This includes having a solid understanding of the real estate market and taking calculated risks.In terms of advice, I would recommend continuing to monitor the cash flow and ROI of your current properties, ensuring that they are producing consistent returns.

I know many online providers often have various disclaimers on their deliverables and they might not be monitored and properly updated for changes in circumstances (estate planning).

Our County will not allow us to list on VRBO or Air BnB unless we list as a monthly rental, and they do monitor those websites. 

Continually monitor and evaluate. 

It creates a layer of complexity to keep it functioning, your guests may not understand/like it, and I personally would not stay in a place with any kind of electronic device that *may* be used to monitor me.

You can technically bookkeep it separately but it will be much easier to monitor and manage.Most of the cases, one bank to receive rent and pay expenses for the property which means one financial state per property.

Being out-of-country, we face multiple challenges like not being able to drive-by to check out foreclosures, no "driving for dollars", no physical monitoring of maintenance work, not being able to sign mortgage loan forms without a notary (which is expensive), having no credit score and hence making it difficult to take any loans, checking the neighborhood out physically at different times of the day, etc...

I read they will also require owners to monitor the noise and such.

Much of the routine work like checking weekly on the property can all be monitored through google home or other software, i simply don't know any platform that manages multiple houses.

Our tech stack: Hostaway, Pricelabs, Breezeway, Zwave Locks (Rboys Rental Lock Automator), Minut Noise Monitors