I waited 91 days before putting the house back on the market, so as to stay compliant with the FHA Anti-Flipping rule since I sensed we could attract FHA buyers.

@Jay Hinrichs, I think, in the short term, if there actually is movement to break up the big tech companies with anti-trust laws, that could be a big deal.

But that’s a whole different and unrelated story 😂I DO think however that your suggestion to get involved with clubs and different organizations offers a very valuable and priceless opportunity that I need to consider.I am definitely not anti-college or anything of the sort , and have even considered the option of transferring to a college closer to home to help solve the issue above, which conveniently would also give me a place to stay where I wouldn’t have to pay rent.Thank you again for your input as I weigh all my options here in this exciting time of life!

What if it becomes unpopular to raise rent and rent controls come, what if it becomes unpopular to evict people, so you get anti eviction laws, what if it becomes unpopular to have some people own more than one residence so they take all of your residences but one and give them to others who did not pay for them or earn them. 

Glad to see you're not totally anti cheap cash flow rental- the risks you're describing are all things range from "complete disqualifier" to "must be offset by substantial returns".

Also, as an anti-tactic, when representing a seller I refuse to look at inspection reports, and only negotiate using the standard contract forms haha.

They tend to be anti-regulatory.

@Paul Sandhu I’m thinking some anti discrimination laws kick in and you can’t charge a different rate for men and women.

As always, there is the FHA anti-flipping rules to contend with.  

The anti wholesaling bill in Illinois was recently signed by the Governor.