SAD BRAD SMITH
Bradley Grant Smith is a Chicago actor who wrote and recorded a song that found its way into a poignant moment in the Oscar-bait George Clooney film "Up in the Air." That song is not on his self-released debut full-length, "Love Is Not What You Need," which he's celebrating the release of in concert. But the light, acoustic sound -- melancholy colors but cheerful tones, like a Well-Drawn Boy or a ukulele-free Dent May -- is intact and worthy of the celebration. Hear him at 8 p.m. Sunday at Schubas, 3159 N. Southport. Midnight Moxie opens. Tickets, $10. Call (773) 525-2508, schubas.com.
With one of the most easily identifiable voices in modern music, Leon Redbone has celebrated stuff so old-timey most of it predates him. Dig those flapper-era tunes you heard in "Boardwalk Empire"? Redbone does those, the freewheeling '20s and '30s stuff that wasn't about the Dust Bowl. Expect some funny stories, too, at 7 p.m. Jan. 23 at the Old Town School of Folk Music, 4544 N. Lincoln. Tickets, $24-$28, (773) 728-6000; oldtownschool.org.