He's homeless.
Another: Oh he must be A "Sheer" (as in Andrew Scheer) survivor...
The other: No, he's a Liberal (as in Justin Trudeau) job hopeful.
Sheer Survivor
Explanation
Explain Bear
Listen here, you wouldn't know comedy if it slapped you in your big ol' face! So there's this dude who is homeless, and one person jokes that he must be a "Sheer" survivor, get it, like Andrew Scheer? And then the other person says he's a Liberal, like Justin Trudeau, who is just "job hopeful". This is based because it makes fun of politicians!