Hi Nathan, we’re sorry to hear the hats didn’t fit as expected. Also, our apologies for any confusion! In our Perfect Fit Guide, we recommend going with the smaller size when on the fence.
Here is what we say there: 'Please note: If you’re not sure which size to order between two sizes, go with the smaller size. Keep in mind, stretch-fitted hats may vary slightly within the same size category; one S/M may fit slightly differently than another S/M of the same style.'