Is there any risk other than my fiance being upset in thinking i'm taking advantage of a situation of her friend.  

So, I just closed on the sale of my 4th flip house in the last 2 years and I made 5000 dollars.  I was thinking it would be a quick 10-20k profit and after it was all said and done, I find myself reflecting on a few m...

Call the bank's lawyer and ask what the upset price is.

It seems like your getting upset that people are telling you the realities of being a general contractor vs doing the business side of things are more strenuous physically and mentally.

I'm not upset by how much you're making; you did all the work. 

'logged' upset bids. 

Your 'gut' is usually the best advisor so if its upset and you can't get a good enough explanation to it settle down, move on.

I would start at the listed upset price to weed out properties that make no economic sense and go from there. 

If they object (and remember they have a right to be upset and process a bit, let them ) they may Try to bargain, explain why they shouldn’t pay more or say they need to move.

The landlord is upset because he obviously meant three times a month to mean three nights a month, and your friend seems to have decided that what the clause in the contract she signed really means is something more like three weeks a month.What your landlord signed up for was a single lady living alone.