A hybrid approach could also work—perhaps using a HELOC for reserves while saving the stock portfolio and 401k loan as backup options for future opportunities.

With the future being so uncertain I realized there was a need to do more than just rely on my job for financial security. 

It's almost like "re-buying" the property but at the ARV.

@Michael Keffer Hi Mike, I am still interested in learning more about Ocala FL for potential future investment. 

For my own portfolio I'm focusing on commercial deals and coaching fellow RE investors.

I am currently evaluating Batch Driven, and I will evaluate others in the near future.

At a minimum look for a deal that breaks even - although it's always better to cash flow and still have the shot at future appreciation.

If possible, in the future I would try to obtain a copy of a standard Condo questionnaire from the HOA prior to the mortgage application process and ask your lender to review it in advance in order to mitigate some of the time and costs risks associated.

Quote from @Matt Levine: Hey @Benjamin Carver, thanks for the write up.

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