I have someone who occasionally works for me that has extenuating circumstances.

Occasionally an igniter goes, the TPR fails, the drain valve goes, or the thermal coupler.

Occasionally see places in Weatherford, Azle, and Bridgeport. 

I now have the card where I can use it occasionally and it will add to the amount of available credit.

To maximize return requires occasionally extracting value.  

There was thousands of dollars being dished out and I just rather put the money in other investments.

We would use it 1 week a year (like we do now) so the 3K we'd normally pay would be used by the condo and the occasional get away during off-season.

Distance makes investing more challenging, as does seasonal occupancy and governments which operate differently and/or are less stable than our own(though our own government has not been a paragon of stability lately.)By investing in the Caribbean, you’re adding those challenges plus you’re throwing in the occasional hurricane.  

Yes, you should ask about wind insurance as we do get wind damage occasionally from hurricanes although it is far milder than the coastal areas. 

Occasionally, I still experience "impostor syndrome" and feel like I can't do what I'm doing even though there is plenty of evidence to the contrary.