You have to become a licensed Broker. 240 hours of classes. ..accumulating a total of 200 points under a system established by the Commonwealth which designates points for certain transactions.

If it wasn't for o/time meals, o/time pay, paid lunches & auto mileage payouts of $300-$400/month I might have been struggling.I worked from 85-98 then retired, (regretfully) sold some of those that appreciated nicely, sold partnerships in others to pay down debt & then accumulate more & have not had a mortgage or any debt since. 

I didn't even think to come from the angle of laying out the actual costs to the HOA and the big daily fines accumulated.

If you are in the wealth accumulation stage, go for the best IRR possible with some positive cash flow.

All I did was scrub the 40+ years of accumulated grease off and gave a very light sanding and started staining. 

. ;-)So coming back to the retired folks: guess what, they have worked all their lives (let's assume that, for the sake of it) and have accumulated more or less wealth that now, coming from various sources most likely, generates a flow of income.

Through this process you should be able to accumulate 300k of cash that if you employed at just 10% would make you 30k a year in cash flow.

What put them in that situation...Medical; Accident; or accumulation of poor choices?

Accumulate the money for the househack.And then take your shot.

If you have a fair amount of equity in the properties as you suggest, then it seems that you may have held these assets for a period of time, by which depreciation may have accumulated to a large extent.