I have been passively looking at the small multifamily homes for a house hack, but the biggest hurdle is finding one in an area we both are comfortable to live. 

It can also be slow to get a tenant in using section 8 programs, since there are more regulatory hurdles to jump through.Other than that you'll find that the payer (mostly NOT the tenant themselves depending on the voucher value) pays on time, every time, no matter what (so far). 

That's unreasonable.

Why does it seem unreasonable, that "other" people beside PMs, could not do that?

Its literally the easiest way to combat every major hurdle.

The other side to buying in almost all of CA right now is that evictions are not possible by any means, never mind rent control on top of it, but if you are adopting tenants in a 4 unit its not likely going to cash flow, and unless you have the ability to do cash for keys, and you have tenants willing to move then its another hurdle to cross. 

I'll also look you up on LinkedIn for us to chat further.My biggest hurdle right now is capital.

Also, it still remains that cash is king, and sellers are much more likely to accept a low-ball offer if there's no financing contingency hurdle.

I'm also in college and have asked my self how to overcome the same hurdle you have in regards to getting a loan without having a job.

I don't think it's unreasonable, since new lease-ups in new const in Portland are giving a free month for a year lease.Remember, this biz is give-to-get :)