I know that much of it is based on personal risk tolerance but any advice would be greatly appreciated. 

OBX is a great place, but it will take a very long time to be cash positive based on its current pricing, management fees and the short season.We were going to also use it during offseason but its just a pain to get too.

My wife's even planning to camp out there for a couple of weeks to make sure things get done right as we are based out of NJ, so time's of the essence.

Everyone has opinions but some are not based in reality.If you are not providing significant services, like daily cleaning, on site chef for meals, custom tours etc. you should be filing on a schedule E. https://theshorttermshop.com/is-short-term-rental-schedule-e...

I primarily flip in Jacksonville FL.

They may be able to give you some input and feedback based on their experience. 

That is, these returns are projections, based on our analyses and best guesses, but they aren’t guaranteed, and there’s always risk associated with any investment.

The targeted distributions with DSTs are based on the original investment amount.

@Nadja Leblanc I am based out of the USA (Arizona) with Engel & Völkers. 

They are evaluated based on the property's income and ability to cover the loan payments, rather than the borrowers personal income.