This may affect value or time required to sell.7) Adding an ADU does not make the property a duplex.

If for some reason I have a weekend open in season I will reach out to my handful of repeat guests and offer 10% discount.

Markets, geoglobal conflicts, recession, inflation, jobs can all affect that but time will tell. 

As experienced investors keep repeating over and over on BiggerPockets, don't fall in love with an investment property, as it's all about figures.

He has indicated he wants to move back to San Diego but the cost would affect his quality of life.  

Office; AND$5M or more in revenueSEC regulated investment companies + certain business already under strict regulations from the Federal Gov't"How many investors on BIgger Pockets have 20 + full time employees that this will affect?

Owners do NOT pay PMC's enough to risk violence.4) How is their inconsistent communication really negatively affecting the management of the property?

They have done his successfully in the San Iego market repeatedly.  

This affects which strategy you could pursue.

The other question I have is if anyone has tried this on repeat, like with standard house hacking (live in for a year and repeat).