Should I just tell my date to give up on his dream of a major career in the music industry
why do you want your date not to pursue his career?
It doesn't seem possible to me.
you're expected to encourage your date to pursue his dreams. It's mean to tell him that it's impossible to make career in music.
I'm going to just do it. I can't wait to see his reaction
Would you really want him to give up on his dreams? That may be the only think keeping him going and stripping him of that hope might make him depressed. Wouldn't you rather see him happy in life?