Brooks is a cult. Using one was such agony for me that it almost stopped me cycling altogether.
On the more general point, classic bike design works well. My commuter is admittedly only three years old, but it is steel. I've just replaced my 1995 tourer with one a couple of years older. My fast bike is a 1980 Woodrup. My other fixed is a 1981 Carlton. Much better than aluminium bikes, and, for all that I do rate the dual pivot brakes of my commuter over the sidepulls of the Woodrup, I still much prefer my tourer's cantilevers over V-brakes.
I've got downtube levers on the new bike. I prefer bar ends, but a couple of minutes was all it needed to convert back. Either layout is far better than the idiocy of indexed front mech with STI, which is the system we have on our (mid-90s, but recently updated) tandem.
The only difficulty with the ownership and daily use of a classic bike is not in the riding, but in sourcing decent quality replacement parts.