I was beginning to pull my hair out trying to work with 5 sts! I had written to the site where I ordered the pattern from and received a few answers from their 'help' link.
When one is as frustrated as I was with trying to begin this pattern, it sure stings when the 'help' site begins their email with the words, "this is not a difficult pattern to work"! Duh!
But I finally received a beautiful email from one of their other staff (my Angel!) who told me that she too (even though she'd been knitting forever) found it difficult to work with very few sts on dpns. She advised me to cast on the 5sts onto 1 dpn, using the cable cast on method ( that way the right side of your hat will be facing you for the first row) THEN, BEFORE YOU JOIN THE STS TO WORK IN THE ROUND, work the first increase straight across that first needle. That will give you 10 sts on the needle and will be alot easier to work with those 10 sts then with 5. NOW, split those 10 sts up on "3" (not 4) dpns, (3-3-4) she found working with 3 dpns much easier than trying to work with 4 and one more to knit with.
This helped save my sanity.
Now if I can figure out how to do the brim, I'll be a happy camper!