Crash when entering flight sim?

I apologize for not seeing this sooner. Are you on XBox or PC? If it is XBox, then it is likely caused by a corrupted cloud save file. To delete your cloud save, follow these steps:

Please be warned that deleting the Cloud Save will wipe your logbook permanently and reset some of your settings such as keybindings and peripherals profiles. You will not lose the achievements already unlocked on this profile but progression towards achievements and the logbook information cannot be recovered.

If you are not using XBox, then it would be better to submit a support request to us at:
https://flightsimulator.zendesk.com/

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