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I would rule out the battery before suspecting the starter. Sounds like your battery is dead. The fact that it wouldn't start in the cold also makes me suspect the glow plugs. Having the wrong viscosity of oil will also make it harder to start, as will fouled fuel injectors.
From what I've read on this forum, 5w-40 diesel rated oil is a good oil for winter.
Put a trickle charger on your battery overnight and see if it will take a charge. Or if you don't have one, take the battery to autozone or a NTB and get it tested/charged.
I'm not sure how to test glow plugs, but if you do a search on this forum, I'm sure you will find the answer.
If it normally runs rough, even when warm, you may want to clean your injectors with Molylube Diesel Purge, or some similar product.
Good luck!
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1987 Mercedes 300D ~200K (Greasecar & Biodiesel)
1993 Ford F-250 7.3 IDI diesel 165K (Biodiesel)
1996 Thomas/International Bus with DT466 engine
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