Does it ever make sense to sell at a loss.

[Mike Boss]

Does it make sense to get money out of a poor performing investment to enter into a better performing investment if the sale results in a loss? 

I have a duplex with $70k invested into it OH. Way too much money put in repairs. The property was supposed to be for cash flow and the neighborhood doesn’t appreciate. Cash flow is $390/mo or 6.6% return. With the way interest rates are and the rural neighborhood it’s located at, I think it will be difficult to sell and get all my money back. 

I might only get $50k out of my $70k investment. 

I have an investment group I work with that does successful flips with 20% return over 3-4months. 

If I do one flip with $50k added to my fund for flipping I could make 20% on that $50k. I would make $10k. This is more than the $390/mo I’m making in the original $70k. 

However adding the $10k profit to $50k puts me at $60k. I still need to do one more flip over 4 months to get back to the $70k I had. 

The duplex I own with $70k invested seems like every month there's a new big repair and it's an old property. This is why I want out. I was originally supposed to have a 10%-12% ROI but now it's 6.6% because I keep having to put more money. And I can only sell it for so much because it depends on the rents. So everytime I put more money into it I think that I won't be able to get it back in the event that I sell. Makes me think it's better to get out now. I have a mortgage at 9% DSCR too.