Give tenants 12 months notice, 24 months if they are disabled or elderlyCreate your architectural documents (unit floor plans, site plan) Create your standard condo docs with an attorney (master deed, declaration of trust)Have a different architect come and provide a 'Statement of Condition' (this is the hardest thing to find - most architects will not be willing to take a small job like this - this is also only required in Somerville as far as I know) Complete an application to the condo board (meets once a month)Attend the condo board approval meeting, or have your attorney attendSubmit $500 fee per unit to the townPrior to closing, separate all utilities with separate meters (electric, gas/oil, even water in Somerville)All-in costs for 2 unit conversion...anywhere from $12k to $18k.

I see people routinely trying to rent a room in their place or attached apartments to only females.

Becomes disabled?

Bank loans routinely offer more competitive rates and terms in the larger markets like NYC metro, parts of CA, etc. 

Do you have someone doing routine inspections of the property.

Unfortunately, there are several wholesalers in the Detroit area (probably in other areas also) who do this routinely. 

I do a lot of the routine maintenance on our rental properties, and sub out more of the work on a flip. 

And now he's gotta deal with a big handful of complaints of hopefully a routine investigation from fannie mae just to make sure they didn't pull a fast one. 

It used to be a place where people routinely dumped their trash on the streets.

He must suffer from the common BP landlord literacy disability I hear so much about.