Those properties in areas around lakes that were sold via late night tv are excellent areas to target.We had a buyer for 23 lots like that and it took 2 years we but got nearly all of them.We sent out letters to all 23 and only got one response the first month subsequent mailings every other month got anywhere from 2 -3  responses and sales. 

The flood damage from the subsequent storm surge waters is also significant.Frontline (DP-3) called this morning to tell me they will not pay anything for the supplemental coverage and keeps saying "due to the flood damage." 

My question is this... on any subsequent purchases where I'm pulling more than 50% of the weight, how much additional percentage (assuming 50/50 downpayment) would the other legwork be worth... 55/45 or how would the legwork typically be reflected in the deal.

My cousin and I have invested in many of their subsequent deals to the tune of seven figures. 

There is always a better loan out there somewhere, but relationships is where I focus my energy and I am grateful when my clients reach back out when they have subsequent deals. 

Subsequently confronted tenants, and tried evicting them, however they had no money to move.

With any delay, you risk incurring additional fees or cost if the tenant subsequently claims that not having their car resulted in additional expenses of who knows what amount and distress. 

I bet she loved it when I paid ~$2M for a subsequent property.  

Once you've determined the deed is a sale, then you look for a subsequent deed of trust.Cash sales a trickier then normal sales.

He did it again and got arrested and thrown in jail... was not pretty .I don't know anything about your state.. and I do see in Texas were its pretty common to tie up a property on an 100 option.. but the buyers and sellers are all fully aware of what is going on.. the way you made your post and the subsequent advice you were seeking and given clearly indicated that your sellers are not fully up to speed on your motivations and your end game.