Acknowledge failures as failures and accept them and encourage continued effort when what the kid is trying to do really is something he can work to achieve. 

It's easy to search on Redfin/Zillow with the keyword "ADU" now.I found some recent transactions data (almost all from second quarter of 2021) in the bay area that might be of interest to you: https://www.redfin.com/CA/Camp...https://www.redfin.com/CA/San-...https://www.redfin.com/CA/Sant...https://www.redfin.com/CA/Sunn...https://www.redfin.com/CA/Sant...https://www.redfin.com/CA/San-...You can see that in all of these cases (whether with detached or attached ADUs), ADU added more value than the estimated construction cost, which shows that building an ADU can be a proven strategy for bay area home owners to not only improve cash flow, but also immediately add equity value.

If you are willing to pay a decent amount for good data and lists that aren't as easily affordable as what someone who can afford Propstream could get, then there is Audantic, which the folks in my master mind has good data/lists.

Best case scenario would be 20% vacancy (could likely do better but I want to hold back a few dates etc), $650/night which is easily achievable, plus tax savings gives COC of 51% and IRR at 5 years of 70%. 

Might take 200k all in especially if you're leaving some cash in a contingency fund (recommended). check out airdna and see what occupancy and lease rates look like in your target cities. this should help put into perspective what kind of cash flow to expect then cross reference that data with zillow listings to see what type of purchase prices you should expect. 

They have absolutely no realization that the reason the appraisal report was turned in so late is because the alternative, using the $475k data point on a $600k transaction, would have sunk the deal entirely! 

There should be no need to speculate- The market around you should provide data to determine if adding square footage is worth it.

The data ranges from appreciation of median home price to job growth.With an overall rank of No. 2 on WalletHub’s Best Places to Buy a House list, Austin also lands in the No. 1 spot in terms of large cities with hot real estate markets.https://austin.culturemap.com/...

I have access to the MLS to see listings right away and can accurately run comparatives and look at all data myself. 

HOWEVER, the data shows that the majority of people moving in are coming from areas like San Francisco and New York.