@Christian Orellana any major metro in Florida is going to present difficulties in cash flow for the first few years.

Rest assured if that happens you won't have to inquire about that one they stay pretty on top of that sort of thing. in our area even with an increase they tend to trail market rents at least double digits. 

This framing of an "entry fee" sounds like the best option when presenting to buyers. 

In this instance, just go address it And in the future, don't let this happen.For your vacation rentals, make sure there's a system in place where when any service is done there's photo proof, a timestamp, property manager digitally acknowledges, and a physical receipt there.

One quick solution that jumps to mind, until a bigger opportunity presents itself, would be food/coffee/beverage truck or trucks. 

As an investor, I like opportunity presented by ADUs.  

*************************In my area this would be considered an "over-the-counter" permit, potentially issued immediately, as long as the proper documents were presented.

EVERY time we purchase a property(MLS or direct with seller) we present and get signed a Notice to Seller that spells out exactly the nature of the transaction. 

all the time, so I try to every now and then share it with others and answer any questions.Location: Metro DetroitPrimary target: Purchase: $80k-$130kRent: $1100-$1500 (no rent control in MI)1% rule: 1%-1.4% rule dealsROI: 8-14%Cash flow: $150-$300/door (after all expenses and budgeting for maint, capex, vacancy)Appreciation: 3-7%+ (has been double digit for last decade)Location: C+, B-   Some Notes:- I don't actually save 15% for vacancy, maint, capex any more.

Although I’d like to do a large dscr loan and get 4 to 5 three and four bedroom units, I’m likely goin to start with just one quality property in order to establish proof of concept to present to future down payment partners or private money lenders.