brush teeth, yes tho i do remind him sometimes!
wash yes showers every other day, he has long hair and is allowed to keep it long as long as he upholds his end of the bargain to wash it and brush it, occsaionally i say to him 'when did you last shower' as a reminder but he is pretty good.
change underwear and socks daily yes
know when to put clean clothes on, generally yes, occasionally i point out ot him he his wearing dirty/grubby ones!
share/take turns with siblings umm yes but he is not great at sharing tbh unlike his younger siblings!
play nicely without hurting his siblings, he can do but occasionally lashes out at ds2 and is told it is not ok, but tbf ds2 winds him up!
entertain himself, yes
play out with friends, yes
play with toys meant for toddlers, sometimes yes, esp if playing with dd an dds4 who are age 4 and 19mths!
do his own homework, yes he is really good with this actually!
look after his own property, umm yes and no he is a bugger for losing things!
hth :)