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The rerun date strings are using a US centric format, month / day / year, hour:minue:second AM/PM by utilizing the toLocaleString.
I propose the use of ISO 8601 strings, much easier to read, and results in the operations to be sorted in a much more logical fashion.
In the attached screenshot you can see that everything executed on 6/6 was in the afternoon, and sorts by date as anticipated.
For 6/7, the bottom couple entries aren't in chronological order. Addition of padding and removing AM/PM as done by ISO8601 should rectify this.