One of his first major hits was his 1987 interpretation of the Otis Redding classic "(Sittin' On) the Dock of the Bay".

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He has been in eight celebrity relationships averaging approximately 2.7 years each.

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Bolton co-wrote several other songs for both singers.

Bolton would achieve his greatest success in the late 1980s and early 1990s as a singer on the adult contemporary/easy listening charts.

Bolton's achievements include selling more than 75 million records, recording eight top 10 albums and two number-one singles on the Billboard charts, as well as winning six American Music Awards and two Grammy Awards.

He has a brother, Orrin, and a sister, Sandra, both older. His maternal grandmother was born in England to Russian Jewish parents, and his other three grandparents were Russian Jewish immigrants. This first album was self-titled using his original family name of Bolotin.

The two sought to work with each other again, and their next collaboration was when Bolton co-wrote "I Found Someone" for Branigan in 1985.

Her version was only a minor hit, but two years later, Cher resurrected the song, and with it her own singing career.

Bolton's last Top 40 single in the US in his own right was the 1997 hit "Go the Distance" (featured in the Disney animated motion picture Hercules), which peaked at No. He hired conductor Larry Baird (orchestral musical director/conductor/arranger for The Moody Blues, Three Dog Night, Al Jarreau, etc.) for his 2001 tour.