In the order of leaving the island:
Tiffany, Paul, Howard, Holliday, Russel, Clay,
Pearl, Chuck, Emory, Bill, ...
... and the winner: Eutaw
Holliday:
- I was one of the last five left.
- Mary was one of the first five kicked off.
Holliday says she was one of the last five left, which cannot possibly be true, since if she was, she would have to be lying and thus couldn't have truthfully said the previous statement. That means she must have been one of the middle six (since that first statement is still a lie), and her next statement, that Mary was one of the first five kicked off, must be true.
Mary:
- I was kicked off the island just after Preston.
Madison:
- I was not one of the middle six to be kicked out.
- I was kicked out just before Chase and just after Franklin.
Chase:
- I was kicked out after Mary.
- I was not one of the last five to get kicked off the island.
Chase states that she was kicked off after Mary. If this statement is false, she would therfore have been kicked off before Mary. But since Mary was one the first five kicked off, Chase would also be one of the first five kicked off, meaning she couldn't have made that false statement. Thus, this statement must be true.
Chase also states that she was not one of the last five to get kicked off of the island. This statement must also be true, because we just showed her first statement was true. If this statement was a lie, meaning she was one of the last five to be kicked off, then her first statement would also have to have been a lie, which it wasn't. (This also precludes the possibility of her being in the middle six. If the second statement was a lie, then she'd be saying that she was in the last five.)
Next, let's see if we can seperate out the middle six (one true and one false statement) from the last five (all false statements). We've already established that Holliday is in the middle six. (Recap: Holliday says she was one of the last five left, which cannot be true, since if it is, she would have to lie and couldn't say that statement. That means she must have been one of the middle six, since that statement is still a lie.)
Preston:
- Paul was kicked off the island in the middle six.
Preston, which we know was kicked out in the first five, states that Paul was kicked out in the middle six, which must be a true statement.
Russel:
- Luckily, I was not one of the first five kicked out.
- Tiffany was one of the last five kicked out.
Russel states that he was not one of the first five kicked out, which we know is a true statement. This means he must have been in the middle six (since he tells a true statement and was not one of the first five voted out).
Russel’s next statement is therefore false, so when he says that Tiffany was one of the last five kicked off, this forces Tiffany to have been kicked off in the middle six as well.
Howard:
- I was kicked off after Chase.
- Clay was one of the last five to be kicked off.
Howard states that he was kicked off after Chase, which we know is true. Like Russel, this means that he must have been in the middle six (since he tells a true statement and was not one of the first five voted out).
Howard’s next statement is therefore false, so when he says that Clay was one of the last five kicked off, this forces Clay to have been kicked off in the middle six as well.
This makes Holliday, Paul, Russel, Tiffany, Howard, and Clay the middle six kicked off the island (in no particular order) and establishes that the remaining contestants, Emory, Bill, Chuck, Eutaw, and Pearl (again in no particular order), were the final five kicked off the island.
Preston:
- Tiffany was kicked off before Paul.
Eutaw:
- Howard was kicked off before Paul.
Emory:
- Howard was kicked off after Holliday.
Chuck:
- Holliday was kicked off after Russel.
Clay:
- I was kicked off just before Madison.
- I was kicked off after Russel.
We have already established above that the final five are Emory, Bill, Chuck, Eutaw, and Pearl in no particular order.
Mary:
- Pearl was kicked off before Chuck.
Chuck:
- I was kicked off after Emory.
Emory:
- I was kicked off after Bill.
Eutaw:
- I was kicked off just before Bill.