I’ve run into deployed dashboards not showing the latest, and found some “duplicate” DLL’s created. The newest ones had a suffix like _0 or _1 added to them. But since the program is looking for Ice.UI.App.MyDashboardID.dll and not Ice.UI.App.MyDashboardID_0.dll it’s loading the "deployed prior version.
To test if this is your case, change the title of a pane or grid, and then see if the new title shows when you use the Test Mode in the Deploy window.
edit
For example:
The dashboard indicated by the green highlighted files, both the dll and xml files are the newest (and same date and time)
Where as the dashboard indicated by the yellow highlighted files, the dll with the _0` suffix is the newest. And it matches the timestamp of the xml file. But the older ProdLabel_PRD dll (timestamp of 8:55 AM) is the one being used.