Your team can check In & Out of multiple Tags in freshOps as long as they are allocated to that site.
They can Check-In on one Tag on one side of a building and Check-Out of another tag at the other end of building with no issues.
However, when setting up a Site initially, you can only allocate 1 Tag iD. So you may need to navigate to a Site Page and Add another tag.
Step 1: Navigate to the Site Page
Step 2: Click the ADD Button
Step 3: Enter the Additional Tag ID
Step 4: You are done!
Now, if you wish, your team could Check-In & Out from different access points to the building.