The Grinder S01 E05 A Bittersweet Grind (Une Mouture Amer)

"Two brothers. One's a lawyer. The other played one on TV."

Just as Dean prepares to give up on what he thinks is a hopeless search for love, he is reunited with Gail, an old flame who restores his belief in romance. Meanwhile, Deb encourages Stewart to change his strict ways and let Lizzie have a supervised date with Joel Zadak.