Question: What TV show's fifth season did the man who has earned more number-one albums than any other artist in US jazz chart history guest star on?

Context paragraphs:
Craig Sharmat: Craig Sharmat (born October 8, 1957) is an American musician.  He composes music for television and film and is an accomplished guitarist whose work has been noticed in the Smooth Jazz charts.  He has scored a wide variety of reality TV shows, TV animation, television commercials, and documentary movies.  He has also played guitar on thousands of cues and backed up a number of commercial artists as guitarist and or arranger.  He released his first jazz single in 2009, "So Cal Drivin"; the album of the same name was released later that year.  His second album, "Outside In", contains the song "Ease Up", which reached number two on the Billboard Smooth Jazz chart.

Guest appearance: In show business, a guest appearance is the participation of an outsider performer (such as a musician or actor) in an event such as a music record or concert, show, etc., when the performer does not belong to the regular cast, band or other performing group.  In music, such an outside performer is often referred to as a guest artist.  In performance art, the terms guest role or guest star are also common, the latter term specifically indicating the guest appearance of a celebrity.  The latter is often also credited as "special guest star" or "special musical guest star" by some production companies.

Kate Bush: Catherine "Kate" Bush, CBE (born 30 July 1958 ) is an English singer-songwriter, musician and record producer.  Bush first came to note in 1978 when, aged 19, she topped the UK Singles Chart for four weeks with her debut single "Wuthering Heights", becoming the first female artist to achieve a UK number-one with a self-written song.  She has since released twenty-five UK Top 40 singles, including the top ten hits "The Man with the Child in His Eyes", "Babooshka", "Running Up That Hill", "Don't Give Up" (a duet with Peter Gabriel) and "King of the Mountain".  She has released ten studio albums, all of which reached the UK Top 10, including the UK number-one albums "Never for Ever" (1980), "Hounds of Love" (1985), and the compilation "The Whole Story" (1986).  She is the first British solo female artist to top the UK album charts and the first female artist ever to enter the album chart at number-one.

List of Canadian number-one albums of 1968: The Canadian Top 50 Albums, published in "RPM", was a record chart that features albums in Canada.  The first chart started on October 14, 1968, and the last issue was October 30, 2000.  There were seven number-one albums in 1968: the first was "Wheels of Fire" by Cream, and the last was "The Beatles" by The Beatles.  Jimi Hendrix's "Electric Ladyland" spent the most weeks at number-one, spending three weeks from November 18 to December 2.  "Wheels of Fire", "Cheap Thrills" by Big Brother and the Holding Company, and "The Beatles" all spent two weeks at number-one. " Steppenwolf" by Steppenwolf and "Wichita Lineman" by Glen Campbell spent one week at number-one.

Wishes: A Holiday Album: Wishes: A Holiday Album is the third Christmas album by saxophonist Kenny G.  It was released by Arista Records in 2002, and peaked at number 1 on the Contemporary Jazz chart, number 2 on the Contemporary Jazz Albums chart, number 29 on the "Billboard" 200, number 34 on the R&B/Hip-Hop Albums chart and number 64 on the Internet Albums chart.  It was the second best-selling Christmas album in the US for 2002 with sales of 501,000 copies for the year.

A Katy or a Gaga: "A Katy or a Gaga" is the fourth episode of the fifth season of the American musical television series "Glee", and the ninety-second episode overall.  It was written by executive producers Russel Friend & Garrett Lerner, and directed by co-creator Ian Brennan, and it aired on Fox in the United States on November 7, 2013.  The episode features the music of Katy Perry and Lady Gaga, the debut of guest star Adam Lambert as Elliott "Starchild" Gilbert, and the return of special guest star Demi Lovato as Dani, Santana's (Naya Rivera) girlfriend.

Harry Connick Jr.: Joseph Harry Fowler Connick Jr. (born September 11, 1967) is an American singer, big band leader, talk show host and actor.  He has sold over 28million albums worldwide.  Connick is ranked among the top60 best-selling male artists in the United States by the Recording Industry Association of America, with 16million in certified sales.  He has had seven top20 US albums, and ten number-one US jazz albums, earning more number-one albums than any other artist in US jazz chart history.

North (Elvis Costello album): North is a 2003 album by Elvis Costello.  It reached 44 in the UK Albums Chart, 57 in the US chart and No. 1 in the US Traditional Jazz chart.

Encore: Movie Partners Sing Broadway: Encore: Movie Partners Sing Broadway is the thirty-fifth studio album by American singer and songwriter Barbra Streisand, released on August 26, 2016 by Columbia Records.  "Encore" debuted at the top of the US "Billboard" 200 chart, extending Streisand's record as the woman with the most number-one albums in chart history.  The album also reached number one in Australia and the United Kingdom, where it became her third and seventh chart-topper respectively.  "Encore: Movie Partners Sing Broadway" received a nomination for Best Traditional Pop Vocal Album at the 59th Annual Grammy Awards held in February 2017.

Marry Me a Little, Marry Me a Little More: "Marry Me a Little, Marry Me a Little More" is a double-length episode of the American television series "Will & Grace"' s fifth season.  It was written by Jeff Greenstein and Bill Wrubel and directed by series producer James Burrows.  The episode originally aired on the National Broadcasting Company (NBC) in the United States on November 21, 2002.  Guest stars in "Marry Me a Little, Marry Me a Little More" include Harry Connick Jr., Katie Couric, Judith Ivey, and Debbie Reynolds.

Supporting paragraphs: Marry Me a Little, Marry Me a Little More Harry Connick Jr.
Answer: Will & Grace