winnipeg has about 15 messengers.
i have met most of them on the way to edmonton for worlds two years back. it is relatively easy to get a job in calgary since there are a crap ton of messengers there.
if you are going to winnipeg PM me and i will try to find the info for Sun Cycle Couriers(Some Psycho)...
If I were you I would go to Calgary. Although 'peg is nice and all it gets really boring since it is so fricken flat....they do however have the Blue Bombers!
Blue Bombers in '06!!!!!!