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Your baseline cholesterol is mainly determined by your genetics and your %body weight. You can be very lean with a low fat diet, but if your parents had high cholesterol there is not much you can do. Beyond that, most of the cholesterol in your body is created within your own body, and is determined by your total body fat. Your diet, independent of how it affects your weight, makes a marginal difference in your cholesterol numbers.
The best way to fight heart disease is to not get fat. You are better off lean on a high fat diet than fat on a low fat diet.