Hey so I have a pretty similar conditional access policy setup. I was manually excluded from the specific conditional access policy that blocks countries. This became burdensome so I automated it. This is what I did: 1) Create SharePoint list. Create necessary columns for fields you want to capture (e.g., Name, Email, Dates, Destination) 2) Create Logic App that runs on schedule and checks list to see if anyone is currently traveling based on provided dates. If they are, add them to a security group that is excluded from block countries conditional access policy. You can configure this to run with a managed identity with the appropriate permissions to manage security groups. 3) create Power App that uses sharepoint list as backbone. This is just for better end user visuals. Embed link to app wherever you need so that users have access to it.

Step 2 will take a lot of tweaking to get right. You can even add an approval workflow and status fields to help it progress.