Now, we need to look at the law.First, pursuant RLTO Section 5-12-140(a), no Chicago rental agreement may provide that the landlord or tenant agrees to waive or forego rights, remedies or obligations provided under this chapter.Second, pursuant to Chicago RLTO Section 5-12-080(d), deductions may be made to a Chicago tenant’s security deposit for only two (2) things: (1) any unpaid rent which has not been validly withheld or deducted pursuant to state or federal law or local ordinance ; (2) a reasonable amount necessary to repair any damages caused to the premises, reasonable wear and tear excluded.Based on a clear reading of RLTO Sections 5-12-080(d)(1) and (2), a Chicago landlord has the right to use a security deposit for unpaid rent and the tenant has that same right.

Financing it (and causing problems with current lender) are a huge pain and even insuring it is difficult.  

This can cause some installation issues when running the wall cabinets to the ceiling.

I have had tens of thousands of dollars of damage caused by 'good dogs' and "wonderful, loving" cats-some so severe that it was almost better off to demolish the property.Even if I accepted a substantial ( and by substantial, I mean $10k or more) pet deposit  I still run the risk of exceeding that if enough damage is done. 

@Kyle Wollin I've only read a little, but what would cause you to need "switching it from the section 515 to the regular market"?

Tenant accepts liability for alllandscape damage and/or replacement of such, if caused by neglect, abuse orlack of water.c.    

You can't , legally, just go in evicting people without cause.  2.

I own a townhouse near Boston, and there is a leak in the roof caused by an ice dam. 

I plan on living in a 2 unit multi-family so I'm not trying to put myself in harms way.

I agree with Tonia, root cause?