Points that stood out:ferry ride is 30 minutes just to get to the tip of Manhattan, so Midtown is an hour ride giving LIC a huge advantagethe rush hour crunch at loading at either end of the ride isn't that pleasantthe Verrazano Bridge toll is $16 cash, which makes it a bit awkward to invite family / friends over on the weekend (compared to areas served by free bridges)the local supermarkets are in less developed areas which requires venturing out of the luxury bubble (which will probably change)What I found is that people looking to rent on SI already have some connection to SI (which means avoiding the bridge toll issue and familiarity with the commute).This is not necessarily a Bad Thing. 

Dont look a gift horse in the mouth 

Quote from @Peter Burnside: This is an unreasonable delay and you should be riding this insurance company every day until they get it fixed.

I think that would depend on how much dry powder they have to ride this out.  

Then, when I had more cash to ride out any setbacks and had gained some faith in local partners, I was able to consider other strategies such as fix and flip and buy and hold. 

I am wondering what's the STR market is like right now and how feasible it is to acquire a STR unit in Waikiki, hold and ride out the pandemic.

Just understand that there is no free ride.

DAL1The deal in Florida is working well, We had the house built (wasent the best idea), with plans to flip it when it was completed, at the time property was hitting double digit appreciation, in central Florida and we thought we could ride the wave, and come out on top... but we were about a year too late, the house sat on the market for about a month and a half before we decided to just rent it.

Just ride around and you'll see. 

I have 3 properties around the Columbia Dr area and while I don't expect much in the equity department (but boy have my taxes gone up) these rentals are cash flow work horses.