What can I do in the time being to help me with the decisions to come next Fall?

PLEASE do your due diligence when inspecting foundations on your future homes, especially in wet climates.

I'm in a space to do some house hacking, and am under the general (unresearched, unless you count years of Zillow watching) opinion that my local rental market is healthy.

I would only hire out for major work I can't do myself or emergency repairs.I've dealt with older houses before and the house may be fine for occupants but there's still usually lots of things that can be fixed / improved so it seems a house that isn't perfect would give more opportunities for ongoing maintenance of this sort.To me it seems fairly straightforward to meet the time requirements but I think I need to have extensive documentation?

Anything we can do to help- please reach out!

Not willing to do owner financing.You can use any title co you'd like, my title company will represent my side- so dont bother with funny business.

How do they know their investment will not be wasted?

Hi Zach, do you have some time this evening to chat? 

You have no guarantee that the company's value will increase or decrease but you have every reason to believe that over time it will do well.

but if you are asking if you should wait till you have a job or invest now, My advice is always to do it sooner rather than later.