Opinions PLEASE. Should I KEEP it or TRADE it?

[jamelar]

So...should I keep it and just keep it up. Or trade it in on something, go into debt for 4 years, or more, on a used car/truck,

A financial point of view from someone who has no debt and will stay that way, keep driving what you got.
If, as mentioned before, the equivalent of 3 car payments gets you many more years of service, it's worth it.
And then start saving what otherwise would be payments toward your next car and pay cash when that day comes.
Few people will follow this advice, but I can tell you IMO it's worth it.

Jack, 2010 Aveo I paid cash for in 2012.