If you do not like how the numbers/cashflow look after a refinance, then I would suggest selling and taking the profits to roll into your next deal (preferably multiple units).

Once you get the first one under your belt though, the ball gets rolling pretty quickly.What areas in Cleveland are you looking for you MFR's?

Just want to know what to focus on for the time being.Also, I have heard it is possible to essentially roll a student loan into the financing of a house, by financing a higher amount and paying off the student loan with the difference.

What the roll looks like, your cost basis, when you bought it, the occupancy history of the asset, the market etc.

Maybe I could put one of those rain chain things and say it's a decrotkve fountaine...is it possible to roll the price of a special assessment into closing costs if I can't afford to pay it before I put the condo on the market? 

(And for what it's worth, I'm very interested in the concept of house hacking for my first experience in Real Estate Investing, but not too sure on how to actually get the ball rolling.) 

My advice to you is that as long as you understand that there are more negatives then positives and this area is not that great, if you are willing to roll the dice then go for it but I could never sell anything like this to a client as I know statistically how this will go. 

I’m trying to keep the money on hand without having to roll the whole amount into another house I don’t know if I’m reading into it wrong but I’ve read that if you are married and you sell you’re home for less than $250,000 you don’t have to pay taxes?

Spoke with the listing agent, received rent roll and will know shortly - we will see how the Housewives saga concludes. 

I'm just trying to help him figure out the best possible game plan, whether that be rolling the money into another business, investment, retirement account, etc.