Homeward Looking Angel is the third album from American country music artist Pam Tillis. The album was a #23 album on the Billboard charts. This album produced four singles for Tillis on the Hot Country Songs charts: the Top Five hits "Shake the Sugar Tree" (#3) and "Let That Pony Run" (#4), as well as the Top 20 hits "Cleopatra, Queen of Denial" (#11) and "Do You Know Where Your Man Is" (#16). The demo tape of "Shake the Sugar Tree", sung by Stephanie Bentley, was incorporated into Tillis's recording.
"We've Tried Everything Else" was also recorded by Canadian country artist Michelle Wright on her 1992 album The Reasons Why, while "Rough and Tumble Heart" was previously recorded by Highway 101 on their 1989 album Paint the Town. The album has been certified Platinum for shipments of over 1,000,000 copies in the U.S.