01 His Money, Her Time Episode 115th March 2019 Arlene helps Indiana Pacers guard Cory Joseph and his sister Danielle search for a small business that will support him and his family after he retires from the NBA. 02 Escape the Cubicle Episode 222nd March 2019 Charlyn from Brampton, ON., has excelled at her job, but has stalled in her career, & is looking to become an entrepreneur. Arlene Dickinson introduces her to 3 carefully selected businesses for sale. 03 Stepping-stone Business Episode 329th March 2019 Arlene helps sisters Sheri-Anne and Charlene search for a stepping-stone business to help them towards their long term entrepreneurship goal of owning a nursing home. 04 Once In A Lifetime Opportunity Episode 45th April 2019 After winning a dream-home lottery, Boris is looking to invest in a business to run with his children. Arlene helps him, his son Anton, and his son-in-law Steven, make this life changing choice.