Also, what about internet, trash and security?

A double security deposit can. 

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

Based on my reading of IRS Publication 523 (Selling Your Home), it appears that I must report the sale of the original property on Form 8949 and Schedule D, given that I received a 1099-S.

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

Give them 24 hours to pay the security deposit and sign the lease.

I used to go to the sheriff sale and they would scoop up so many valuable lots and wouldn't allow bidding to the public.

With 100 properties at those margins, the public markets would assign a 10x multiple on revenue, equaling a $258m valuation (100 properties * $21,500/month * 12 months * 10x).

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.

For instance; depending on the price range of the unit, people may be buying a place to call home; or they may be buying a sense of security that is economically stabe and affordable; or they may be buying, in the case of a luxury rental, prestige and a sense of accomplishment in life.