I'm with 199th MP on this. I've collected watches all my life (quartz, mechanical & self-winding, pocket, wrist, whatever) and still think nothing beats the old school stuff. I won't say that it's NOT becoming more of a PITA (not to mention expensive) to find a qualified person to do the upkeep/repairs on them. All-in-all though, even my 14 y/o son says (& we don't agree on much, let me tell you)... the coolness factor for something that goes tic tic tic tic is way higher than that which goes zzzzzzzz, especially if it's an Elgin, Waltham, Bulova, Hamilton (or even Benrus) and it has a sweat-stained OD canvas band. Being a scrounger helps too... keep your an eye pealed for more 10 buck deals on the same type of watches you have. I've found that if you walk in with a bag of spare parts, your watch guy will often barter with you on repairs costs.
BTW, that 14 y/o can't wait for the day he gets Great-great Grandfather's Gruen Verithin pocket watch or dad's Oysterdate. I guess the lad might turn out ok after all.