I'm purchasing said home for roughly 37$/sqft.

We still owe roughly $240k on our home.I have about $100k in a trust that I can use for our home or to purchase assets. ie. shares, investments, RE, etc.The question that I have is this..How do I leverage this $100k the best way possible?

For sustainable financial independence you need roughly 4% of your total net worth to exceed your annual spending.  

My rough draft of my timeline is to do 3 flips next year.  

On a positive note, days on market for properties in the 5-10k range are roughly 30-60 days so somebody is buying these things.

The only problem with that price point is the homes are going to be in pretty rough shape.

I need to decide what to do with my previous 401k which has roughly $15k in the bank.  

I'm looking for cash out of the rental I currently own of roughly 35k.

Once you figure out how they will be adjusting the rate, and what the viability of that happening will look like, you can begin to get a rough idea for your refi/exit opportunity options if it becomes too expensive with that lender.

After Hubzu's fees (4.5% for this property, plus technology fee, etc) I have a purchase price of roughly  $237K.Payment terms were cash or conventional financing only.