My 2500 HD had a similar problem. Weird thing is, it went in cycles. It would start immediately for about 10 starts, had to crank on it for a couple of seconds for about 10 starts, and it would go all the way up to not starting until the third time I cranked it over. Nobody could find a problem with it and it just kept going in cycles. They thought it might be a problem with the fuel pressure regulator and it was not keeping the gas in the line, but I didn't want to spend the money to fix it as it was only a minor annoyance. I sold it before it ever became a more serious problem.
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