[2] He received a big break in 1969 when he was awarded a contract to write and record a jingle for Pepsi, paving the way for his later success with "Montego Bay".
Bloom co-wrote songs with Jeff Barry and Neil Goldberg for the Monkees' album Changes and their 1971 single "Do It in the Name of Love".
The recordings that followed his success with "Montego Bay" in 1970, "Heavy Makes You Happy", which became a hit for the Staple Singers in 1971, "Where Are We Going" and The Bobby Bloom Album all used the same combination of pop, calypso, and rock.
By October, 1965, Bloom's single, "I Still Remember" bw "Rough And Tough" was released on Kapp K-710.
[4] According to Cash Box, this was one of the records due for release in Holland that Hans I. Kellerman was very enthusiastic about.
[7][4] With the production credited to Bloom and Linde, it was in the Billboard Spotlight Singles section for the week ending June 4, 1966.
[8] It was covered by English group The Ways and Means who were managed and produced by Ron Fairway.
Producer Gary Katz was a friend of theirs and as a result the song was brought to Eric Mercury.
[18] It was reported by Record World in the November 22, 1969 issue that Jeff Barry had produced Bloom's first single "The Sign of the V" for the Earth Label.
[19] The song which took its theme from the Woodstock Rock Festival was one of the four Sleeper Picks Of The Week by Record World in the December 13 issue.
He was backed with a band which included 2 guitars, bass, congas, keyboards and three black female singers.
Tiegel said Bloom he possessed a Strong emotion packed voice, but he needed to develop stage presence and movements to go with his strong voice which he likened to a Ray Charles and Bill Medley sound on the fast numbers.
[25] Cash Box reported that Bloom had appeared on the David Frost Show to sing "Montego Bay".
[26] It was reported by Cash Box in the 19 December 1970 issue that some of Bloom's tapes had been acquired by the Roulette label.
Sonny Kirkshen, who at the time was vice-president for the label's sales and marketing division said that there was the possibility of a Bobby Bloom album in the near future.
The reviewer referred to it as a "teen outing" and said that it should capture the Top 40 ear and that it would benefit Bloom's status.
Taking into account Bloom's current hit status with "Montego Bay", the reviewer called it a potent rocker and said gave it Hot 100 potential.
[48] Jeff Barry learned later he was the sole beneficiary of Bloom's life insurance policy.
In a 1995 interview, Jeff Barry states that Bobby Bloom was shot by another man in a fight over a woman.