I guess 5 deals and profit of 25-50k in first year is attainable working on RE on a part time basis. 

This preserves your security and it gives you options to attain further cash flowing properties.  

Depending on what info I can attain from the city, I'm thinking a low ball offer, all cash, with quick close may potentially float.Does anyone have any advice to offer?

Although the thought of walking into a room full of strangers at this moment is imagined as intimidating, I am certain that once I attain a bit more knowledge and confidence, I'll be ready to walk the plank.Thanks for the responses, both.

Unless there is something significant I am missing I think you should do some more reading and research so you can find a project that will be both attainable and profitable for you.

It's not as easy as HGTV or the infomercials will have you believe but it will enable you to attain financial freedom if you put in the time & effort. 

I've also started taking the classes to attain my realtors license.

can't comment on whether the 1k is worth the icing on the cake.. however transactional funding and proof of funds letters are readily attainable especially in your area ..

But, in some markets they just aren't attainable.

If you can successfully navigate the initial small scale deal, attain results consistent with your overall investing goals, and still want to invest in real estate ( you mentioned in your bio other recent business ventures weren't right for you) then you can always move up to multi -family or commercial properties.Best of luck,Josh