A bit of context: I'm currently a college undergraduate, majoring in history. I'm also the daughter of two academics. My boyfriend of about 5 months graduated last May with his BA in history. He's currently working a sales job that he mostly likes, but doesn't love.

That out of the way, here's the situation. Boyfriend loves history, and intends to go to grad school soon with the intention of getting a PhD in history and becoming a professor. Thing is, the job situation for history professors is [atrociously terrible]. I know everyone in the humanities (or the arts, for that matter) thinks they can beat the odds, but I don't think he understands how bad the odds are. I also think he doesn't understand what grad school is actually like, and he's expressed a very rose-tinted view of being a professor (he called it "a six-figure job where you get summers off", which is inconsistent both with actual salary data and with my personal experience).  This is something he's really passionate about, but I think he's setting himself up for a lot disappointment and heartbreak.

I know that, as his girlfriend, I should be supportive. We aren't financially tied, so it doesn't hurt me financially if he goes into debt. Even though I love him a lot, I know that realistically its unlikely we'll be together by the time he finishes he finishes his degree (things change, people move, etc). I just see what dismal prospects lie down this path, and I don't want that for him.

There's also the issue that as a history major myself, I also wanted to be a professor before my parents convinced me against it and diverted me to a (hopefully) more realistic career path. It's not something I want anymore, other than in the sense of, "in a perfect world...", but I feel like if the topic comes up I have to lie and say that I was never interested in to job, or I have to a hypocrite and say that I want something for him that I don't think is a good idea for me. 

So, WIBTA if I expressed my concerns for him, or should I just keep my mouth shut?