I recommend doing the same until you truly feel like your ability to succeed in Real Estate is being hindered by your day job.

Therefore I believe money sitting in the bank while you are paying high interest cards off is not working for you, but hindering your progress.   

I believe the massive value swings block by block have also hindered my attempts at selling it straight up.Regarding the balance of the 1st lien, I'd rather not openly discuss that until this property is sold.

3) Do you think if you would of started "big" from the jump you would of been hindered by the mistakes costing more and having a bigger impact then those same mistakes did on the smaller deals you started out?

I'm curious when you get so many refi's how your credit scores don't take a hit and hinders you from getting a good interest rate (or do you just not care about what the interest rate is as long as you meet the target return?). 

And lets say in the future i have these 2 properties and want to get a 203K loan, will having the first two properties hinder that venture?

I wanted to do it much sooner but needed to hold out because we needed my W-2 income to qualify so I had to stick with it to not hinder our ability to grow. 

I don't plan to get my license because of the legal limitation that come along with it (although MLS would be nice) which hinder wholesalers in an already unfriendly market.

There are some tax reporting limitations an consequences depending on direction you choose but these should not hinder your ability to complete the 1031.The entity component of it also gives you some room. 

That delay may hinder back-and-forth negotiations and subtle information may get lost.