Take photos before someone moves in and after they leave.

i would check everyday to  gauge progress,catch mistakes.This way you know if you are on time and budget,the matierals are there and to correct any mistakes in the early phases

Will have to catch up some day!

My PM co. charges a signing fee, for each lease signed ( that's the catch you have to clear up in your agreement with the PM co.) they did this to me and i caught it, and straightened it out right away. if a group of 4 kids rented the bedroom, they would all sign one lease and i would be charged one fee, but if they rented each room to separate students, they would charge the same amount for each lease signed, imagine what that would do with the 8 bedroom place and your profit. i had to tell them they can't charge me like that that the fee should be based on the "House", 4 bedrooms, and that if they didn't sign a group that the fee should be divided into 4, so one flat fee. i did however tell them it could be another $100, only because of the extra paperwork, so say they normally charge a signing fee of $300 for a group, if they had to sign individual students the "house" would be $400, so $100 per room.

Odds are this tenant will never fully catch up on his rent and even if he miraculously does it will just be a matter of time before things go south again.It's a tough situation because you live there and I think you need to worry about you and your family first and foremost.

Agree in writing to a couple days for rain delay in the timing, and make the contract include a clause that if the timeline is not met, he has 72 hours to correct and catch up, and with that or no communications returned within 48 hours, you can consider him abandoning your project uncompleted and the contract severed...put a "If timeline is not agreed to and repairs are not completed properly, contractor does not have the right to put a lien on your property".  

That being said I'm looking to catch up on some of the must reading that I hear talked about on the podcasts. 

http://www.houzz.com/photos/855882/Master-Bath-Vanity-Using-Kitchen-Cabinet-Bases-contemporary-bathroom

@Jenna ThomasSome photos will get you better responses. 

For the roof at end of functional life, that is sort of a catch all for the inspector to say you cant hold him responsible.