Grouped gallery content with Views
This should already be happening. Which version of Views?

If, as you said, the headlines ARE the values of the select list, then they should be showing up above each group automatically.

In Views 3:
Under Fields, add the select_list_field and check "Exclude from display"
Under Style settings (unformatted), choose Grouping Field: select_list_field

It will group by the select list item, and display that select list item's name (ie, the headline) above the group.