@Christine Kankowski so there are very few things you would do on investment projects that would be worth routinely getting a permit?

If you sell, the gains and depreciation are on you.A 1031 is worth exploring.

Well, it's worth a try.

I currently don't have any rentals so take this for what it's worth but those are my thoughts. 

If that is variable state to state or institution to institution, then it may be worth seeking another mortgage guy to investigate cash out refinance options.

How much will the inability to short term lease the property affect its marketability for resale?

To me it would be worth the peace of mind.This doesn't mean you can hire any PM!

There is cash flow, but is it really worth going through all the trouble? 

So the first part of that was a cash out refi on my condo(it’s SoFla, I owe 89k, condo is worth 138k now) to get money for my first multifamily property.The advisor I spoke to worried because I’ve only been “self-employed” for 6 months, she said they want 2 years of proof of self-employment.Any help on how to get my cash out refi so I can finally get on my path to Invest in Real Estate, financial freedom, and spending time with my family!

Since this is your first eviction, paying an attorney to handle it may be worth its weight in gold.  1.