Born into Music and crafting sounds ever since...

“I was born and raised in the Rogers Park neighborhood in Chicago. My father Sy had a hardware store across the alley from Pepper’s, the famous blues club on Chicago’s South Side and I spent many, many weekends there listening to blues when I was a kid. I remember playing with Jimmy Reed who was an old friend of my Dad’s.” And so it began.

Bobby began his professional career as a guitarist and vocalist at the age of 16 with Chicago’s For Days & A Night and hasn’t stopped since. He joined club and college favorites like the Corky Siegel Band, Redwood Landing, and the Dick Eastman Band.

Nationally, he led a band for the New Orleans legend Dr. John and had the opportunity to back up or open for Herbie Hancock, Paul Simon, The Beach Boys, Chuck Berry, Arturo Sandoval, Diane Schuur, Jerry Lee Lewis and countless Rock and Roll Hall Of Famers. Some of the other acts Bobby has played alongside:

Herbie Hancock
Spencer Davis Group
Keith Richards
Dixie Cups

Paul Simon
Frankie Ford
Peter Noone
Bowser (Sha Na Na)
Paul Butterfield
Davey Jones
Baby Huey & the Babysitters
City Lights Orchestra
Grant Park Symphony
And so many more...

On the corporate side, Bobby has played in most major venues in the country for gala events for companies such as McDonalds, Coke, Quaker Oats, and the Pabst/Schlitz Brewery. He has played for the Grammy’s, the Olympics in Atlanta, at the Atlantis resort on Paradise Island and at the Hollywood Bowl, not to mention the lavish affairs for prominent Chicago clients. There have also been the many charity benefits for groups like the American Cancer Society, the Leukemia Society, the Weitzman Institute, the Neumann Association, and WTTW/Network Chicago.

Clearly, Bobby Diamond is a man for all seasons and occasions!

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