Tenant issues and Property Management

[Abdul Azeez]

I have a property in Memphis, TN managed by a Property Manager. The last several months there have been one repair after another. I raised a red flag to the property manager due to these recurring expenses for fixing this or fixing that. On Nov 1, there was a $235 bill (on top of other bills in hundred over the previous months) for a plumbing issue and now the latest bill for $1260 for doing some major flooring work in the bathroom. When I pushed back hard the PM had someone inspect the damages and has concluded that of the $235, $110 can be charged back to the tenant and they have also made a determination that the tenant owes the $1260. However they are asking me to front the payment with the balance going on the tenant's ledger. 

The tenant is leaving at the end of this month and has only a $1025 security deposit. The PM is telling me that they will inspect the property when the tenant leaves and any damages assessed over normal wear and tear will make it to the tenant ledger. My concern is that since they only have a $1025 security deposit, I would be able to recover only part of my costs. When I asked this, the PM is saying that if its just a matter of $300-$400 I should just forget it and its not worthwhile hiring an attorney unless damages exceed $1500. I have also paid an annual $75 inspection fee to the PM last month. My questions are:

1. Do I need to front the payment with the kind of explanation provided above where I will still not be made whole when the tenant leaves?

2. Should PM take some accountability for the annual inspection fee being charged and have uncovered these kind of tenant issues?

3. What is my best course of action as the PM says the repair has to be done now?