It is important we share these experiences as investors even if we might be embarrassed about the circumstances. 

The unit is now completely paid off.In the last year or so, several issues with building have been surfacing due to long-term neglect of previous management companies and the original developer/renovator (in 2006).

What if you dont get any tenants in it for awhile, sounds like you dont have any cushion for those unforeseen circumstances.

Thanks @Linda Weygant I have actually scheduled an appointment with a real estate attorney and I will be utilizing both options of buy and hold and flipping depending on the circumstances.  

So again it's up to the individual investors specific set of circumstances, goals, and their tolerance level for debt. 

As you mentioned you should discuss with your tax professional since he/she knows  your individual circumstances and can guide you as to what works for your situation.

The only way around the 1 year occupy rule is if there is an extenuating circumstance that is causing you to have you move out early.

Mind your own business, the tenants circumstances have nothing to do with you, And dont offer her anything.

Evictions can take several months under the best of circumstances, and we are going to be going into winter shortly.

The requirements in that circumstance are simple, straightforward and relatively painless.