diff --git a/lib/tunnelbroker/peer-to-peer-context.js b/lib/tunnelbroker/peer-to-peer-context.js
--- a/lib/tunnelbroker/peer-to-peer-context.js
+++ b/lib/tunnelbroker/peer-to-peer-context.js
@@ -30,6 +30,7 @@
 } from '../types/tunnelbroker/peer-to-peer-message-types.js';
 import { getConfig } from '../utils/config.js';
 import { getMessageForException } from '../utils/errors.js';
+import { olmSessionErrors } from '../utils/olm-utils.js';
 import { useDispatch, useSelector } from '../utils/redux-utils.js';
 
 type PeerToPeerContextType = {
@@ -132,6 +133,10 @@
           };
           await sendMessageToPeer(encryptedMessage);
         } catch (e) {
+          if (!e.message?.includes(olmSessionErrors.sessionDoesNotExists)) {
+            console.log(`Error sending messages to peer ${peerDeviceID}`, e);
+            break;
+          }
           try {
             await peerOlmSessionsCreator(message.userID, peerDeviceID);
             const result = await olmAPI.encryptAndPersist(
@@ -287,7 +292,14 @@
             deviceID: recipient.deviceID,
             payload: JSON.stringify(encryptedMessage),
           });
-        } catch {
+        } catch (e) {
+          if (!e.message?.includes(olmSessionErrors.sessionDoesNotExists)) {
+            console.log(
+              `Error sending messages to peer ${recipient.deviceID}`,
+              e,
+            );
+            return;
+          }
           try {
             await peerOlmSessionsCreator(recipient.userID, recipient.deviceID);
             const encryptedData = await olmAPI.encrypt(