Not sure if it will work but have you tried playing around in the Advanced Filters tab under customize current view?

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Milly Staples [MVP - Outlook]
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After furious head scratching, Joseph Borger asked:
| Is there a way to sort the calendar entries (Montly View)? We enter
| employees initials with work schedules, for example DT 7-10 and
| EB-4-9. We also have the automatic holidays activated. We would like
| to be able to sort the entries by employee seniority and have the
| holidays show up at the bottom. Any suggestions?