She missed other emails from the insurance provider confirming the policy did in fact cover all hazards.

Airbnb properties can be hit or miss depending on location, seasonality, and regulations.

Anything past that might feel weird.Good job going to your first one, that is a great step that too many people miss out on.

There should have been but this was missed in the rush of holidays and high traffic.

A young population plus a growing industry makes for good long term investments, but unless you are really scaling the cashflow can be hit or miss. 

In some cases, after running the numbers, I’ve even faced potential negative returns, causing me to miss out on promising deals here in South Florida.That brings me to my question: I currently own two homes—one is my primary residence, and the other is a rental property.

For your $240K new-build townhouse, a cost seg may make sense if the tax savings outweigh the study cost (~$3K–$6K), especially since you plan to hold it for 10+ years and can benefit from immediate bonus depreciation.For the $380K older townhouse, cost seg with look-back depreciation could provide significant one-time deductions for missed depreciation over the past six years.

You are missing my entire point, but maybe one day you will get it. 

Did I miss anything

Any other advice, or pieces that you think I'm missing - I'd be grateful for any and all wisdom that is shared with me.