That's what tends to make it tricky, since now you're not only asking for a large sum of money to assist in the purchase, but also a potentially legally binding agreement that states you have no duty to repay.So, a HELOC/funds from a cash out refi or borrowing against your 401K will likely be much more feasible.

Is this legal, common, feasible?

I'm planning on downsizing to one of my other rentals eventually, and am wondering how feasible it would be to rent out the house to one family when I have a tenant in the MIL apartment? 

They are cheap.Ryan:I am a firm proponent of everyone should be accountable for themselves and agree that separate metering is the preferred way to handle utilities.However, I also know from experience it is not always possible (not all jurisdictions permit sub-metering) or feasible (ie. it may be cost prohibitive to separate water feeds to each unit or replace or replace a common boiler) to separate utilities. 

. ;-)As for any action with respect to this specific tenant: follow your lease and give him notice where feasible.

Would it be feasible or nuts to try & get money out?

My question for you great people is, does this sound like a feasible strategy?

And renting to longer term travelers (weekly, monthly.)Not sure many of these are feasible in West Oakland and North Oakland where I think you have most of your stuff Juan..

Maybe it would play out as you describe in front of a judge, but I just had a half-serious conversation about the feasibility of paying "cash" (greenbacks, not a wire or cashier's check) for a house and the title company said they will never accept cash.

So when we felt we would give this boutique style of service at a few hundred doors is not financially feasible at 500.Going back to your question of the perfect PM contract, I think first you need to envision the perfect PM company when its finished and how that will look.