I think it's because it costs money to train them and they (mangers) think it's best to just send them out and hope they learn on their own.

ROI do not take into account time value of money (selling the asset at year 8 instead of year 2 at the same price, your ROI is relatively similar, but your IRR is far from being the same).4- LEarn to analyze your portfolio: aggregate altogether all your assets and analyze if there's any project cash flow that would be required (balance of sale, loans, etc).

I currently have two houses being built for sale and we need the money from our property.

Investment Info:Small multi-family (2-4 units) private money loan investment.

In either scenario you want to make sure you account for the "cost" of the money in your deal analysis so you account for your HELOC or mortgage payments.  

You will have to get the alderman on board (politics..) and then the neighbors about hours and parking..It's a cool project, it feels like you make an impact on the community, but I would only do that if I had too much money, nothing to do with my time and looking for a proper challenge.

Even if you lose money on the issue/deal, hopefully the investor makes note and uses you again.

Everyone sold and most for retail money, so don't expect bargains or flipping profits. 

Perhaps you can do low money down and live closer to where you are now?

Right before a downturn gurus always come out of the woodwork acting like they have this novel idea only to see their students lose all their money.