I know them all well as I have either lived or worked there.

It sounds like the bad debt could be paid off with a refinance and depending on how expensive that debt is - it may be worth it just for that reason.

I bought it for 600k in 2002, and lived in it as my primary residence.

two different flavors.https://www.biggerpockets.com/real-estate-investing/house-ha...https://www.biggerpockets.com/blog/live-in-flip

Also, are you living in one side and house hacking this?

He is also self-employed but has been too "aggressive" with expenses and shown little profit (I know, I know, but can't undo that now.)Three mortgage brokers have told him there is NO WAY he'll be able to get a mortgage.

Ask questions, get an inspection, and make sure it’s in a decent area where there are renters and that renters will want to live there.

I have always been passionate about creating quality homes that enhance communities and provide families with exceptional living spaces.

So take this with the that era in mind.After property purchase I quickly found a tenant willing to pay a rental enough to pay all expenses and leave a couple hundred a month in my pocket.  

Not sure what state you live in as some are title states some are attorney states.