When I tried upgrading at Disney World on a blackout day I was told it could only be upgraded to an annual pass. CM told me to come back the next day when blackout was lifted. No problems upgrading at that time. Maybe DL is different. This was due to using the ticket during the blackout date. Disney's previous 3day florida resident pass didn't have a blackout date and you had 6 months from first use to upgrade. We used to buy and upgrade to a seasonal before 6 months was up. Now that ticket has blackout dates like the weekday pass and seasonal pass. So now we use the payment plan.