Is Connecticut just a bad market?

If you want to network or ask specific questions about your local market, go to your local real estate forum and connect with investors from your area: https://www.biggerpockets.com/forums/86-local-real-estate-networking5.

Do not want to put anymore capital such as a $140k cost of foundation further putting us in the red so considering selling this money pit as is or holding on for creative ways to make this house profitable.

Does anyone have experience with these market that can weigh in? 

Thats another key factor to be able to pull out your initial capital and the next homes DP in a shorter period of time. 

How is the RE market currently?

I know its the opposite here and Section 8 is FAR larger in those markets than it is in the PDX market ..

How important is automation in your marketing strategy?

I found this deal on the MLS and paid market value, I even increased my offer to get a concession from the seller to reduce my cash out of pocket and buy my interest rate down.

It is against the law in most if not all states to market or represent yourself as an architect without being licensed.