There are a number of different kinds of insulin, which vary according to how rapidly they act. Humalog insulin, is very quick; Lantus insulin by comparison is very slow-acting. And there are others in between. So how long it would take to die would depend on the form of insulin. Before death occurred, there would be symptoms of low blood sugar, which might include dizziness, shaking, sweating, disorientation, lethargy. Also prior to death the victim might experience seizures or lapse into a coma. They would not be conscious when death occurred, so from that standpoint it would not be painful. The treatment for an overdose, of course, is to get glucose into the bloodstream, preferably by IV, if the overdose is severe.
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