having too much experience can be bad. it can lead to complex thinking and underestimating the opponent. i think the reason kakuzu lost to naruto is he think too much but at last he has been tricked by a simple trick, so thats the disadvantages of having too much experience, hehe
past experience also will influence the behaviour of kakuzu, he might have guessed the trick too early because he think this is childplay, by doing so his perspective is blocked and he didnt the trick naruto pulled.
by the way, this is the longest post i'd write but it seems this cannot match the heavyweight in this forum, hehe
sometimes its scary to see the essays from them!!
but its enjoyable to read though...