Vet here, also former libertarian, current father.
People smell bullshit, so ask genuine questions. If you have an agenda it wont work.
Ask about what kind of role he sees for government, and ask about situations you find troubling and what he things the solution is.
Ask about specific people you may know who are too underprivileged, young, old, infirm to be self sufficient and bootstrap themselves.
Generally give real thought to your opinions and ask him about his. You really can't change people by wanting to do it, you have to want to understand them first and then enter into dialogue.
I agree this is likely to cause suffering cause relocating sucks, and there probably isn't shelter space for these people.
He has a valid point that the camps have a lot of negative impacts. I've seen fires started,l in my city, heard horror stories about the conditions that develop.
That said, I don't know how much better the alternative is.
About housing, I mean, it takes more than a few years to build the tens of thousands of houses needed, and every year the state assembly is doing more to help with building more dwellings and preventing local govt and orgs from blocking construction. I'm not thrilled about response but it seems like they're doing a lot to help with infill development. I'm not an expert, so feel free to correct me.