I impersonated you to check the dashboard. In the configuration of the insight, the date range is set to "CloseOn." I reviewed the data and noticed that for this year, there are no entries available.
However, when I filter by last year, I can see four entries in the table, while all other entries show as 'empty value.'
If you change the date range in the configuration to "DateTime", for example, you will see more data. Please let me know if the "CloseOn" date is what you intended. If so, I recommend checking the data directly in your database.