There are great tax write offs if that is what you need and most passives are getting about 8% cashflow in a well run syndication. 

This is a possibility, but I’m not so sure we’d enjoy living in a multi family.

I would look at what your strengths are and what you enjoy.  

Hurricanes certainly aren't inviting those companies to come back and start writing policies there again though! 

This underperforming cash flow is likely due to your higher vacancy, not to mention whatever bad debt write offs or concessions are in the mix. 

I'm particularly passionate about central Florida, where we use to live and where we currently live.Outside of real estate, I enjoy flying as a professional pilot, spending time with my family, and traveling.Excited to learn and connect with you all!

Looking to use the short term rental loophole.If I use the short term rental loophole for my STR, I material participate and do a cost seg study.Can I take the value of the building in the first year as depreciation and write it off against my wife's income?

Who told you that you cannot write off the insurance on the investment property?

We have a friend looking to buy a mountain home to enjoy but also Airbnb it.

Here in the Reno Tahoe area insurance companies won't write policies for a roof over 15-20 years old even if it's in good condition.