Why do you want Timothy to get a makeover. isn't his whole "ugly" akward nerd thing the whole point of his character?
Forgot to answer you, sry. Timothy‘s point is, I would say, the nerdy geek, the youngster and the caring good guy. These are his parts in my opinion. but ugly? I would say less attractive but not ugly which never bothered me the first years but after a while and playing other games with similar characters I noticed that Deep tend to make most characters not really ugly or really old.
For an ugly geek he should be way more chubby, maybe even small and with glasses and either a big nose or big ears and pimples on his face. That’s what bothers me personally year after year more and more. Timothy is the only geek guy and yet he still looks not hot but handsome with a resolve small belly, being relative tall and with a soft quite ordinary face. But again he is not the only character who should be updated to fit his character and niche more (especially as long as there are no similar other characters) like also Alfred. For his age he looks still quite „handsome“ and fit and still has a quite young looking body (which caught my eye after I played other games/comics with creators who really made bodies of old guys old and wrinkly) also there is no character with white hat and beard yet which would fit Alfred well in my opinion.
Long story short:
my suggestion would be to make certain bigger characters more characteristic for their character, age etc. aka more stereotype and prominent.
timothy: slightly chubbier, a bit smaller, less groomed hair, bigger nose, pimples /red spots on the skin
Alfred: hair can be still brownish cause it’s very plausible he colours his white or grey hair to not look to old but hey should have more wrinkles face and body wise more age spots and a groomed mustache which is not colorised to show a part of his true age and also shows he is a different generation.
For Timothy it might be too late now (still possible to introduce a similar looking friend of him) but Alfred is still very possible for a small makeover cause you could put it perfectly into the story since ppl his age make quicker jumps in looks (age visually quicker) and he could grow a mustache for good old times sake like… Vegeta tried out growing a mustache in a certain period of this time. Alfred is a gentleman and has a flexible attitude/lifestyle what would fit better than trying things out and let him look even more old gentleman?
But I already gave Deep these ideas/constructive criticism and he never reacted to it.