i.e property can't be rented with a leaking roof.  

Security deposit amountYou can find plenty of examples by searching for "tenant estoppel certificate doc" or exchanging "doc" with "pdf" for more options.Here is an example and explanation: Sample EstoppelSome have a lot of legal jargon but this document does not need to be so detailed.

I've used VA, Fannie, FHA , a commercial lender and they required extensive docs. my bank statement loans, DSCR, and Seller finance didn't require that much docs. 

If there is a leak I look at it.

Security deposit amountYou can find plenty of examples by searching for "tenant estoppel certificate doc" or exchanging "doc" with "pdf" for more options.Here is an example and explanation: Sample EstoppelSome have a lot of legal jargon but this document does not need to be so detailed.

Recently, we had a leak from the A/C in the attic.

God forbid you are sued and you try to present the LLC shield, even if you managed to not slip up and lose the corporate veil through a technicality, if it is shown that you were forbidden from moving the property into an LLC by your signed loan docs, the LLC will be stricken and will go right back to you personally. 

Hello, my wife is an optometrist and we are looking to use a physician loan to purchase our primary residence.We have some debt that we would like to payoff through a DSCR cashout refinance in am existing investment property I currently own and from there we hope to be in a good place for the doc loan.Our challenge is finding a lender that can handle both the DSCR cashout refi and the doc loan, since coordinating two separate contacts seems to add extra challenges.If you or someone you know can do physician loans (for optometrists) and also DSCRs I would appreciate being in touch.

Landlord Response:  Not my problem, lease says you pay everything.Roof leak:  Tenant says your responsible.   

Is the roof leaking to a point where its life is over and a new roof needed?