Which generation graduated from high school after 2000, tended to be very protected by their parents, and had high expectations set for them?

Hi, and goodnight from Canada!

To answer your question, this group of people is known as millenials. In my family, my parents love to poke fun at them, noting them as "helpless", considering they always need to be told what to do as opposed to learning things on their own. 

Hope this helps!