Question

A person with high self esteem will likely have a positive emotional well being

Answer 1

in a some cases this could be true, but its possible they try to act like they are great even if they are not feeling well... just like some bullies

Answer 2

in most cases yes but sometimes when taken too far it can lead to egotistical thoughts that lead for this peson to speak crudely of others which will often lead to abandonment. It just depends on how high it is