ddruz, Back when you first got your S, you said if you could redo, you would skip the toys. Still feel that way?
Interesting you ask Akikiki. I think a lot about this because I do have some buyer's remorse on certain options, but not one bit on the car itself. My car is a 60 | silver | pano | tech | air | tan + om | sound | aftermarket paint armor full hood
Were I ordering today I would order regular instead of air suspension. Reports are it rides extremely well with almost no noticeable difference to air and I don't need to navigate steep driveways, snow etc. Plus I have some real reservations about costs of repairing air suspension down the road since the fine print of the extended service agreement excludes shocks.
Since Tesla has now switched memory seats from the leather option to the tech package and added heated seats and lumbar support to textile seats I would unquestionable go with textile seats since I'm AOK with the piano black decor.
However, I admit to waffle on whether I'd get the tech package again now that the memory seats are tied to it and Tesla has eliminated the press to extend door handles without the tech package. Corroborated reports are that in cars now being built without tech you need to press the key fob to extend the door handles whereas before the car would sense your fob and you could extend the door handles with a press.
The NAV system cannot properly handle dashes in addresses, which we have a lot of in Hawaii, and it frequently wants to take me very indirect routes so while it's cool it still isn't as reliable as my iPhone Google maps. I admit to liking the power lift gate auto-closure much more than anticipated. At day's end I would probably, though not positively, get tech again and still feel overcharged for it.
I paid for silver paint since it shows dirt least. However, I find I'm washing the car enough I might actually buy plain white, which is my personal Tesla favorite color, on a redo. I would not feel as compelled to buy after market paint armor for white either because it touches up so easily. You can also take white though an automatic car wash with less concern about seeing any swirls.
I love the bass in the premium sound system and find the Dolby does enhance FLAC nicely (not so with Slacker) which is the primarily sound source I listen to. However, I like the car's amazing silence so much that I drive in silence most of the time! So while I feel the sound studio is worth the money I might not get it knowing I rarely have the sound on in this astonishingly quiet car. This would be a tough one.
I would definitely get pano roof again. It is well worth the price to me.
In summary to your question: I love my car as it is. But knowing what I do now, on a redo the only option I'd unquestionably buy would be the pano roof. I'd definitely not get air or leather. The other options I now own would be up in the air till time to sign on the dotted line. But of course there are no redos. Yet you asked so those are my thoughts.