Ron Sexsmith kept up his pace of releasing an album every two years, putting out Blue Boy in 2001. I believe this might have been my first exposure to his music, as it was his highest profile release to that date.
In keeping with the old entry point theory, I still consider it his best work (though the competition is stiff).
Blue Boy, produced by Steve Earle, took Sexsmith into several new directions — jazz and reggae, to name a couple. One track borders on psychedelia. But the perfect melodies and introspective lyrics remained intact.