Here's the exact wording of the message:
Did Express Scribe hang or crash when last run?
Click "It Crashed" if Express Scribe failed. Click "Something Else" if it was because of something else (a hard logoff for example) or if you did not notice anything wrong or don't remember.
And then you have to choose either "It Crashed" in which it prompts you to answer some questions or "Something Else."