When you sell the property you can use the IRS process that is appropriate for how you are using the property. 

If so, then your plan of doing 50 or more BRRRR single-family houses (or maybe rehab and hold a few "economy" apartment buildings) might be appropriate.

Contact your local rental association or an attorney that specializes in landlord-tenant law for your jurisdiction to find the appropriate legal notice for your situation.Good luck!

Your proposal above is very big picture, appropriate for the format, but finding, acquiring and managing those first couple properties is always going to be the toughest part.

On the other side of the coin, don’t let let that hold you back from taking action after an appropriate amount of education.My interests and strategies have evolved, but I would definitely recommend buy and hold for you for a number of reasons, such as the great tax benefits.

I'll get around to a proper intro in the appropriate forum and adding some profile info sooner or later.I have a 2-family rental in Boston that has appreciated considerably since we bought it but rents haven't kept up.

In addition, how do I know if I'm receiving an appropriate risk premium for the extra risk I'm taking on in a Real Estate Investment when comparing to just investing in stocks?

Give appropriate notice of the HUD claim. 

I like to rent a duplex I own to the organization that offers halfway houses to rehabilitate convict when they come out of prison does anyone have any experience with this?

Can you guys help me I like to turn my property into a halfway house for ex convicts to rehabilitate as they transition into the workplace.