Your reasoning seems solid but as expected buyers of stripped or low optioned trucks are probably not as likely to entice a dealer to "waste" a precious allocation on a special order as they are essentially throwing away the opportunity for money from another buyer that wants more add-ons.
I wouldn't spend money on transport just to get a lower optioned truck. You might as well sink that $ if necessary into an option on a local one that would net you a tiny bit more resale value later. Something hard to add like tech pkg etc. makes sense.
In theory I agree, but I'm in California and I'm quickly re-confirming that Cali dealers seem to think locals are all idiots and don't have phones that can call out of state... I'm getting quotes at way over invoice (e.g. Advantage Ford in Duarte is asking $20k over MSRP where I'm hearing plenty of MSRP offers here in the forums from out of state).
Unfortunately for me I was waiting on the 2018's because of Stop-and-Go Adaptive Cruise Control (specifically meaning, "the kind that can fully stop the car and then resume speed" basically managing LA traffic!). From what I can tell that didn't actually arrive in 2018 and I'm now back to debating if I just want to wait it out another year... I'm in no rush.