If you own several smaller income properties, a vacancy in one is only a fraction of your monthly income.If you feel like posting some more details of the current prop, I'd be happy to weigh in again - it might be a total winner and you'd be silly to sell it, who knows? 

I don't even make a fraction of that now, I only own a couple homes now.

AC is something you can purchase off Craigslist for a fraction of the cost of new, but unfortunately, not so with a roof.  

I purchase my 2nd primary residence and there was about 4yrs of back dues, granted they were only a fraction of what you are dealing with but they just forgave the balance on mine.

Also assume that you are the one managing.Cashflow might be higher with the fully paid off, plus a fraction of the work.

You are purchasing an interest in a company that owns real estate.Over the last 15 years special products have been codified by the IRS to be 1031 compliant but fit the category or fractional passive investment. 

Being a real estate agent on the side, or a wholesaler on the side, etc, rarely works out as those are jobs, not hobbies, and you'd be hard pressed to be competitive if you're only working a fraction of the hours a full-time agent would be, for example.I'm a fan of buy and hold, personally, and it's a great way to get your hands into a lot of aspects related to REI.

You can have thousands of leads in an hour for a fraction of what you are paying the VA. 

You'll also have to recapture depreciation.Another option would be to sell it and 1031 into a passive cash producing asset with a long lease life - a NNN property or a fractional opportunity that still qualifies for 1031 treatment. 

So is changing sectors from residential to commercial or passive fractionals - all depending on th individual facts of your case.