I bought my first truck last Friday - figured I'd share my experience in case it's useful. This is shopping within Massachusetts.
Firstly, I wanted a very specific spec, which limited my options - night edition (for looks), with 360 camera (for the wife to park) and trailer brake controller (not the trailer package, which deletes the 360 camera). This turned out to be a unicorn and there was only one available in the 150 mile radius the website let me search. It was 70ish miles from home. I could have ordered one, but my prior vehicle is a lease that needs returning, and I didn't want to be without.
MSRP was $66k. Dealer price was $60k and "conditional price" on the website was $55k. We drove down to look at it, test drive it and talk to the sales guy. He claimed he didn't want to move from the dealer price. We claimed we wanted to walk out with the conditional price, despite not meeting the conditions. After a couple of back and forths with his manager, some random, arbitrary discounting based on my job, we met near the middle and we agreed on $57k
Off to finance. This guy was a straight shooter. We were putting $20k down, no trade in. We knew our credit was good and our credit union pre-approved us for 2.49% - he ran us through a couple of banks and came back with Chase at 2.44% - we already have a vehicle loan with Chase, so we went with them. He didn't give me hassle for turning down any of the additional packages, but I did ask him to show me the flat price for the 8y/125k extended warranty instead of the new monthly price - $3500 for that, which I took.
Walked out happy enough with the experience. Other than dealing with the initial sales guy, it was painless. I'm happy with the price paid.
Hope thats useful to someone!
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