Why would he ssya this? does he mean it?

Anonymous
I was telling this guy who i wasn't dating because we couldn't date, that i was tire of feeling bad around him and i was cutting contact and as I'm walking away he says something a long the lines of 'I just want you to be happy... even if you're waitress for the rest of your life'.

Im in college graduationg soon and i keep these jobs as a jobs to make some extra money, and I did fear I wouldn't be able to do more, so it was hurtful to hear that but I want to understand why if he was
A. Saying that I wouldn't be anything else
B. Trying to say something hurtful

and why?
Why would he ssya this? does he mean it?
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