 In mid-1998, Epic Records released Diffie's Greatest Hits package, which featured three new cuts. Among these were "Texas Size Heartache", and its b-side, "Poor Me", which respectively reached numbers four and forty-three on the country charts. At the end of the year, Diffie recorded a cover of Charlie Rich's "Behind Closed Doors" for the multi-artist album A Tribute to Tradition on Columbia Records. Diffie's version of the song peaked at number 64 based on unsolicited airplay. He also contributed to another cut on that album, "Same Old Train", which featured Marty Stuart and eleven other country music singers. This song peaked at 59 on the country charts and won the 1999 Grammy Award for Best Country Collaboration with Vocals for all artists involved.
