The only reason I can think of for somebody wanting to use a legacy address would be for message signing. There is no benefit to using this type of address.
Message signing is the complain some people do make, but it is not just a genuine excuse because I signed my first message using segwit (bc1q) address when I was a newbie.
Is it harder for some reason to sign a message using a segwit address than a legacy one? I just signed a message yesterday from a native segwit address, and it didn't seem to be any more difficult--though it's been quite some time since I've had to sign something, and last time might have been from a segwit addy as well.
Oddly enough, the bitcoin faucets that still exist (or at least some of them) only let you withdraw to legacy addresses, Cointiply being one of them, and that was true of Coinpot before they quit the faucet business. And if you buy something like a Ballet wallet or an OpenDime, the address they provide you with is a legacy one. Not sure why that is, but I think it's high time everyone moved to segwit.
I still recall when segwit was first introduced and all the heated discussion about it. It was wild.