Additionally, your brother would inherit your cost basis for the gifted portion, potentially leading to higher capital gains taxes if he sells later.

. -- and they find deals that could be good for all of them - and everyone is helping each otherI think BiggerPockets will be a potentially pretty reliable place - I know that there's different roles, "finders", "buyers", "sellers".... maybe I can just find deals, and connect people together, and get some kind of small finder's fee for it, or something.... ok so that first 10-20k is important to just be able to provide - when getting into this....

It doesn't really feel like enough of a reason to expose ourselves to the risk of a costly potential litigation.

And there are still deals here that cashflow and have appreciation potential at affordable price points. 

I'm looking to potentially do the same thing in Queens now where there are some more affordable mutlifamilies.

It's the conclusion you came to before you wrote the post I know but bringing up the challenges might make you realize that you might have to offer a heck of a good deal to attract a potential partner.

She has stayed in my property for free for four months, and if she keeps appealing everytime when she's given a 7 days moving out order, she could potentially never pay rent or move out.

At the time, his offer was low, and I had potential plans for that space, so I turned him down.

Happy you joined the party.. how soon do you plan to start crunching numbers on a potential deal?

Just say no.I would almost never do this trade unless all my downside, including potential unknowns, were completely compensated for.