diff --git a/src/aerie_cli/commands/configurations.py b/src/aerie_cli/commands/configurations.py
index 7020bbae..1bcf7772 100644
--- a/src/aerie_cli/commands/configurations.py
+++ b/src/aerie_cli/commands/configurations.py
@@ -243,5 +243,5 @@ def delete_all_files(
 
     delete_all_persistent_files()
     # Update the PersistentConfigurationManager's cached configurations to account for the clean
-    PersistentSessionManager.unset_active_session()
+    PersistentSessionManager.reset()
     PersistentConfigurationManager.reset()
\ No newline at end of file
diff --git a/src/aerie_cli/persistent.py b/src/aerie_cli/persistent.py
index 5dee06f4..0b403e87 100644
--- a/src/aerie_cli/persistent.py
+++ b/src/aerie_cli/persistent.py
@@ -200,6 +200,19 @@ def unset_active_session(cls) -> str:
         cls._active_session = None
         return name
 
+    @classmethod
+    def reset(cls) -> None:
+        cls._active_session = None
+
+        # Get any/all open sessions. List in chronological order, newest first
+        fs: List[Path] = [
+            f for f in SESSION_FILE_DIRECTORY.glob('*.aerie_cli.session')]
+        if not len(fs):
+            return
+        # Delete all session files
+        for fn in fs:
+            fn.unlink()
+
 
 class NoActiveSessionError(Exception):
     pass