Our first goal is to have her income covered in about 5 years so she can free up her time.

This is how we make a living and cover our bills . 

Can try to reposition to Class B, but neighborhood may impede these efforts.Vacancy Est: Historically 10%, but 15-20% should be used to also cover tenant nonpayment, eviction costs & damages.Tenant Pool: majority will have FICO scores of 560-620 (approaching 22% probability of default), many blemishes, but should have no evictions in last 2 years.

Given that the house is paid off but has $27K in back taxes, you could offer to cover those taxes upfront in exchange for favorable terms on the remaining balance—like low (or no) down payment, and small monthly payments.You could also negotiate for a subject-to deal where you take over the property subject to the taxes, while still securing control of the property for your BRRRR strategy.

You’ve got the right idea when it comes to liability protection and separating the income for tax purposes, but there are a few things to consider with the "due on sale" clause.When it comes to paying the down payment, it’s perfectly fine to use your personal account to cover it since you’re personally guaranteeing the loan anyway.

I did not call the insurance adjustor yet because I wanted to fix the roof asap because its been raining every day3) Since they switched the insurances on me after the hurricane, I will be asking the insurance that held the coverage during the hurricane to replace the roof (if I go that route), is there a time frame where the insurance company will refuse to cover and say that they wont cover because it was too long ago?

Here’s how it works:Buy a cash-flowing property with solid fundamentals today.Rehab it, improving the property’s value and generating more rental income.Rent it out to ensure cash flow covers your costs.Wait for a Rate Drop—this is the new "R."

Very nice market, but pricey and again like you are finding the numbers just don't make sense because sale prices are inflated cause you have paper heavy investors who are thinking way long term and any short term extra costs are irrelevant to them. 

You’ll want to ensure rents cover PITI by at least a ration of 1 to 1.

You will want to run projections on each individual property to ensure that it will produce enough revenue during peak season to cover your low season months.