Another option would be to use arcpy/python. The general code work flow would go something like this:

1. Use search cursor against the layer/date field and create a arrary pair list (feature ID, and date) sorted by oldest to newest date.
2. For each item in the date list, do another search cursor and grab the shape geometry (array of vertice x/y value pairs) and write the features using an insert cursor to a new or empty template feature class.

In theory this method should write all the features from oldest to newest, which should display the newest features on-top. You could create a script to run this manually or call this script to run via Windows scheduler at x time interval.

Also, you may reference this Q/A for additional options:

Changing order of features in shapefile

Another option would be to use arcpy/python. The general code work flow would go something like this:

1. Use search cursor against the layer/date field and create a arrary pair list (feature ID, and date) sorted by oldest to newest date.
2. For each item in the date list, do another search cursor and grab the shape geometry (array of vertice x/y value pairs) and write the features using an insert cursor to a new or empty template feature class.

In theory this method should write all the features from oldest to newest, which should display the newest features on-top. You could create a script to run this manually or call this script to run via Windows scheduler at x time interval.

Also, you may reference this Q/A for additional options:

Changing order of features in shapefile

Another option would be to use arcpy/python. The general code work flow would go something like this:

1. Use search cursor against the layer/date field and create a arrary pair list (feature ID, and date) sorted by oldest to newest date.
2. For each item in the date list, do another search cursor and grab the shape geometry (array of vertice x/y value pairs) and write the features to a new or empty template feature class.

In theory this method should write all the features from oldest to newest, which should display the newest features on-top. You could create a script to run this manually or call this script to run via Windows scheduler at x time interval.

Another option would be to use arcpy/python. The general code work flow would go something like this:

1. Use search cursor against the layer/date field and create a arrary pair list (feature ID, and date) sorted by oldest to newest date.
2. For each item in the date list, do another search cursor and grab the shape geometry (array of vertice x/y value pairs) and write the features using an insert cursor to a new or empty template feature class.

In theory this method should write all the features from oldest to newest, which should display the newest features on-top. You could create a script to run this manually or call this script to run via Windows scheduler at x time interval.

Also, you may reference this Q/A for additional options:

Changing order of features in shapefile