But have seen the holy grail with remote workers and digitizing everything so it’s hard to even consider going back to 50 people in an office lol Keeping it a lean machine 

I couldn't believe this for digital software having to give "notice". 

These techniques, while still doable today, had its heyday in the 1970s and early 1980s when double digit interest rates combined with no due on sale clause accounted for the majority of real estate sales activity.  99.9% of loans are such that the lender wants to know the source of the down payment.  

Getting creative with the hard assets opens up endless opportunities and can bring your cash-on-cash return to triple-digit returns.The attached picture is of a 1971 mobile home.

I wouldn't be able to take on any of ARB's triple digit unit defaults; I'd be looking for smaller MF properties.

My MTR is suited for travel medical professionals and digital nomads so I market it only on Furnished Finder.

Simultaneous to the self-showing options, digital contract signing options like DootLoop and DocuSign became standard and normal.

I think I have most of the kinks worked out but I'm looking for software (preferably free or very cheap) to digitalize the payments and bookkeeping from the house members.

You can upload leases and other documents, including scanned and digital receipts. 

As others have mentioned, you will likely see cash-flow opportunities on the North and West side of Jacksonville.I personally think there is room for appreciation in the Jacksonville market as population has increased double-digit for the past 4-5 decades.