@Caitlin Lutenske-LoganI'm curious as to why you're interested in such an involved plan that has enormous set-up costs, as well as continuing management costs. 

You want to talk to @Abel Curiel! 

The South Shore is continuing to morph. 

Eventually, we came to the realization that in order to be able to afford to pay for all of the tech, automation, remote workers, etc… we had to start being profitable so we can continue offering above par value with property management.

I am not evicting them because they are still paying the rent but I don't want to continue leasing to them come Oct 1.If I give them notice of non renewal long before the lease expires, they will get angry and thrash the place.

@Emmanuel Ojo-Powerson IIlets talk tomorrow.

Every state and country are different though which is why it’s important to talk directly to them to figure out their methodology and the anticipated taxes based on your purchase price. 

Sheena,I'm not familiar with Florida but long term rentals have continued to outperform almost every asset class over the past 15 years. 

So first talk to a lawyer. 

You can pay less tax on your w2 via having the spouse that goes full time real estate qualify as real estate professional, and then continue to grow by buying more and more properties.