I get in going to take a bath on it of I trade it in. It's up to me how much of a bath I am willing to take. If they offer me 22 and that's it I'll walk away I'm a little bit of a fool but not completely stupid. My question is it going to be easier now or in 4-6 months... How much more will it depreciate.
Your biggest depreciation hit was when you drove it off the lot.
I don't think they'll offer you 22, but they might offer you 24 or 25, realistically.
Even the cars with the best resale values (toyotas, lexuses, F150s) tend to depreciate about ~$2k per year assuming average to below average mileage.
Go on NADA and look up a 2013 with the same options as your truck with the mileage you expect to have on it after a year. KBB I think will let you do it on a 2014 as well, but an accurate comparison for you to look at today, would be a similar optioned 2013 with the mileage you expect to have on it in a year.
You said you have 7500 after 4.5mo, or roughly 1667 miles per month. That means in a year you'd have ~20k miles on the truck.
One thing to keep in mind, unless you get hit with triplets right out of the gate, you have the better part of a year to pay the balance down little by little (rather than getting slammed with a 5k negative roll-in up front) to get closer to what it SHOULD be worth when the time comes to trade.
Part of me thinks do it now, but then I also know that you will NOT win with the dealership. At best they'll get you out of your 2014 for the exact number you're buying the older truck for, maybe plus a grand or two, but you won't get anywhere close to even. That being said, you're not lowering your payment or saving a year on it. You'll either end up with a higher payment for a shorter term or a slightly lower payment for a longer term than what you have left.
I'm willing to bet you go look at a truck that's for sale for $25k, they'll offer you $25k for your truck, meaning you'll roll in 4500 plus their stupid fees and reg and applicable taxes. Theoretically you'll be in the same spot you're in now, but instead of having 56 or 68 months left, you'll have 60 or 72 left.