One of the advantages you have with house hacking is that it (hopefully) will force you buy with some sort of investment model at the fore, unlike many people who buy a single family home to live in based on emotions.

Try not to let any vendors emotional outbursts from taking you off the target.

In my experience sellers have emotional attachment to their home, and things that are unacceptable to the new buyer are just part of the background of the home for the home owner.

This is a financial & emotional decision and I have no ability to comment on this.• It is a good time to buy?

Once you've figured that out the answer is clear as night and day, what was grey now becomes black and white.Something else to consider is your equity at risk from an asset protection stand point since home equity is not guaranteed, it has no rate of return, is at risk from litigants, and if you dont live in a 100% homestead exemption state like TX or FL then your equity is at risk from creditors too.yes free and clear is great for emotional solace, but there is a reason the devil is in the details.

On the one hand, it seems to me that keeping the property is perhaps the best FINANCIAL solution, but paying off the non-mortgage debt would be very emotionally pleasing.Should we really be speaking in utils lol?

It goes into the unstable and emotional state of mind that many sellers are in, when they decide to work with a wholesaler.

@Imran Raz Let me begin by stating Real Estate Investing is a business and should be treated as such were decisions are void of emotions.

Try not to get emotionally attached.  

You cannot and should not make an offer on a property (most certainly with an 'as is' property) without knowing with a fair amount of certainty what the ARV and total repair estimate are/will be; you may also factor in your target profit margin.The way you are phrasing the question suggest some emotional attachment to the deal.