Sounds like you may have already done something similar, so it wouldn't be like you are stepping into unknown waters.I prefer to take that kind of buying power and get 2-3 rentals in Tacoma over 1 rental in Seattle or Bellevue.  

Exit strategy includes either sell for cash (preferred) or lease option if necessary.If you are near South Bend, let's meet up and discuss REI.Nick

While we all prefer to use people we know and trust, it really makes no difference...the title co. does their work as per industry standards...unless of course you're trying to do some funky double close/assignment you're trying to keep from the seller. 

Believe me, it's expensive.One of the phenomenons I've learned the hard way is what called getting "home-boyed" which refers to a local judge giving incredible preference and bias and ruling in favor of a local attorney vs the out-of-town carpetbagger attorney.

As far as the mechanics behind the scenes (promissory notes / assurances on the obligation) - I don't know the specifics.  

Currently my goal is to renovate my primary residence here in Monroe County, then sell or rent it (Preferably sell). 

Usually I prefer vacant possession but we did buy a 5 plex last year with 2 vacancies that lingered for 3 years.

But that all depends on the buyer and their preferences, the way they finance their deals, how much they'll want to do on the repairs, and etc.

If you have time, shoot me an email with your Oahu areas of interest or areas you stay away from, your typical ROI requirement, what types of properties you prefer, and your budget.

A lot of Chinese buyers have gone to Seattle but Trump makes them nervous (me as well) so I don't think they're as attached to US markets as they are Vancouver and if Seattle implements the same anti-foreign measures as Vancouver I think they would choose Vancouver over Seattle.The capital controls are mainly focused on corporate purchasers and the smaller time players but I'm assured that the really wealthy/connected can still move money out yet flows are lower.