6. Raymond Reddington Was Based on a Mob Boss
The show’s creator, Jon Bokenkamp, based Red’s character after the real life mob boss, James “Whitey” Bulger. At the time the script was being developed, Bulger had been arrested at an apartment complex in Santa Monica, CA, and was awaiting trial for 32 counts of racketeering, money laundering, and extortion. Bokenkamp took those real events and sprinkled them around Red’s character to create his fictional criminal life.
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