diff --git a/matrix_sdk_crypto/src/olm/group_sessions/outbound.rs b/matrix_sdk_crypto/src/olm/group_sessions/outbound.rs
index 449b64e8..d90ce7a5 100644
--- a/matrix_sdk_crypto/src/olm/group_sessions/outbound.rs
+++ b/matrix_sdk_crypto/src/olm/group_sessions/outbound.rs
@@ -226,9 +226,10 @@ impl OutboundGroupSession {
 
             if self.to_share_with_set.is_empty() {
                 debug!(
-                    "Marking session {} for room {} as shared.",
-                    self.session_id(),
-                    self.room_id
+                    session_id = self.session_id(),
+                    room_id = self.room_id.as_str(),
+                    "All m.room_key to-device requests were sent out, marking \
+                        session as shared.",
                 );
                 self.mark_as_shared();
             }
diff --git a/matrix_sdk_crypto/src/session_manager/group_sessions.rs b/matrix_sdk_crypto/src/session_manager/group_sessions.rs
index a4085d45..a98b650c 100644
--- a/matrix_sdk_crypto/src/session_manager/group_sessions.rs
+++ b/matrix_sdk_crypto/src/session_manager/group_sessions.rs
@@ -427,6 +427,13 @@ impl GroupSessionManager {
 
         let requests = outbound.pending_requests();
 
+        debug!(
+            room_id = room_id.as_str(),
+            session_id = outbound.session_id(),
+            request_count = requests.len(),
+            "Done generating to-device requests for a room key share"
+        );
+
         if requests.is_empty() {
             debug!(
                 room_id = room_id.as_str(),
@@ -437,8 +444,17 @@ impl GroupSessionManager {
             outbound.mark_as_shared();
         }
 
+        let session_count = changes.sessions.len();
+
         self.store.save_changes(changes).await?;
 
+        debug!(
+            room_id = room_id.as_str(),
+            session_id = outbound.session_id(),
+            session_count = session_count,
+            "Stored the changed sessions after encrypting an room key"
+        );
+
         Ok(requests)
     }
 }