Thanks for playing! If Reeler reached the water but did not unlock his hat, that definitely shouldn't happen. I will take a look and see if something changed in the recent updates.
Edit: I ran a few tests with Reeler and his hat seems to be unlocking correctly on my end. If possible, could you share your save here so I can take a look?
6 days ago(+1)
I'm glad! I could almost figure out which hat belonged to who but not all of them are as obvious as some! :)