That is the problem We have with holding at point.

They failed me once because the tenant ran cable through a room without securing it against the wall and put a shelf in front of a downstairs window, apparently an access violation even though there is a sliding glass door right next to it, then said they will withhold my rent if tenant doesn't fix it.  

:-(Not tying to scare you, but your best bet is to NOT WAIT for estimates and send pics and your best guess as to what things are going to cost (outlined in a line item letter with corresponding amounts foe each item for which you are withholding Sec Dep $$).  

Such as a Tenant can withhold rent for essential services not being provided.

I fear them withholding random fees mentioned above and in general failing to hand-off any leases/notices/payments to the incoming property manager. 

I'm thinking of offering him to change his lease to a 6 month term and withholding his security deposit.What would you guys do in this situation? 

Louis/Cleveland have had steadily declining populations, any investors with holdings in these areas have comments or thoughts on this and its effect on the local areas?

In your previous dealing has the title company handeled the tax withholding or was that done in some other manner?

If they were section 8 previously the standard of care for the landlord to get rent payment and the standard of care for what might be found in a typical rental are different.Section 8 you get inspections and the inspector can be overzealous with demands and withhold the rent payment until in compliance.

I would like to purchase in my own name (without an LLC), but do not want to be subject to the 30% withholding tax.Has anyone had any success purchasing in their personal capacity and setting up an ITIN?