I think I may have found the solution to this!
As I was looking through the selectors for each duplicate date (ex. clicking on both “27”'s on the calendar), I noted that when opening UiExplorer, there was a key differentiation in the “column name” selector that was left unchecked. That column name had the day of the week (i.e. Mon, Tue, etc.)
I then simply used the formula: ‘DateTime.Now.ToString(“ddd”)’ in an assign function to determine what the current day of the week was.
Finally, I passed the result of the assign function above as a variable and placed it in the “column name” selector. Now I could finally differentiate between the two duplicate numbers.