I own 2 real estate rental properties with $132,000 total passive activity carryover losses accumulated for both properties over 5 years.In 2019 I sold the less expensive of these properties.

If you don't get that nest egg started, it can never help itself accumulate and grow over time. 

I have done the "Buy five Rentals and then buy five more to accumulate ten Rentals in ten years.

Accumulate tax-sheltered savings separately in your employer plan.  

I am an investor from Canton, OH who would like to scale my business to generate more cash flow and accumulate more properties in addition to the wholesaling I have been doing. 

Years later, after accumulating a patina of filth, tobacco tar, or cooking grease, the ceiling was painted in latex paint, incompetently, with inadequate or no cleaning and of course no primer to speak of.

Do I hold it for regrowth, divide and make some improvements, sell as-is ...The end goal is to accumulate enough property holdings (or one large track) that could provide an income though harvesting of timber each year.

Hi Ronnie, Super sorry to hear that happened, I would document everything you can clearly on losses accumulated as well as proof of negligence on construction you say he has not done correctly.

You want to create value and acceleration with your money in the accumulation phase of investing. 

Back real estate taxes do not get wiped out in foreclosure, during the period you have the property for sale taxes are accumulating, insurance must be paid, the property is deteriorating, vandalism can be a problem, sometimes security is necessary.