It is increasingly more difficult to pay of even one mortgage when you are cashflow negative, let alone multiple.

I contacted Buildium and they confirmed they do not offer credit card tracking, but offered a workaround which was to set up a credit card as a bank account, and when there is a balance it's just always negative in the bank account, and this would allow you to track individual purchases like it was a checking account.  

I have not had a single one of the negatives people seem to think is above.

In my opinion, you are going to find positives and negatives in EVERY MARKET and you will also find investors crushing it and getting crushed in every market.  

Mostly people with minimal RE experience are adding a single ADU and they often make that choice based on cash flow without taking into account the negative equity position.  

The negative is it doesn't have a mobile app (yet.)

This means you may need to put more down on one home so it pays for itself.Here's Coach Carson explaining the simple concept in under 20 minutes.

They are the worst company to deal with ever.I then asked a few other real estate attorneys and their response was the same.The negative reviews shared are exactly what happened to me.In addition i have personally had over 100 loans in my lifetime.

That’s 3 months of mortgage out of pocket and can make Chas flow negative. im also curious if people have experience doing section 8 in b neighborhoods or just c and d 

In the example you outlined and in the case of what a lot of people are doing right now (super high LTV underlying, negative equity on wrap, 100% financing for the buyer, low note rate, etc), then no, this wont work, primarily because whomever created the wrap note is either an idiot or a fraud.