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Throwing out some rough ideas:
40 people "House Members" or Shares - $1000-1500 down, $100 per month. This will cover downstroke and mortgage with a little left over.
2 Houses with 2 beds each (plus cots) , "House Members" have options on chosing 1 week from mid May to end of October - excluding the month of the Derby - which allows a total of 40 weeks. That week will have a $150 charge (totals to cover utilities and maintenance for year). First choices determined by lottery, schedule filled out, those with poorer lottery picks have higher choice following year.
Weeks of Derby, $25 for the week cot, $100 week, bed - by lottery (though Prez guranteed bed??) . Money goes into house "slush / maint / bills" fund
Some weeks will be unfilled and can be rented providing additional income.
Garage will have freezer, some fishing gear, and "arrangement of cots" for the island hopper House Members to sneak in for a few days of fishing when both houses are occupied. Items moved aside and vehicle stored inside for Winter.
Figure out a buyout / buy in option for those that need to get out or get in.
House Member "Corporation" Setup - Commitee: 1 pres - 2 yr term, 1 vp 2 yr term, Treasurer, Secretary, Board of Directors
Long Term -
1 Reliable but cheap vehicle (<$2000) with beach stickers - no drinking in vehicle
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