At the time of his death, Whitley had just finished work on his third and final studio album,
I Wonder Do You Think of Me. The album was released three months after his death, on August 1, 1989. The album produced two more number-one hits, with the title track and "It Ain't Nothin'." "I'm Over You" also was in the top five in early 1990, reaching number three. Two new songs were added to
Greatest Hits: The first, "Tell Lorrie I Love Her" was written and recorded at home by Whitley for Morgan, originally intended as a work tape for Whitley's friend Curtis "Mr. Harmony" Young to sing at Whitley's wedding. The second was "'Til a Tear Becomes a Rose", a 1987 demonstration recording taken from Tree that originally featured harmony vocals by childhood friend Ricky Skaggs. Lorrie Morgan, with creative control and license to Whitley's namesake, recorded her voice alongside Whitley's, and released it as a single, which rose to number 13 and won the 1990 CMA award for Best Vocal Collaboration, as well as a Grammy nomination for
Best Country Vocal Collaboration. RCA also released a compilation of performance clips (from his days in the Ralph Stanley-fronted Clinch Mountain Boys), interviews, and some previously unreleased material under the title
Kentucky Bluebird. The album produced hits for Whitley, as well, including a duet with
Earl Thomas Conley, named "Brotherly Love", which peaked at number two in late 1991 and gave Whitley his second consecutive posthumous Grammy nomination for Best Country Vocal Collaboration. In 1994, Whitley's widow, Lorrie Morgan, organized several of Whitley's friends in bluegrass and some of the big names in country at the time to record a
tribute album to Whitley.
Keith Whitley: A Tribute Album was released in September 1994 via BNA. It included covers of Whitley's songs from artists such as
Alan Jackson,
Diamond Rio, and Ricky Skaggs. The album also included four previously unreleased tracks recorded by Whitley in 1987, one of which had Morgan dubbed in as a duet partner. The album also included two original songs: "Little Boy Lost", co-written and sung by
Daron Norwood, and "A Voice Still Rings True", a multiple-artist song.
Alison Krauss's rendition of "When You Say Nothing at All" was released as a single from the album, reaching number three on the country charts in 1995. In 1995, the album
Wherever You Are Tonight was released, produced by Lorrie Morgan, featuring restored demos of 1986–1988, with crisper 1990s recording techniques and a full orchestra. The album and single of the same name both did very well on the
Billboard and R&R charts, and
Super Hits and
The Essential Keith Whitley followed in 1996.
The Essential contained the remastered and long-since unavailable LP and Whitley's debut, the six-track "A Hard Act to Follow", and a scrapped song from 1986's
L.A. to Miami, "I Wonder Where You Are Tonight". ==Legacy==