I'd be 100% in the Cayman camp. A virtually-no-options GTS stick shift would be the sweet spot for me.
The 4-cylinder 718 surprised me. It does sound better than I had expected, and it sure goes like hell, but it just didn't sound like a Porsche should. It could've been a Golf R with a fun exhaust. These days it seems anything with a Porsche crest commands silly money, and the pandemic has only made it absolutely ludicrous. A year and a half ago a nice Cayman S could've been found for low 20s. Now it's a low 30s car. What will it be next year? Hopefully maybe mid 20s again. Even base model and low trim cars seem to have no trouble finding buyers these days. Finding them properly maintained is a far bigger sticking point for buyers than how optioned up they are. That said, there are a few things -- like proper leather -- that people seem to expect and I think if you cheaped out on that, it might turn off some future buyers. But all the over-the-top customization (or the 'special' models -- like Bob's 25th Anniversary Edition) rarely seem to command the resale people might hope.
Curiously though -- and maybe it's me just trying to justify my station in life -- I really don't think I'd get 4x the enjoyment out of a new Cayman GTS than say, a 12-or-so-year-old Cayman S that I can modify a bit to be exactly as I'd want it. It's still 'exotic' looking and sounding, it still offers relatively modern Porsche driving experiences, and it's plenty quick enough to be thoroughly fun -- especially here in Ontario where even 40 over in an 80 zone (very easily done) gets your car impounded.
Winding out that 4.0 engine is glorious, but without a track, you'l never see the top end of even second gear these days.