Well Rookie,
My first flying job stems from doing the road trip like everyone told me. I did the road trip in April which is somewhat early in NWOntario and thru MB. There will be operators who will talk to you and others will tell you to get lost. Don't get discouraged, be positive about the experience.
If you got offered to work on the dock, do it..don't complain, don't bitch..just work hard and try your best and you will gear up to fly the next season.
I am very lucky to have a job this summer and indeed a lot of fun. I suggest go to places where the only means of transportation is by air. Try the different Native reserves if you can handle it.