Question: Which American singer-songwriter who collaborated with Shel Silverstein had a number one single in 1985?

Context articles: The Cover of Rolling Stone
Dot (song)
Rosanne Cash discography
Kris Kristofferson
The Highwaymen (country supergroup)
Marie Laveau (song)
Respectable (Mel and Kim song)
It's Saturday
Old Dogs
Here I Am Again (song)

"The Cover of 'Rolling Stone'" is a song written by Shel Silverstein and first recorded by American rock group Dr. Hook & the Medicine Show.
 Produced by Ron Haffkine and released in 1972, it was the band's third single and peaked at number six on the U.S. pop chart for two weeks on March 17–24, 1973.
"Dot" is a song by the American punk rock band All, written by singer Scott Reynolds and released as a single and music video from the band's 1992 album "Percolater".
 The single also includes the song "Can't Say", written by bassist Karl Alvarez and drummer Bill Stevenson, and a cover version of "A Boy Named Sue", a 1969 song written by Shel Silverstein and made famous by Johnny Cash.
The discography of Rosanne Cash, an American singer-songwriter, consists of thirteen studio albums, six compilation albums, one tribute album, and 39 singles.
 The daughter of Johnny Cash, Rosanne Cash recorded her self-titled debut album in 1978 under the German label Ariola.
 After signing with Columbia Records in 1979, Cash's second studio album "Right or Wrong" was released.
 Its lead single "No Memories Hangin' Around" (a duet with Bobby Bare) reached the Top 20 on the "Billboard" Hot Country Songs chart.
 Cash's third studio release, "Seven Year Ache" (1981) gained major success when the title track peaked at number one on the "Billboard" Country chart, followed by "My Baby Thinks He's a Train" and "Blue Moon with a Heartache," which also reached the top spot.
 The album's follow-up effort, "Somewhere in the Stars" (1982) produced two Top 10 hits on the "Billboard" chart.
 After a 3-year hiatus, Cash issued "Rhythm & Romance" in 1985, which reached #1 on the "Billboard" Top Country Albums list.
 It spawned four Top 10 singles.
 This included the number one single, "I Don't Know Why You Don't Want Me," which won the Grammy Award for Best Female Country Vocal Performance in 1986.
 Her sixth album, "King's Record Shop" was released in 1987.
 The album peaked at number six on the country albums chart and certified gold in the United States.
 The four singles released from "King's Record Shop" all reached number one on the "Billboard" Country chart between 1987 and 1988, including a cover of Johnny Cash's "Tennessee Flat-Top Box."
Kristoffer Kristofferson (born June 22, 1936) is an American singer-songwriter, musician, and actor.
 He wrote and recorded the songs "Me and Bobby McGee", "For the Good Times", "Sunday Mornin' Comin' Down", and "Help Me Make It Through the Night".
 Kristofferson composed his own songs and collaborated with Nashville songwriters such as Shel Silverstein.
 In 1985, Kristofferson joined fellow country artists Waylon Jennings, Willie Nelson, and Johnny Cash in forming the country music supergroup The Highwaymen.
The Highwaymen was a country music supergroup composed of four of the genre's biggest artists well known for their pioneering influence on the outlaw country subgenre: Johnny Cash, Waylon Jennings, Willie Nelson, and Kris Kristofferson.
 Active as a group between 1985 and 1995, these four artists recorded three major label albums as The Highwaymen: two on Columbia Records and one for Liberty Records.
 Their Columbia works produced three chart singles, including the number one "Highwayman" in 1985.
"Marie Laveau" is a 1974 live recording by Bobby Bare.
 His thirty-fourth single to hit the country charts, it was his only number one and final top ten country hit.
 It was written by Shel Silverstein and Baxter Taylor.
 "Marie Laveau" went to number one for a single week and spent a total of eighteen weeks on the country charts.
"Respectable" is a Mel and Kim song written and produced by Stock/Aitken/Waterman that became a UK number one single for one week in March 1987.
 It was the second UK number one single produced by Stock/Aitken/Waterman, following Dead or Alive's "You Spin Me Round (Like a Record)" in 1985, and the first UK number one single that Stock/Aitken/Waterman had written themselves.
 The single also topped the charts in Germany, Switzerland, the Netherlands, Belgium, Finland, Australia and New Zealand in 1987.
"It's Saturday" is the name of the fourth single by alternative rock band Marcy Playground.
 It was originally titled "Teenage Hypochondriac" but was changed before the release date of the album.
 Although nowhere near as successful as the band's earlier smash hit "Sex and Candy," "It's Saturday" managed to hit number 25 on the US Modern Rock Charts.
 The lyrics of the song share common themes with the poem "Sick" by Shel Silverstein.
Old Dogs was an American country music supergroup composed of singers Waylon Jennings, Mel Tillis, Bobby Bare, and Jerry Reed.
 Signed in 1998 to Atlantic Records, Old Dogs recorded a self-titled studio album for the label that year.
 The album's content was written primarily by author, poet, and songwriter Shel Silverstein.
 Most of the group's songs were based on the realization of aging, after Bare told Silverstein that there were "no good songs about growing old."
 The album was recorded live in studio, so audience applause can be heard between the tracks.
 The two discs come in different cases, and has different album art for them.
 The album was also issued as a single disc.
 "Still Gonna Die" was released as a single from the project.
"Here I Am Again" is a song written by Shel Silverstein that was originally performed by American country music artist Loretta Lynn.
 It was released as a single in June 1972 via Decca Records.