Its deliberately up to you how you define "better singer"; objectively, based on who has the better range, etc or subjectively, based on whose sounds you like the most.

I'm interested to see which you'd choose based on the vague wording. If you forced me I'd probably have to admit that Richie is more skilled nowadays given that Jon whines in order to high notes. However, I'd still rather listen to Jons half assed attempt than Richie on good form.

In the poll I voted Jon for 80s, 90s, 00s and Richie for 2010s based on the fact that I'd still rather hear Jon in the 2010s but I have to conceed Richie is probably sings with more unbridled passion/drunkness than Jon nowadays.