The only two issues I have with going full time in RE is finding affordable health insurance and traditional bank financing is at least another year out before I can qualify for it.

I believe the market in Downtown Fort Lauderdale will continue to be be very lucrative for rents and will only continue to appreciate, but at what rate is anyone's guess.So the dilemma is whether to save approximately $25,000 in capital gain tax alone by selling this year and finding a better investment vehicle for the profit without the time crunch of a 1031 exchange,  or count on the long-term appreciationThanks in advance for any advice. 

I'm actually experiencing the same exact dilemma.

And, I know that poking a bear in the face is bad for your health.

https://www.courier-journal.com/story/news/2020/01/23/university-louisville-health-hire-nearly-400-nurses-and-doctors/4534848002/Always great to have an influx of jobs, especially high paying jobs and better healthcare of course. 

But at the same time, because we are in the Bay Area, the property appreciated like crazy.I had the dilemma of keeping for cash flow or selling.

If you convince him about the long term health of your shop he could cut you a break on rent for the next few years and have it grow a few basis points above inflation once you have your feet under you. 

@Michael EalyAs someone who is about to buy their first rental property I stopped myself because of this very dilemma you presented.

The only way I see you being denied is if the property does not pass the physical inspection, which simply requires a clean home with no safety or health risks.

Here is the dilemma:2 persons will be on lease.