If  you haven't fulfilled all loan obligations I would entertain "roommates" if it is condusive to your living arrangements. 

Then they could get another roommate in the future. 

Either two people who are roommates and they split after a year or two OR a married couple who has a spare bedroom but then have a kid and need more space.  

IDK why, but seems like lenders don't like including "roommate" rent as real income.In any case, its tax returns that matter, not receipts for the rent. 

So money right now is now issue, however who knows how long I can put up with having a roommate so I want the flexibility if things get tight down the line, say I purchased a property, etc.Would it be worth pulling out all the money I can on my house or better off just leaving some in equity?

What about roommate situations do you require one roommate to carry the whole load?

My roommate gave me a copy of Rich Dad Poor Dad and said I had to read it!

**This is where it really sucked, I could not refinance myself out of the property quickly enough and had to get a part time bartending job (14 months) to avoid penalty and payments. 3) Triplex - Owner financed w/ 10% down, cash cow (over 2% rule)4) SFH (non cash flowing) - owner occupied w/ 5% down and house hacked that w/ 2 other roommates off the bat. 5) 4 plex - 70k cash out refi from my Condo (2/2) and used it as a downpayment on this 4 plex, another cash cow (over 2% rule). 

This would be a live in flip and I would try and find renters/roommates for me while living there.

For example, in Annapolis, I cannot discriminate on marital status or source of income, but in Chesapeake, I can decide no unrelated roommates and opt out of Section 8 if I choose.