Is there a target price to eventually sell or will you hold indefinitely?

Especially since you can take some tax free and defer indefinitely the tax on the rest. 

And, as a business decision, you likely want those businesses to stand or fall on their own; you do not want your rental business to carry the financial weight of your fix & flip business (at least not indefinitely).

I don't know what the insurance commission allows or sets, but total expenditures for coastal insurance are massive and I'd expect the trend to continue indefinitely. 

@Chris Montgomery I'm curious how the county up there handled that with you and your team...are they letting you park them indefinitely or are you having to pull camping permits or how did that go?  

What also gives you the impression that the AirBnB gravy train will continue indefinitely?

Some people will daisychain these investments together which is the same as daisychaining multiple direct investments together to indefinitely deferred paying taxes.

Hi CPAs, David Greene once mentioned taking 15 properties where you own them free and clear and doing a loan on one every year for 100k for a 15 year term and every year doing this with one of your properties to live on 100k of tax free money indefinitely. 

Clearly I want their things out of the house but it appears they are trying to hold me hostage and use the property for storage for an indefinite period of time.

Having positive cashflow enables you to fund reserves and to hold on to the property indefinitely which gives you time to allow the magic of leverage, appreciation and debt pay down take effect.