Bing Crosby was definitely a singer's singer. Many of his peers and people that came after Bing idolized and looked up to him. Here are some quotes from other singers and what they thought about Bing...
"Bing was fantastic. I have many, many of his records today. He recorded so many of the country songs like "You Are My Sunshine," "It Makes No Difference Now," "Walkin' the Floor Over You." He recorded the first hit I ever had [Just a Little Lovin']. On and on and on. And he did them straight. He never made fun of them. He always did 'em in a melodic way. And, of course, the songs became well known because of his popularity. The songs took on the popularity of the whole country. Do you know who was Winston Churchill's favorite singer and song during World War II? It was Bing Crosby's record of "You Are My Sunshine." (Eddy Arnold: An Inside Look, interviewed by Ralph Emery, TNN, 1991.)
"Just imagine something five times stronger than the popularity of Elvis Presley and the Beatles put together. Bing Crosby dominated all of the airwaves. He was the only guy who had hour shows on radio stations, where other artists would just have one record played." (PBS interview, 1999)
"Over the years Bing and I have done movies together, recordings, radio, television -- the whole entertainment circle.... The best way to get along with Bing was to forget first of all that he was Bing Crosby. It was not always easy. I know that every now and then something would strike me when we were working together -- the tilt of his pipe or the set of his hat -- the Crosby image -- and I'd say to myself, "What the hell am I doing singing here with Bing Crosby?" (Clooney, This for Remembrance, p232)
SAMMY DAVIS JR:
"I'm working with three of the biggest guys in the business -- so I can't wait for the first day when we all get around the piano to rehearse a song called 'Mr Booze.' In this there are so many Crosbyisms, all the things that we and millions of people have loved him for. And I'm standing there, and I missed my cue five times because I'm watching him. Frank [Sinatra] said, "What the hell is wrong with you?" I said "To hell with you, Frank, I'm listening to Bing Crosby!" Everybody just broke up."
"He took me out to dinner once and I got up nerve enough to tell him about how I felt at one movie when he didn't get the girl. I was so in sympathy with him that when he sang this song 'Down by the River' I cried and cried. So he pretended that we were sort of sightseeing in San Francisco and we went around to different little bistros until finally he found a pianist who knew the song and Bing sang it especially for me."
"In 1975 he invited me and my family to lunch at his home just outside of San Francisco. Mary Frances and Harry, Bing's kids, were on hand as well as Kathryn, and it was a funny, jolly, loving luncheon, full of stories and remembrances. After lunch, Bing, sans hairpiece, asked Harry to go get his guitar. We adjourned to the music room, and, just like that, Bing sat down and began to sing. He did about eight tunes, invited me to join him, which I did, and that's the way the afternoon went .... That night he brought the whole family to the Fairmont, sat at a front table (still sans toupee), and stayed through my whole performance. I never quite got over that." (Torme, My Singing Teachers, p19)