MacOS – View all times app was opened

What you want can be accomplished with Automator which comes with OS X.

1. Open Automator from the Applications folder

2. Choose New from the File menu or type ⌘-N and choose 'Application'

3. Search Actions for Launch and drag Launch Application to the workflow on the right

4. set the app to Word or whatever else you're having the problem with

5. search Actions for 'Pause' and drag pause to the workflow, set it to however long it takes word to open for you (e.g. 5 seconds)

6. search Actions for Open Finder Items and add that to the workflow.

7. Save it as an Application, drag it to your dock and drag docs on to the icon for it when you want them to open on top of the previous Word docs.

N.B. you can also set all documents to open using your freshly created app, so you can just open them as usual, but then a delay will permanently be added to their opening.

Open /Applications in Finder in list view and show the Last Opened column by right-clicking the column titles and adding the column. This will show the last time an app was opened, and sorting by that column will order by most recently used.