I still have to make a few modifications, but looking for thoughts about using this instead of a traditional paper application.Click for Rental ApplicationThanks!

The property is currently modified to accommodate two families but there are no documented permits for the modifications done to the property? 

Old victorian houses that have had a million add-ons and modifications from drunk uncle Jimmy can take much, much longer.We translate from drawings to Archicad.

When this happens than you end up tied to your loan documents as they are written – no leeway unless you want to pay for a modification, if they might even consider one.

He toured a unit that we have ready for rent and agreed to releases the CO with some minor modification.

The future commercial use could be the modification of the house (e.g., use as a doctor's office), or an entirely new structure (a medical building, for example). 

If you offer other 'services' like Short Sales or Loan Modifications, then Property Solutions might fit better.

The police and the courts would most likely laugh at them assuming your lease prohibits satellite dishes or modifications without your consent.

Do you know if she would qualify for a modification ? 

Before you continue down the modification path much further I'd get in touch with someone who specializes in garage conversions or ADUs and get an approximate price and timeline and run the numbers again, it seems like you may be underestimating the cost, time, and difficulty of a project like this.