I'm in my late 20's but have always had an affection for older things. 'Bespoke' and 'vintage' and 'made somewhere other than China' is generally cool with contemporary 'hipsters', but it still seems a bit hit or miss when it comes to people appreciating old bikes. There's been a growing enthusiasm for bikes in general and 'vintage style' bikes like what Linus and Public are coming out with seem to be popular with a certain subset (though I think there's still some mistrust of the legitimate old ones being safe or quality vs the faux old ones (despite the latter generally being 2-3x the price and 1/2 the quality).
It seems like smart business to praise the bike someone comes in with (unless it's a BSO... but then maybe some people working in bike shops lump anything not new and carbon-y in with Walmart bikes?) I've been to a couple of local bike shops where I feel my bike is... dismissed a bit. Not only am I not inclined to buy one of the newer ones (not that there's anything wrong with a new bike!) but I suddenly feel a bit indifferent to picking up that bike pump or getting a tune up done there. The ones where I've gone in and they've gushed over it a little, or even just said something generic like how it was great seeing one of those on the road, makes me feel all warm and fuzzy about the shop and that's where I end up putting my money.