If it is to be able to do a cash in refi for instance and that allows for the property to cash flow long term and buy time for the market to rebound, then you may want to consider. 

You could simply let them know that your schedule is busy and they need to schedule a time with you in advance. 

Eminent domain does not work that easily or simply. 

I'm not satisfied with not filing the rental in an LLC simply because it's more simple and might cost me an additional filing fee .

I did not want to simply rely on one source so I figured there are people here that would be up-to-date if such a manner was so as well. 

It can potentially be deductible as an ordinary or rental expense, an itemized deduction or simply non-deductible. 

(Hands-off or hands-on.)I like STRs as a way to make money while you wait for a property to gain value, but at least for us, cash flow is simply the icing.

I'm not sophisticated as Dan, but if you simply do the straight math, it may be close to 10 years before you break even on $190k. 

I'm not sure why not - one of the great parts about real estate investing is that you can build a team around you for aspects you aren't as strong at or simply want to delegate to someone/expert and do the others yourself - look up "Core 4" for example - where you can have an agent, lender, manager, contractor all at once for your investments and can theoretically just let them do all the interactive work

Based on your post, it's probably best for you to simply not invest in Cook County for your own peace of mind.Sure, any tenant could stop paying rent and that risk is never zero.