There have also been times when I needed to put and pay for a hotel for such things as tenting a building, do major plumbing or big repairs etc….

After getting stung in my early days I now hire all repairs or cleaning.

I am not a LLC, just need the lender to lend, then I can repair the roof and get permanent financing. 

In speaking with the property manager she issued the Tenant a 14 day noncompliance letter to purchase and repair the garage door on his own.

An REO would be your best option as a first-time investor because the bank has to make certain repairs so it is livable upon turnover.

And you absolutely should do that for the past rents and any property damage (and lost rent while you make repairs).

I would be looking for a price discount to compensate for the repairs, lost rent, and eviction expenses. 

I've had this rental for 10 years and never had a massive repair like this.

For example, if you know how much painting should cost (price per square foot) then when it's time to pay for repairs you are ensuring you do not get overcharged.8) Plan for vacancy and unit turn and have a reserve (unless you make enough money that you don't need it). 

Commonly, with multi-tenant buildings, there is some leakage in NNNs, even if it is things like tenant pays for maintenance contract on RTU and any repairs up to $5,000.