Someone mentioned above that they do 2 deals a year and they were "so successful" by reading blogs and websites.

Are there any specific calculators or tools you recommend for analyzing the financial aspects of a seller financing deal?

Almost all policies are underwritten by the North Carolina Insurance Underwriting Association and that was formed specifically so coastal area homes could and would have insurance.  

-No soda-Tons of water (I don't aim for a specific goal here, but I probably drink 120oz per day)-I take a multivitamin gummy every morning.

As long as the total income reported on your tax return matches or exceeds the total income reported on your 1099s, and you have documentation supporting the breakdown of income by property, the risk of audit or inquiry may be relatively low.Pros of the approach:Compliance: Helps ensure compliance with IRS reporting requirements by matching the total 1099 income on the tax return.Risk mitigation: Reduces the risk of IRS flags or inquiries related to unreported income.Cons of the approach:Complexity: Requires additional documentation and statements to reconcile the reported income with the 1099s, potentially adding complexity to the tax return.Time and cost: The additional work required to prepare separate statements for each property may result in higher accounting fees.Ultimately, it's essential to weigh the pros and cons and consider the specific circumstances of your situation.

Then you can ask these specific questions -  You are doing the right thing before acquiring your license, which is great! 

Does anyone have any ideas or suggestions specific to this market?

That is impossible to answer without knowing more.Do you have insurance specific to a vacant property? 

Specifically Danville KY!

You also have to do A LOT of research on your VERY specific location.