I've seen Karen Black in several roles where I didn't care for the character she portrayed. The thoroughly dependent and constantly whining waitress she played in Five Easy Pieces was a good example. You could understand why Jack Nicholson had trouble committing to a serious relationship with her. In Born to Win, however, she is easily the most likable personality in the film. How many women would start an affair with a man who was attempting to steal her car? Her beauty, her sense of humor, and her spirit shine through immediately and continue throughout. George Segal's unrepentant junkie character, who lost his wife to a sleazy, backstabbing, pimping drug dealer, somehow manages to charm us more than most of the other actors, including the police, who think nothing of planting evidence on anyone they feel like at the moment. There is something hip about this movie, not because it glorifies heroin addiction, which it certainly does not, but because it seems to show a slice of New York life in a fairly realistic manner. The death of JJ's best friend, Billy, from "a hot shot" that was meant for JJ, the armed "take offs" that the dopers pull on one another simply because they really need a fix or are having a bad day (with no offense otherwise intended), the way the corrupt cops are portrayed, the shots of the city, too often grimy yet somehow alluring -- this is interesting cinema. I think I bought this DVD for a buck and have watched it a number of times. It's a good movie.
