I personally think being a landlord in Chicago is easy and I have never had an eviction. 

The cost to repair your vehicle, and perhaps the other person's car, will be WAY MORE than the cost of the insurance premiums you saved by not having insurance. 

Personally I like the Section 8 program when the property is located in a super poor area with a ton of blight and crime.

Even when I did reach them the first time,  the other person on the other line sounds like a moron who doesn't know how to help. 

To be successful in Miami, you would need to have some serious capital to compete with the groundswell of experienced investors and developers.

Quote from @Matthew Crivelli: Personally, I'm not a fan of Air B & B.

If there is a due on sale clause in the loan doc then it doesn’t matter what the loan officer told you verbally.I’m not an attorney, but from my understanding of the loan is still in your name personally a good litigator can pierce the veil and your LLC protection wouldn’t amount to much.

Account holders can't take any write-offs personally for investments made in the 401k.

The interest rate on a HELOC or Heloan may be better than the personal loan. 

You'll want to put together a personal financial statement (basically lists of all your assets and liabilities) and have your tax returns ready.