CMT (Country Music Television) is currently running a six-part series about Manitoulin Island's Crystal Shawanda. The show takes you behind the scenes on Shawanda's rise to fame and features interviews with label reps, managers and talent buyers.
I caught a couple of great episodes last week, which featured songwriting sessions, numerous performances and intimate interviews.
You can find more info about the show at the CMT website: http://www.cmt.ca/Programs/ProgramItem.aspx?prog_id=8&action=edit
There's also an interactive "Postcards" site that includes video clips from the show: http://www.cmt.ca/Features/Crystal/Editor.aspx