this deal is confounding

[Scott Heitman]

I own a property (halibut IFQ) that is worth $300,000. I bought it for $145,000 15 years ago. This year after expenses the IFQ earned around $20,000. I still owe the Dept. of Commerce $83,000. Principal and interest are about $8500 per year. Interest is depreciated on my taxes. I also still owe some on my boat, $23,000, and some on a state fishing permit, $50,000. If I sell the halibut IFQ I can pay off the boat and permit eliminating around $27,000 in payments per year. The IRS would get around $45,000 and I would net around $43,000 to reinvest. Or conversely, I would keep the IFQ and continue earning around 14% on the original investment (its only around 6% ROI based on today's value. How do I figure out what way to go to maximize my return.