Converting one side of the house to a separate unit.

I am exploring the idea of removing the stairs in the main house to the 2 floor and stairs to the basement to convert the 2nd story to a separate unit(add stairs outside) and convert the basement(cut egress door). 

"It is not legal to divide an existing dwelling unit into separated living spaces, thereby creating new dwelling units, without first obtaining DOB work permits,"  That would be an illegal conversion and can result in violations and other enforcement actions.

That is why I think that it is a vital separation between a person that just becomes a member and posts a logo up versus a person with a designation.I tried to condense my thoughts so I hope that makes sense. 

2-4 unit is probably better than roommate hacking due to separation of "friends" from business.

My fear now is that by posting it on Airbnb I put it out for the world and I believe technically it can’t be rented separately but zoning said they would just tell her I have a permit pulled or it was just people who are renting my other place on the same lot so basically really no way to prove it.I was thinking instead of a kitchen is just rent it out 3-4 months a year with an outdoor flattop grill on the patio a nice seating area and maybe an outdoor sink.

If it’s a completely separate unit in a multifamily, typically tenants are responsible for utilities to streamline your costs as much as possible.

They are appraising my duplex as two separate single family dwellings. 

In regards to the damages, I have them sign a separate document that is called a lease addendum wherein I have all the policies spelled out and made them responsible for actual charges of any damages and called out water damage to be reported within 24 hours or they will incur a heavy cost of fixing.

I recently separated from the National Guard after 6 years of service.