@UnderCharged I have 2004 Dodge 2500 Diesel, 2017 Model S, and 2018 Model 3.
Only reason I've kept the Dodge is that I have a trailer to pull. Probably sell the boat soon, so the truck will go too.
The S & 3 are such different animals you really have to drive them. One might be better than the other for a given person, but I don't feel either is better overall. Sure, 3 has newer technology, but the S is larger and to me more comfortable. Especially for family trips. I do prefer the drive of the 3. It's much more like my old E36 M3. (or even like the go kart we used to race around the neighborhood as kids).
On the 3 I don't mind the missing drivers dash, except at night. I mostly drive the S, so I'm sure I'd get use to it, but that is when I notice it the most. Just blackness in front. Kinda nice, kinda un-nerving. My wife, the primary 3 driver, says it is no big deal.
I was getting 15mpg in the truck @ diesel prices. Charging the cars is much less expensive. It helps, but never going to make up for the cost / depreciation of a new car though
You have to drive both, spend some time with both, and possibly drive at night if you really want to get the full feel.
Good luck with your decision. If you have any specific questions let me know. I'm in Texas, so cannot help with back to back test drives.