For EXAMPLE:
Flyer reads.
GUARANTEED $1500 payout for 1st place
ALSO for every 10 boats entered, we will pay back an extra place.

I take that to mean....
If ya win, regardless of the number of boats, you get $1500.
AND, if 10 boats show up...there will be money for 2nd.
If 20 show up, money for 3rd.
If 30 show up, money for 4th.
etc....
IF Gayle and Sam show up......??? EASY MONEY!