You will have to go there once to twice a week to make sure that trash doesn’t get out of control.

These companies and their leadership/owners don't care about anonymity because they understand how to properly operate their business i.e. avoid negligent activity while utilizing contract management systems ensuring all vendors are vetted with appropriate licensing and insurance and contracts with  indemnification are in place.

Then I(we) control everything.I know there are details to work out, and I am still in the thinking/planning phase, while I continue to save money, but is this a conceivable plan?

Most of the BRRRR literature, books, and podcast episodes were from before rates went up so the systems used to make it happen aren't as streamlined.

I just fund land flippers that need to control the land .

For example, bank accounts we control and specific investor capital accounts are all tracked in this same software.For our investor reports, each month we download spreadsheets, write a narrative for the month's performance and then export it all to a PDF.

I create a comp set to dive into the competition and analyze how many other MTR homes there are, what cleaning fees are being assessed, booking lead time, # bedrooms and competition and if EV charge, Pet policy and Pools make a difference.JURNY for a PMS system & channel manager.

Cross border taxation is very complicated, most developed countries like the US and Canada have sophisticated systems to ensure their residents pay taxes, and you are not likely to be able to achieve your goal of not paying Canadian taxes on Florida income while a Canadian resident. 

I like TurboTenant for it's simplicity (and I'm pretty sure it's still free..)I have a client who is a smart-computer-guy not unlike yourself, he has a system for analyzing deals in bulk.

Jersey City tends to fluctuate with rent control laws, right now they are more favorable for landlords then they have been in the past.