In fact, according to a recent study, regulation “imposed by all levels of government accounts for an average of 40.6 % of development costs (NAHB, O’Leary).”

Depending on your situation and comfort level can dictate what kind of house hacking you want to do.

However, I have almost no trade skill knowledge so I'm looking at demo, cleanup, yard work, etc. type of jobs. 

I think the worst are the ones that will say they can do something for you or bring something to you then do nothing at all/fail to follow up or stay in touch (lack systems, organizational skills, and actual work to produce).

Your income level of $84-95K  plus 75% of rental income should make you a well qualified buyer.  

This level of organization ensures that nothing is overlooked.Remember, risk tolerance increases with experience.

But there's a lot to like about the Portland suburbs as well, it just depends on what you are hoping to achieve, the skills or assets you bring to the table, and your timeline.

The book talks a lot about what your long-term goals are, and also sets a framework for writing out your long-term goals, then helps you align what strategies in real estate investing might fit best into your life given what resources you have in terms of time, money, and skill.

But they are generally entry level younger people at a boring job. if you havent been 'encouraging' them with daily communication, I would encourage you to do so with with your point of contact. they may not be doing the necessary follow up needed to get a tenant in the home. and you inquiring everyday will most likely encourage them to do the necessary follow up.

So, look at your own situation—do you have money to invest, some valuable skills, or a network you can tap into?