My condo association is small and we do allow short term rentals so that is not an issue. 

The ones that went badly were when a tenant met the inspector at the building (without our knowledge) and created issues.

Consider including clauses for subleasing, as college students may need to find replacements if they study abroad or graduate early.In terms of management, be proactive in addressing any maintenance issues and establishing clear communication channels with the tenants.

Be prepared to explain your issues and why it did not work out.  

Building the homes on shovel ready lots won't be an issue to find lending for .

The ADU is being promoted heavily these days because it helped government on housing (while they're the one that's causing housing shortage issue at beginning) and at the tail end, they would raise the tax for ADU.So.. if you build ADU, is the house gonna sell more or not ?

With DSCR loans, none of the problems you are facing would be an issue.

Where you can run into issues is pet urine.  

A friend, relative, or business associate might be this.

If you are working with a large PM company and you have an issue 9 times out of 10 you have to go through a hotline to call.