Hi @Joesstlouis1
I am not sure why you are using 'Apply to each' and then 'Condition' inside that, instead you can use the 'Filter Query' property of the 'Get Files (properties only)' action to filter the expired documents. I just ran a sample scenario and it worked fine.
1. Document library with the field named 'Expiry Data (Internal Name as 'ExpiryDate')'.
2. Uploaded 2 documents as shown below

3. One document has a past date and another as a future date as an expiry date.
4. Get Files action with the filter query shown below

5. The flow returns only one result as shown below

Note: For security reasons, I had cut down the tenant name in the screenshots.
I am sure the condition should work for the actions inside the 'Apply to each' too.
Hope it helps, please like it or mark it as a solution if it resolves your clarification or issue
-Sudharsan K...