The pumpkin roll checkpoints in the Flashpoint AS2 Poptropica curation do not reset properly when restarting the island from the map screen. This means that the pumpkin roll can be mostly skipped after restarting. Runs of Great Pumpkin Island that are affected by this bug will be rejected.

One workaround is to create a new player before running the island.

Alternatively, follow these steps to fix the issue for Flashpoint 10.1 Infinity:

1. Ensure Poptropica is downloaded in Flashpoint and make sure Flashpoint is closed.
2. Download restartIsland.swf here.
3. Go to the folder Flashpoint 10.1 Infinity\Data\Games and extract 83e1b5e7-4282-4bbd-868e-dcfa965e4abf-1616287425611.zip to a folder.
4. Open the folder 83e1b5e7-4282-4bbd-868e-dcfa965e4abf-1616287425611\content\www.poptropica.com\flashpoint and replace restartIsland.swf with the downloaded file.
5. Go back to the 83e1b5e7-4282-4bbd-868e-dcfa965e4abf-1616287425611 folder and create a zip file that contains the content folder and content.json.
6. Open Flashpoint and select Poptropica. Click the pencil in the top right to edit the game, click the Open Game Data Browser button, and click the Import Data button. Select the zip file you created and click Open. A new active data pack should appear.
7. Close the game data browser and click the check mark in the top right to save your changes.

I modified the restartIsland.swf file linked in this thread based on version 1.1 of the curation, which is the version currently downloaded by Flashpoint. It is possible that something else broke with my change, but that seems unlikely to me. Version 1.2 of the AS2 Poptropica curation is available here, but this bug is not fixed in that version.