@Jake Parks - If you're pooling money together and providing a return for people/there is an expectation of profit for someone else and that other party is not involved in the decision making/management of the deal , then you are creating a security and the answer to your question is a resounding yes.The big thing you have in your favor with partnering up with family and friends is that you have a relationship with these people already and that's the biggest thing that the SEC is looking for.

There aren't really any formulas for this, your best bet might be to look at the pictures in rental comps other than that I would estimate the difference to be about $100 in rent for every $1000 of rental value if everything in a non-updated unit is clean, usable and looks reasonably nice.

If you yearn for the "fresh" air of the outdoors, build a gazebo in your backyard and keep you indoor air clean.

It was quite the challenge, and involved a lot of extra management time.On anything I do that is outside of affordable housing, part of my screening process for new tenants is that they have to apply online.

That would KILL your IRA and create huge tax penalties.There is a retirement plan based structure know as a Rollover as Business Startup that allows you to take existing retirement funds and use them to capitalize a business in which you are directly involved. 

Don't discriminate, have the house safe and clean. 

Do you want to pay them to leave the place and clean up before they go? 

Two different agents involved on this one.

I am not involved in wholesaling at all but anything landlord/property management is my life.  

There’s some work involved, but it’s certainly less risky than doing flips on Maui in my opinion.