I don't think it matters much unless you're trying to play pop music in clubs for young people or other commercial settings. That is, be an "entertainer". If you're a real working pro in a "wedding band", then yeah, you have to be very versatile and play old favorites and "Uptown Funk", too.
There's plenty of room, especially in the acoustic world, for young and old performers, and even older music. Hipsters in Brooklyn have discovered bluegrass, for example.
The ones that I think are the silly old farts are the rockers still wearing the long hair & goofy outfits into their 60's- old enough to know they're not going to be Mick Jagger...
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