The plan would be to move out after a year and rent my side out for $2,500 (market rent price).

And not sure what the boyfriend plans on doing.

It's definitely one of those issues that is very specific, and would need to be worked out with Planning.

They plan on staying in the property of a year and when they are ready to move they will have a cash flowing property to help.  

I plan to move down to Miami to be closer to more investors and a better quality of living.

I don't think Im paying my bookeepeer an outrageous amount, although with economies of scale (I have one commercial insurance plan, commerical portfolio loan from a single bank, one bank account, etc) it probably doesn't take the Bookeeper 3x to do my books compared to yours. 

I am planning on not resigning my lease and starting of my RE venture. 

Our plan is to purchase again with a better mindset of turning that into a profitable rental.We have diligently completed all the necessary steps and are on the verge of signing a management agreement with a property manager.However, we are experiencing some doubts.  1.

My point above is how solid are your financial and management plans?  

.: Decided to try to use Obie on a new acquisition because my traditional insurance doesn’t do new policies in California and the insurance agent recommended by my loan officer just wasn’t working fast enough (CA Fair Plan seems to be at fault) to meet our closing calendar.