For me when it came to hiring an attorney it was because I had exhausted all hope of our JV actually producing anything.  

, roofer to see if they are getting into the exhaust vent on the roof?

There are a ton of strategies but you being in Southern California, I'd recommend you exhaust every effort of trying to get started with a house hack here than going out of state. 

I understand BiggerPockets has calculators, an exhaustive list at that.

An Umbrella policy provides additional coverage if the limit on your Homeowners or Auto policy is exhausted due to a covered claim. 

I would, personally, let him exhaust all his funds on the purchase and then you come up with a loan that finishes off the acquisition financing and then holds the rehab funds in escrow in an account you and your brother sign off on for withdraws.I do not think I'd put a lean on the property. 

Prolonged enthusiasm can be exhausting (failed offers, tours, travel) one way to remain engaged is to stay connected and in constant communication.

I occasionally look at contingent comps if I can't find anything comparable and have exhausted all possible avenues for sold comps.

But 1000 sq ft is exhausting. 

Anyone can pull a list or drive for a list, hit it one time, and consider it "exhausted."