I would not say older stuff is “outdated”. There are many classic speakers 20, 30 years old that would make me happy.
But also true that technology marches on. Coils, resistors, and, especially, capacitors are better than ever. Drivers are somewhat of a mixed bag. The coax driver in my Thiel CS2.4 is superb and holds up well against most of today’s drivers. But there are also breakthrough products like Vandersteen carbon driver that really set a new standard. Of course, those are $$$$$.