diff --git a/securedrop_client/api_jobs/uploads.py b/securedrop_client/api_jobs/uploads.py
index 0589ba680..765cfe7e6 100644
--- a/securedrop_client/api_jobs/uploads.py
+++ b/securedrop_client/api_jobs/uploads.py
@@ -48,10 +48,12 @@ def call_api(self, api_client: API, session: Session) -> str:
             source_id=source.id,
             journalist_id=api_client.token_journalist_uuid,
             filename=sdk_reply.filename,
+            content=self.message,
+            is_downloaded=True,
+            is_decrypted=True
         )
         session.add(reply_db_object)
         session.commit()
-
         return reply_db_object.uuid
 
     def _make_call(self, encrypted_reply: str, api_client: API) -> sdclientapi.Reply:
diff --git a/securedrop_client/gui/widgets.py b/securedrop_client/gui/widgets.py
index cc8fb656e..474ff32b3 100644
--- a/securedrop_client/gui/widgets.py
+++ b/securedrop_client/gui/widgets.py
@@ -1390,9 +1390,9 @@ def clear_conversation(self):
     def update_conversation(self, collection: list) -> None:
         # clear all old items
         self.clear_conversation()
+        self.controller.session.refresh(self.source)
         # add new items
         for conversation_item in collection:
-            self.controller.session.refresh(conversation_item)
             if conversation_item.filename.endswith('msg.gpg'):
                 self.add_message(conversation_item)
             elif conversation_item.filename.endswith('reply.gpg'):
diff --git a/securedrop_client/logic.py b/securedrop_client/logic.py
index 13f82737d..a88b15bc8 100644
--- a/securedrop_client/logic.py
+++ b/securedrop_client/logic.py
@@ -595,9 +595,11 @@ def send_reply(self, source_uuid: str, reply_uuid: str, message: str) -> None:
         self.api_job_queue.enqueue(job)
 
     def on_reply_success(self, reply_uuid: str) -> None:
+        logger.debug('Reply send success: {}'.format(reply_uuid))
         self.reply_succeeded.emit(reply_uuid)
 
     def on_reply_failure(self, reply_uuid: str) -> None:
+        logger.debug('Reply send failure: {}'.format(reply_uuid))
         self.reply_failed.emit(reply_uuid)
 
     def get_file(self, file_uuid: str) -> db.File: