Like, in my head, that lawn needed to be green with no weeds when I listed the house. 

Thank you for doing that work to make it easier for us to engage :) I can only speak to #1 - yes, if you use the cash that you pulled of property #1 to buy #2 and #3, for instance, you would have mortgage interest, depreciation loss, and operating cost deductions from each of the 3 properties. 

Because for instance what If I went to the seller and said hey I want to buy the house at 700k but I want you to seller finance, here are the benefits for you.

That has definitely not been my experience in Orlando (tenants have to give me at least 30 days heads up that they are moving, I put it up on Zillow and usually by the time they leave I have a new tenant coming in.

I'm talking head down, nose to the grind stone, geek out sessions where we develop in depth and thorough spreadsheet checklists and systems for each process.

It's a tough time to wrap your head around at the moment, for us all..

Son is heading off to college next year and looking at possible multi family that he can either house hack his freshmen year or sophomore year.

For instance, selling shares (securities equities) and not entering into partnerships has some advantages, some different types of issues. 

@Patricia Steiner nailed the failed economics of it but it's over their heads.  

When you see the rent #s vs the sales price #s, it will make your head spin in many many cases.