Question: When did Frank Sinatra's career begin to lag?  Frank Sinatra lived in a walled compound with some of his best friends.  Who were they?

Context articles: Frank Sinatra Enterprises
Tamarisk Country Club
Frank Sinatra Has a Cold
Frank Sinatra discography
Frank Sinatra
Twin Palms
Frank Sinatra: A Man and His Music
The Sinatra Family Wish You a Merry Christmas
Frank Sinatra's Greatest Hits
Frank Sinatra's Greatest Hits, Vol. 2

Frank Sinatra Enterprises is a speciality record label founded in 2007 by Warner Music Group and the Sinatra family to manage the licence likeness rights to Frank Sinatra, as well as the singer's recordings at Reprise Records during the 1960s.
 In 2013, it was announced that a deal was struck with Universal Music Group to combine those recordings with his work at Capitol Records from the 1950s under UMG imprint called Signature Sinatra.
 A series of events to celebrate Sinatra's centenary in 2015 was organised and entitled "Sinatra 100".
Tamarisk Country Club is a private country club in Rancho Mirage, California, established in 1952.
 The club had 65 original investors, including Jack Benny, George Burns, Danny Kaye, and the Marx Brothers.
 Ben Hogan was the club's first golf professional.
 The club hosted the Bob Hope Classic 18 times.
 Architect William Francis Cody designed the clubhouse.
 Frank Sinatra lived in a walled compound on the club's 17th fairway, and his Rat Pack friends, Sammy Davis Jr., Pat Henry, and Jilly Rizzo built homes around the corner from Sinatra.
"Frank Sinatra Has a Cold" is a profile of Frank Sinatra written by Gay Talese for the April 1966 issue of "Esquire".
 The article is one of the most famous pieces of magazine journalism ever written and is often considered not only the greatest profile of Frank Sinatra but one of the greatest celebrity profiles ever written.
 The profile is one of the seminal works of New Journalism and is still widely read, discussed and studied.
 In the 70th anniversary issue of "Esquire" in October 2003, the editors declared the piece the "Best Story Esquire Ever Published".
 "Vanity Fair" called it "the greatest literary-nonfiction story of the 20th century".
This article contains a listing of American vocalist Frank Sinatra's albums (original LPs and collections) and singles from his career.
 An alphabetical listing of songs recorded by Sinatra with year(s) List of songs recorded by Frank Sinatra.
 Sinatra recorded his first album in 1946 while his final album was a collection of duets, released in 1994.
Francis Albert Sinatra ( ; ] ; December 12, 1915 – May 14, 1998) was an American singer, actor, and producer who was one of the most popular and influential musical artists of the 20th century.
 He is one of the best-selling music artists of all time, having sold more than 150 million records worldwide.
 Born in Hoboken, New Jersey, to Italian immigrants, Sinatra began his musical career in the swing era with bandleaders Harry James and Tommy Dorsey.
 Sinatra found success as a solo artist after he signed with Columbia Records in 1943, becoming the idol of the "bobby soxers".
 He released his debut album, "The Voice of Frank Sinatra", in 1946.
 Sinatra's professional career had stalled by the early 1950s, and he turned to Las Vegas, where he became one of its best known performers as part of the Rat Pack.
 His career was reborn in 1953 with the success of "From Here to Eternity", with his performance subsequently winning an Academy Award and Golden Globe Award for Best Supporting Actor.
 Sinatra released several critically lauded albums, including "In the Wee Small Hours" (1955), "Songs for Swingin' Lovers!
" (1956), "Come Fly with Me" (1958), "Only the Lonely" (1958) and "Nice 'n' Easy" (1960).
Twin Palms at 1148 East Alejo Rd is a mid-century modern house in Palm Springs, California.
 The house was designed by E. Stewart Williams, to a commission from the American singer and actor Frank Sinatra.
 The house was Williams's first residential commission.
 Sinatra lived in the house from its completion in 1947 to 1954, and sold the house in 1957.
Frank Sinatra: A Man and His Music was a one-hour television special in color, first broadcast by NBC on November 24, 1965, to mark the occasion of Frank Sinatra's 50th birthday.
 It was directed by the multi-Emmy-winning Dwight Hemion.
 Frank Peppiatt and John Aylesworth were the head writers.
 Telecast at a time when television had just switched to full-time color programming (except for feature films shot in black-and-white), the show was an enormous success, so much so that it spawned two follow-ups: "A Man and His Music – Part II" (1966), featuring Nancy Sinatra, and "A Man and His Music + Ella + Jobim" (1967), starring Ella Fitzgerald and Antonio Carlos Jobim.
 An album by Sinatra, also titled "A Man and His Music", was released at around the same time as the special.
The Sinatra Family Wish You a Merry Christmas is a 1968 Christmas album by Frank Sinatra and featuring his children, Frank Sinatra, Jr., Nancy Sinatra and Tina Sinatra.
Frank Sinatra's Greatest Hits!
 is Frank Sinatra's first compilation released on his own Reprise Records.
 It concentrates on mostly single releases from the mid to late 60's, which fluctuates between adult contemporary pop and jazzy swing.
 The album opens up with Sinatra's recent number one hit "Strangers in the Night" and continues through the varied styles of music Sinatra recorded in the 60's, from easy listening ballads like "It Was a Very Good Year" and "Softly, as I Leave You" to contemporary pop like "When Somebody Loves You" and "That's Life".
 "Greatest Hits" was a modest hit, peaking at #55 on the album charts in late 1968.
 A second volume was issued in 1972, "Frank Sinatra's Greatest Hits, Vol.
 2".
 Both albums have since been supplanted with newer and more cohesive compilations.
Frank Sinatra's Greatest Hits, Vol.
 2 was Sinatra's second compilation of material released by Reprise Records, which like its predecessor, consisted of singles and songs from movie soundtracks.
 "Vol.
 2" picks up where "Frank Sinatra's Greatest Hits" leaves off, so all of the tracks date from 1968 to 1971, except for "The September of My Years", which dates back to 1965.
 Though the song "My Way" became Sinatra's signature song, it was not a big hit in the US.
 In the UK it went to #5 and spent 75 weeks in the Top 40.
 The highest charting U.S. single in this collection is "Cycles" which peaked at #23.
 The remaining tracks represent the sound of Sinatra's music in the late 1960s, which was more laid back than his early 1960s swinging tunes, with the B-side "Star!"
 being a notable exception.
 "Vol.
 2" peaked at #88 on the album charts in the summer of 1972 during Sinatra's brief retirement from show business.