If you cannot clearly articulate why these are strategic locations that will reposition themselves and the guaranteed rent is the only way to secure paying tenants then you are operating a business, not investing in real estate.  

Keep in mind you need so many different website plug-ins and features and you have to make it secure for credit card processing.

Also, what about internet, trash and security?

The vast majority of lawsuits against Landlords are for wrongful eviction, security deposit disputes, and Fair Housing Violations.

For example, each of my properties has a main account and the sub-accounts under that for CapEx and security deposits.

The short version is this:  If you're willing to pay (considerably) more for the security of guaranteed rent, they are probably worth hiring.

My tenant of 1 year just moved out recently (work transfer), but during the move-out inspection we found that one of the 10X10 bedroom has all four side of the wall covered in screw holes from the time they used it as a computer room (I believe the holes were from the sound deadening foam that they used to attach to the wall) So I was wondering what would seem to be a fairly reasonable cost to be deducted from their Security Deposit for the excessive holes and needing to repaint.

I have heard mixed responses on whether to charge both first and last month’s rent and a security deposit, or just first or last month’s rent and security deposit.

The vast majority of lawsuits against Landlords are for wrongful eviction, security deposit disputes, and Fair Housing Violations.

Think of all the things that could go wrong and see if the lease addresses them: unauthorized pets or tenants, early termination, security deposit, lease violations, late rent, eviction, lawn maintenance, parking, etc.5.