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Sorry for your troubles sidebrake. As you have found out, the beast is very hard to start once air is introduced during any fuel system repair. There is a LOT of cranking involved to get all the air out of the IP and rail.
You need to specify whether you can crank it when hot or if the starter simply won't turn over. If it won't crank, problem solved; replace starter. If it will crank but not fire, there could be several potential issues.
First: When replacing the fuel head, did you replace it with an aftermarket one without a check valve? If so, when the engine is stopped, hot fuel in the lines close to the engine will lose some gases and push fuel back up the line. you could also have a stuck check valve.
Second: You could have a fuel issue. If there is any appreciable amount of gasoline or other light volatiles in the fuel, they will boil off when a hot engine is shut off. I've only had this happen in summer but I suppose it could happen in winter as well, especially if the fuel supplier is cheaping out and mixing gas or naphtha into the winter blend instead of #1 diesel.
Third: For reasons I can't explain, a dirty fuel filter has done this to me in the past. This could be a possibility for you as well, especially as you mentioned that you get hesitations while under way at moderate accelerator application. It never hurts to change your filter at the first sign of odd behavior in this beast.
In reality, it could be none of these things, but at least it's somewhere to start looking.
_________________ Manure green 2005 CRD sport4x4, GDE Hot tune, Cat Gut, OE skids, Draw tight hitch, Duramax lift pump, 160K on multiple varieties of fuel, XM radio, Escort live with Redline, fog light mod, GPS, Icom IC7000 all band radio call sign KC9QPF, Grabber AT2s on Soft 8s, FIA grill blanket.
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