Brian Jones, 40, agreed to undergo the experience as part of a documentary being produced by filmmaker Doug Sutherland, the Canadian Broadcasting Corp. reported.
Jones works for TD Waterhouse and chose his sleeping area on the concrete floor of a parking garage next to the TD Tower, the report said.
He told the CBC he has been using a soup kitchen for food, but also panhandles and scrounges garbage bins for returnable bottles and cans.
Jones said most of his banking work involves helping people with financial planning for the future or retirement, but the first few days of street life taught him something new about how the homeless regard the future.
"Next day, next hour. The bigger the problem is, the shorter the time period. So if it's a drug fix, it's that day," he said.