We've chosen to keep the cabin off AirBnb this winter so we can ski every weekend with the kids. 

With that I have chosen debt. 

There’s a few suburban and lower income areas where I’ve chosen to focus for the single family lt rental search

These two areas are areas where many things can go wrong.Hope that sheds some insight on the quicker closings, because this is how they are usually done so that when you find a property all we as lenders have to do is to open escrow/title, order appraisal on rush (1-3 days instead of 5-7), pull title report, underwrite the file to the property chosen, ensure appraisal meets value needed, then clear all conditions, orderdocs, sign/fund/record/close.

I have chosen VRBO because it seems to work well here.

But if you tell me crypto...I might have something to say about it, lol.  

These types of loans I have seen done, and I've personally done a few in my chosen market.

A separate legal entity is the owner.Being a single-member LLC that has chosen to be taxed as a disregarded entity does not change the fact that the LLC owns the property, and Section 121 is only available to individuals who own and live in their primary residence.Of course, I could be wrong.  

We (frustratingly) deal with multiple agencies - as you do - and have chosen to not be certified (do business) with those that prove to be 'unappreciative' of the landlords' investment in providing quality housing to their clients. 

We have chosen to invest outside of the area although still in Washington.