During the draw request process, it can take several business days (sometimes a week) for the draw to hit your bank account depending on how much they push back.

Not to sound like a jerk, but it may depend on what you define as "a deal."

It depends on your personal situation.

This will depend on down payment and the property's layout.

I might also be looking for an end buyer, private money, or partner for this deal depending how the numbers shake out. 

It really does depend, you don't need the LLC setup to do the things you want to do and you'll still get the tax deductions.  

Looking for guidance from this amazing group:Opportunity to purchase a condo for a STR that will not quite break even from a cash flow metric (obviously depending on financing option), but I'm good with that.

Coverage would be close to 100%, depending on the interest rate and what rental revenue is assumed during the purchase. 20-25% down is fine.

If the answer is no, it would depend on your current income.For a purchase price near 550k, I would assume that it would be cheaper monthly to own compared to paying 5k.

BUT I won't be dependent on them.