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2nd Gen Ram Tech1994-2001 Rams: This section is for TECHNICAL discussions only, that involve the 1994 through 2001 Rams. For any non-tech discussions, please direct your attention to the "General discussion/NON-tech" sub sections.
Does your truck have the block heater option? If so, and you use it, 10w-30 is fine.
Otherwise, if it regularly gets below 0 in your area during the winter, 5w-30 would be better.
Synthetic or not is completely up to you. I do it because, from what I've read and seen, I think its better for the engine. Not saying dino (regular) oil is bad, just saying I think synthetic is better. Can also go longer on oil changes. However, it is more expensive.
Check out the FAQ section for opinions on synthetic vs regular oil.
Not unless you have the block heater plugged in. If you are using that, 10w-30 is fine. It regularly gets subzero here in SD during the winter, but I have the block heater.