Jeffrey participates in his community philanthropically through the Big Brothers and Sisters of Toronto program where he has the unique opportunity to live like a kid again while acting as a 'big' to young men in the Toronto community. He also actively fundraises for the Art Gallery of Ontario through his involvement as a committee member of Massive, the AGO'S annual fundraising event.

Jeffrey is an active participant in Ontario's Ride to Conquer Cancer personally raising $10,000 in 2010 in support of the Campbell Family Institute at the Princess Margaret Hospital. Jeffrey's father is a survivor of lung cancer and he works actively with his"Number Nine" nine team to raise money year-round.

Jeffrey is a board member of The Remix Project, a innovative 'cultural incubator' for at-risk youth.He teaches youth a "vanity-fair" sales course, and provides strategic advice on the business advisory board.