Thia is so ****ed up to top it off I have been getting state aid to pay my rent and they want to go back 10 months and charge me all those late fees.

Someone handles accounting to record management fees, pay vendors, and pay the client... 

Income is taxable regardless if you withdraw the money from your account or not.IMO, taking a cash advance on a credit card is a bad idea.You are likely paying a 3% to 5% fee for doing so along with likely having to pay 20%+ interest.

I've been with the company for nine years and loving every minute of it. 

I have around $165k in savings, with an option to withdraw $16k from my 401k after taxes and fees.

I haven't talked to any CPA's that specialize in real estate or investing per se, just ones that have said they can do taxes for me.  

And of course you will have appraisal costs closing costs inspection draw fee's etc.

The median income and other MSA data is garbage, at least when it come to Detroit, so agree your $30k is also then garbage, per your logic:)City of Detroit is suing the Census Bureau for their antiquated methods leading to misrepresentations of Detroit.

Yikes on those fees!

If it's great, then you'll be paying less in fees. 3.