Dealers don't care how many you trade in if they can buy them right. Unless the automotive retail business is really changed since I last worked in it (about 20 years ago) most new car dealers make more on the used car than the new one, because you can't look up on line what they paid for the used car. Your only problem may be the two you have may be a different bracket than the one you're looking to buy. It's often hard to be objective about you own car, especially one that belonged to your late wife. Figure out what you could get for them if you tried to sell them yourself, then estimate how much your time is worth, read all the articles on line about people trying to scam folks out of their property when they sell it, ask yourself what it's worth to not have to deal with folks coming to your house or you having to go meet them and not have them show up, subtract that from the price you can get, if the dealer offers more take it.
Also look at the dealer you're considering buying your truck from, are they also selling vehicles like you're trading in? Will they sell your trucks or wholesale them? If they're going to sell them they may pay a little more than wholesale as the units will be delivered to their door, if they're going to wholesale them they will pay less than wholesale as they have to send them to auction and pay commission or sell them to a wholesaler who will re-market them, usually to another dealer.
As for the truck you're looking at, I feel Ford has consistently made a better truck in the last 20 years, although some GM powertrains are a little stronger. Most of my issues with/about Fords is the dealer network and their unwillingness to do warranty work, to the point on my truck the cab leaked and it only ran on 7 cylinders but they're all that way and they can't do anything about it. Or to put it another way be very careful about what you buy as Ford dealers have been known not to have staff and tools to handle the increased complexity of newer Ford products.
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Today's Featured Article - The Fordson F Ignition System - by Anthony West. A fellow restorer contacted me earlier this year asking for some help and advice on a model F that he was restoring. He had over a period of months spent a fair amount of his hard earned cash on replacement parts for the old "trembler" ignition. Sadly though all his efforts seemed to be a waste of time and money as he still couldn''t get the temperamental old thing to run correctly!! If i said that this was a little frustrating for him that would be "conservative" in fact the problem had reduce
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