We have a house right now where we took a gamble on a new roofer.

If you are not using stops you are essentially gambling. 

Originally posted by @Eric Gamble:@Joe Villeneuve it seems you are operating in an environment I am moving towards. 

Robert Kiyosaki said that people who were buying on pure appreciation and taking large negative cash flow were just gambling.  

It's a gamble for sure though. 

You might want to try a personal loan from a bank or one of those 3rd party lenders that spam your mail box, rather than a cash out.

Maybe someone that has a deal and needs a partner, maybe some wholesalers (with reasonable ARV's, lol), maybe someone in a similar position as us that we could join together with in a mutually beneficial deal...So at the risk of getting spammed by wholesalers, lenders, agents, etc, I post and ask for your feedback, advice, referrals, or whatever else you may have to offer.

If you don’t know what to do next, you have no plan and without a plan, what you are really doing is gambling.  

@Daniel Tisdale"Normally, I would absolutely run away"  What you are suggesting is that you are ready to supress your investing instincts and gamble.  

It's still a gamble though.