Right now, it is taking down my first deal, not only I am unable to give you an EXACT fear (since the whole thing is scary) I really do push myself to be positive and realize that this is a phase and it will become fun, and exactly what I want it to be in time! 

., in your due diligence phase so you are not plunking money down on a property/area that exposes you to an outsized insurance risk due to flooding and hurricanes.

These 2 parties will intimately understand your situation and will be able to help you navigate every phase of the process.

I'm in the planning phase of how I want make my first purchase.

I am pretty new to RE like you but I can tell you that this is the most comprehensive site you will ever need for your research and learning phases. 

Also be prepared to share the business plan and likely need to do at least 2yrs of projections since this is really a new phase of the business (consulting to now operating a venue).

If still in growth / portfolio expansion phase, I'd want to have $ liquid for my next acquisition. 

Do you hard work on the research phase (including staying away from hostile regulation areas) and you should have no problem being successful in STR.  

@Frank Patalano I’m not being held back, I’m just in a different phase of my plan.

If it looks good enough for them to make an offer, then I would provide full financials during the due diligence phase for them to scrutinize.