The investor is no longer dependent on just one asset to provide cash flow and appreciation.Estate Planning: This is a great estate planning tool to utilize when preparing an investors real estate asset to be passed down to their heirs.

How much are you currently cash flowing ?

West Lawn and much of the southwest side of Chicago is cash flow, not appreciation.

Remember, positive cash flow is the king.

We have created roughly a dozen LLCs over the years in three different states, and invested in many more, but never had an LLC own another LLC.Normally when people set up an LLC, they elect to have it taxed as a partnership so taxes are flow-through.

A good commercial broker will already know that segment of the market, potential areas to consider and avoid, can pull you any report needed for traffic flow, densities, distances to major employers, ports, logistics scores, etc.

I live in central Wisconsin and have found WI to be a great place to invest for cash flow. 

Quote from @Collin Mitchell: I just bought four SFH outside San Antonio and the cash flow is minimal but bought them for appreciation and tax benefits. 

If after that deduction, and all other deductions you still have cash flow, which is unlikely, it is a candidate for hold however based on your description of the handy work I would guess it to be a maintenance pig that you would be safer to unload now and move on to other endeavors that will have a better chance of being positive cash flow. 

My husband and I have been researching how to retire early and what we've learned about money is real estate is a powerful tool to make money and keep a constant cash flow.