wow, what an interesting post, especially the one where the "jono", the ex-owner of a beautiful plus 2 regrets the sale after buying a new Lotus sports car.
Interesting topic and I can so relate to this story. I love my classic cars, and my favorite period is mid-fifties to mid to late sixties cars. Purely because they are very basic and you get so much instant feedback.
I admire modern cars and my brother has a series elise which he lets me drive occasionally. Amazing car and although I could be tempted I prefer a more primitive car like my plus 2 or my Alfa giulietta spider.
My father still drives his Lancia fulvia sport at nearly 80 so it can be done.
Of course to some degree it depends where you live ( the roads, the population density, climate etc)
I live in New Zealand so my cars are perfect for these kind of windy, hilly and relatively quiet roads.
A speed limit of 100km/h also means that driving any modern car feels boring , in contrary to my fossils
At some stage I have to sell something myself, and that will not be easy. my general advice is keep the car you like using, the car that you instantly feel comfortable in. The car that makes you happy and gives you the fuzzies!!
cheers Robin