I think most people who go down that path get discouraged and end up not doing anything. 

Has anyone had experience filing claims and how did it affect your insurance costs?

Personally, I like to end up with a minimum of 15% based on the sale price, but I don't mind less if the deal works and I am confident about the demand and buyer pool. 

Quote from @Jared Michael Semana: Thank you for sharing your experience.

I'm here in Fredericksburg, Va. just south of Fairfax, maybe we will end up helping each other.

Quote from @Max Emory: Hey @Keetaek Hong, did you end up going with a specific software?

I ended up selling my property to wash my hands of it.

Any other fees such as close out fees or payoff demands are paid out on the back end when your loan is refinanced or paid off.

My people that specialize in construction have various non-recourse, and if it's high end (+$10M), they can do 100% LTC/LTV; 75% if under.Working with people on NNN Commercial Real Estate (CRE) can also be a good option, and to again reach out to others doing so, and showing what you could offer.

Within 3 hours of Weston, I’d look at West Palm/Fort Lauderdale (steady tourism + business travel), Naples/Marco Island (higher-end, but pricier buy-in), and the Space Coast (Cocoa Beach/Melbourne) if you want more affordable options.