Sinatra
Simon and Garfunkel
The Beach Boys
Elvis
Kenny Rogers
100

He did his own fight scenes when he appeared on this TV P.I.'s show in February 1987

Who is Magnum P.I.?

100

Their first number one hit begins: "Hello darkness, my old friend."

What is "The Sound of Silence?"

100

Sport mentioned in the titles of their three top hits

What is surfing?

100

He appeared on Steve Allen's TV show after this man wouldn't have him on his

Who was Ed Sullivan?

100

Home base for Kenny and family is a ranch in this "peachy" state

What is Georgia?

200

The Arizona radio station Sinatra bought in 1989 was dubbed KFAS, the FAS standing for this 

What is Frank (Francis) Albert Sinatra?

200

Where you'd go for "parsley, sage, rosemary and thyme."

What is "Scarborough Fair?"

200

As lead singer, Al Jardine asked for this girl's "help" to get his old girl out of his heart

Who is Rhonda?

200

The single "Don't be Cruel" featured this animal on its jacket

What is a hound dog?

200

His wife Marianne was once a regular on this country comedy TV show

What is Hee Haw?

300

As Joey Evans is 1957 film, Sinatra belted out "The Lady Is a Tramp"

What is Pal Joey?

300

This song asks "Where have you gone, Joe DiMaggio?"

What is "Mrs. Robinson?"

300

When Bryan Wilson stopped touring in 1964, he was replaced by this "Rhinestone Cowboy"

Who is Glen Campbell?

300

His hit "It's Now or Never" was adapted from this Italian song

What is "O Sole Mio?"

300

His only #1 pop hit as a solo artist was this one word title song written by Lionel Richie

What is "Lady?"

400

Sinatra made his first record in July 1939 as a vocalist for this trumpeter's band

Who was Harry James?

400

In "Slip Slidin' Away" Simon was backed up by this country group known for "Elvira."

Who are the Oak Ridge Boys?

400

Cabinet officer summoned to the White House April 7, 1983, where he was convinced to un-ban the Beach Boys 

Who is James Watt?

400

As a present for his mother, Elvis cut his first record in this city

What is Memphis?

400

Kenny has had a top 10 pop hit with three female artists, name one. 

Who are Kim Carnes, Sheena Easton, or Dolly Parton?

500

Dying in this film, Sinatra warns Prew, "watch out for Fatso. He'll try to crack you."

What is From Here to Eternity?

500

They first recorded under names borrowed from this cartoon pair

Who are Tom and Jerry?

500

One of their two top ten hits whose titles consisted of one word repeated three times

What is "Fun, Fun, Fun" or "Dance, Dance, Dance?"

500

When in the Army, Elvis did his basic training at this Texas base

What is Fort Hood?

500

With the First Edition in 1967, Kenny "just dropped in to see" this

What is "what condition my condition is in?"