St. John's, Newfoundland?

no, and no -- both are south of the 49th and St. Johns is under 50,000

I told you this one was tough!

well that leaves out the maritimes then i believe and i dont know without looking if montreal is above or below quebec. does quebec even have any other big cities? heh. la salle? thats in que. right?

As I said, this one's tough -- and surprising. You might have to look at a map.

Bonus if, after identifying the city I asked for, you can tell me the biggest population center east of that and north of the 49th parallel.

St Johns Newfoundland is approx 181,000 population. But you're right it is a couple of degrees south of 49. DRAT!

winnipeg i guess. i used to live there, i know it has over 50,000

Ah, we have a winner, folks! Yes, believe it or not, the easternmost substantial Canadian population center north of the 49th parallel is Winnipeg, which is due north of central Minnesota. I think I could have made it 20,000 instead of 50,000 and still gotten the same answer. I think the biggest town east of Winnipeg and north of the 49th is Happy Valley / Gander, Newfoundland, with 7600 people. Although Canada is huge in land area -- second largest in the world -- over 95 percent of its population lives within 200 miles of the U.S. border, most of that within 100 miles, and more than 70 percent live south of the 49th parallel.

Alli, are you ready to challenge us with a new category?

u know, i vaguely recall trivial persuit question about that. (i have a canadian edition)

ok, fittingly after the 4th of july:

For his dealings with THIS man, Major John Andre concocted codes & used secret inks.

Who was Benedict Arnold?

BTW, it makes sense that there would be a Canadian edition of Trivial Pursuit -- wasn't the game invented in Canada?