The danger of doing this improperly yourself, besides not having current and accurate financials as others have noted, is that you are likely miscategorizing items and possibly losing out on deductions.  

",  I assumed you were talking about 2 separate items...plenty of money in your account AND money set aside for a DP.

The pitfalls are everywhere if done incorrectly or doesn't include necessary items. 

This family has four children whereas the previous tenant had none, so it's pretty clear who caused the issue.My lease is clear:Owner will not pay to repair conditions caused by the Tenant, his guest or invitee or damage due to windows or doors left open, sewer/septic stoppages caused by foreign or improper objects in lines, or cosmetic items that do not impact the functionality or use of the item.

If it is something I received the receipt through email, it is even easier to attach the image to the line item.  

It is GP and can be reported under Other deduction - itemized. 

The Illinois tax can also be claimed as an itemized deduction (if you itemize deductions) on our Federal return.Please consult with your tax professional with any questions.

I let one tenant upgrade their faucet, cabinet knobs, electrical outlets and switches and when it came time to finally move out they wanted more for the the replaced items then it cost in the store. 

I recently purchased my first property and am going to begin house-hacking in the next couple weeks. Once my inherited tenants have moved out, I'll be moving in and placing new tenants in the unoccupied unit. Outside ...

When I sent the Home Inspection report to ABC Baltimore, it was the usual, “We will work on the items, we are very close, etc.”.