Ironically, it actually discouraged me from building a permitted ADU and opting for a nonpermitted basement ADU for au-pair quarters and later on airbnb (STR not allowed for permitted ADUs/duplexes etc) which seems to be a better return on investment vs. long term renter if living close-in. 

In my city not only do you need a permit but every household within a certain distance of your building has to sign off on it.  

Lastly, you could study permit data to get a better idea of how the relationship between supply and demand is trending in your target market. 

Both inspection reports called out a long list of repairs, although the previous inspection had more issues that I addressed before the new buyer's inspection.Buyer's claim: buyer send me the attached letter claiming that he bought the house because he thought it was renovated well and now he has to spend money on renovations and repairing damages resulting from the unpermitted workMy claim:The buyer had never asked for permits and neither me or my realtor ever claimed permits were pulled for any work. 

How much for permits and how long. 

Not only that but you need to know the cost of material and labor, in that specific area, plus regulations, permits, SID's, and something else will inevitably pop up.I would at minimum pay for a contractor to walk through it without you there.

Would be interested to hear what area of town this was in A client of mine has found success putting her duplex on Airbnb for a minimum of 30 days allowing her to negate the required STR permit.

There is very little except un-permitted 2nd houses on one lot. 

Essentially if the zoning of you lot/land doesn't allow a Hotel to be built then you can not receive a permit.

Lastly paper work and inspections, a GC should know codes and how to fill out permits deal with logistical end of things.