Well, granted, I got nothin' on Oscar -- but I think you're talking 'apples', and I'm thinking 'oranges'.
Most of my significant and germane experience with wheaters is 'older' -- as in, 'distilled earlier' -- not 'older', as in 'longer in the barrel'. And, I'll repeat what is, by now, a standard mantra of mine:
For any brand/label/distillate that spans eras (think, W.L. Weller, Old Fitzgerald, Jim Beam, Jack Daniel's, Old Taylor, Old Grand-Dad, et al), 'older' -- as in "distilled earlier" -- is better!

Regardless of how long it spent in its barrel!
More recently, current Pappy 23 is much more 'woody' and oaky than those bottled in 1999 and 2001, for example, and just not as good, in my humble

opinion. But, if you didn't buy those relatively limited editions, how would you know -- ya know?

I don't really like the current Pappy 15 everyone else raves about, at least compared to the defunct precursor, ORVW 15 -- just too much oak! But, if you've never had the latter, how do you compare the former?
In short, I'm just suggesting you categorize your generalizations within distilling eras -- because previous renditions may well be different animals altogether.