When check # 9999 is reached it automatically rolls to check #1.
When this happens all reports in the check tab get resorted by check number meaning the first check of the day could be 9950 but on the reports it shows check #1 as the first check, regardless of the time check #1 was created.

After speaking with Rob, he said that this is an auto sort (numerically- lowest number to highest) as is the time sort (1:02 AM and 1:03 PM)if resorted by time. The only fix for the time sort is to go to military time.

Just an FYI for future reporting questions