However if I do a BRRRR I can achieve infinite return by extracting all of my investment.

I don't know of a coach matchmaker app.My current coach bumped rates to $1000/hr and I didn't feel I was able to extract that kind of value from our calls thus far.Examples of issues I'd tackle with a coach:- How to meet goals and tracking down the missing pieces to make them happen.- Lots of leadership/management guidance (I'm mostly lost in the woods when it comes to managing my employees)

Hello fellow Canadians,does anyone know of websites similar to MLS for extracting lists and leads?

If you plan to owner occupy forever, the appraised value could still impact your plans because the appraised value will impact your options to extract cash (refi or HELOC).  

In the video i was scraping Durham NC area listings on zillow, data extracted includes property name, zestimate and price then the app. automatically calculated the zestimate and price delta.

This implies 1) There will need to be market appreciation to be able to extract value via a refi or selling 2) It is cheaper to buy a property with an existing ADU than to add an ADU.   

The appraiser will (or, at least, should) find other otherwise comparable properties with finished basements, and extract value from that by comparing to ones without that sold.

If the ADU adds a value less than the hands off ADU addition costs, this impacts the investment in that it can make it difficult to extract the ADU investment via a refinance.  

This will consume multiple years of cash flow to recover the initial negative position.As you indicated, the issue is not only that the initial negative position consumes years of cash flow, but it also implies the ADU investment cannot be extracted until appreciation has been high enough to make it possible (this could also take years).My initial protege had a 1 BR garage conversion ADU that hands off would have been ~$100K (value just before COVID, it would cost more to build today). 

I may extract equity later through sale or refi. 3: Hopefully property will increase in value but I didn’t model it in since past returns don’t indicate future.