Yes, I once lived in Calgary.
I don't know Fred Eaglesmith. What kind of music does he write/play?
Calgary is a great town. Spent a bit of time playing around Canmore, but its been a while unfortunately.
Fred Eaglesmith is country, but kind of folkish. He writes some really good stuff, some is funny too.
I'm a huge Stan Rogers (Maritime) fan. You can find some of his stuff online. You might have heard 'The Idiot', being here in AB. Rollin Down to Old Maui is a favorite. He is a Canadian folk icon. His brother Garnet, and his son Nathan are both good too.
John Wort Hannam is more folk & fairly new. I saw him first last summer at Folk Fest. He is from Fort MacLeod though originally from Scotland. You can stream some of his songs from his site, Pier 21 is quite good.
If you're going to be around in Aug, you should go to Folk Fest. Its really good.