Bobby or Bob Diamond may refer to:

People

• Bob Diamond (actor) (1943–2019), American actor and lawyer, also known as Bobby Diamond and Robert Diamond
• Bob Diamond (banker) (born 1951), Anglo-American business executive
• Bob Diamond (1959–2021), American trolley advocate responsible for rediscovery of the Atlantic Avenue Tunnel in Brooklyn in 1980

Fictional characters

• Bob Diamond (comics), Marvel Comics character since 1974
• Bob Diamond, played by Rip Torn in 1991 American film Defending Your Life