diff --git a/web/shared-worker/types/sqlite-query-executor.js b/web/shared-worker/types/sqlite-query-executor.js
--- a/web/shared-worker/types/sqlite-query-executor.js
+++ b/web/shared-worker/types/sqlite-query-executor.js
@@ -32,7 +32,7 @@
   +extras: string,
 };
 
-type OlmPersistSession = {
+export type OlmPersistSession = {
   +targetUserID: string,
   +sessionData: string,
 };
diff --git a/web/shared-worker/worker/worker-crypto.js b/web/shared-worker/worker/worker-crypto.js
--- a/web/shared-worker/worker/worker-crypto.js
+++ b/web/shared-worker/worker/worker-crypto.js
@@ -10,6 +10,7 @@
   SignedIdentityKeysBlob,
 } from 'lib/types/crypto-types.js';
 import type { IdentityDeviceKeyUpload } from 'lib/types/identity-service-types.js';
+import { entries } from 'lib/utils/objects.js';
 import { retrieveAccountKeysSet } from 'lib/utils/olm-utils.js';
 
 import { getProcessingStoreOpsExceptionMessage } from './process-operations.js';
@@ -19,10 +20,12 @@
   type WorkerResponseMessage,
   workerRequestMessageTypes,
 } from '../../types/worker-types.js';
+import type { OlmPersistSession } from '../types/sqlite-query-executor.js';
 
 type WorkerCryptoStore = {
   +contentAccountPickleKey: string,
   +contentAccount: olm.Account,
+  +contentSessions: { [deviceID: string]: olm.Session },
   +notificationAccountPickleKey: string,
   +notificationAccount: olm.Account,
 };
@@ -48,6 +51,7 @@
   const {
     contentAccountPickleKey,
     contentAccount,
+    contentSessions,
     notificationAccountPickleKey,
     notificationAccount,
   } = cryptoStore;
@@ -57,6 +61,13 @@
     pickledAccount: contentAccount.pickle(contentAccountPickleKey),
   };
 
+  const pickledContentSessions: OlmPersistSession[] = entries(
+    contentSessions,
+  ).map(([deviceID, session]) => ({
+    targetUserID: deviceID,
+    sessionData: session.pickle(contentAccountPickleKey),
+  }));
+
   const pickledNotificationAccount: PickledOLMAccount = {
     picklingKey: notificationAccountPickleKey,
     pickledAccount: notificationAccount.pickle(notificationAccountPickleKey),
@@ -67,6 +78,9 @@
       sqliteQueryExecutor.getContentAccountID(),
       JSON.stringify(pickledContentAccount),
     );
+    for (const pickledSession of pickledContentSessions) {
+      sqliteQueryExecutor.storeOlmPersistSession(pickledSession);
+    }
     sqliteQueryExecutor.storeOlmPersistAccount(
       sqliteQueryExecutor.getNotifsAccountID(),
       JSON.stringify(pickledNotificationAccount),
@@ -109,6 +123,34 @@
   return { picklingKey, account };
 }
 
+function getOlmSessions(picklingKey: string): {
+  [deviceID: string]: olm.Session,
+} {
+  const sqliteQueryExecutor = getSQLiteQueryExecutor();
+  const dbModule = getDBModule();
+  if (!sqliteQueryExecutor || !dbModule) {
+    throw new Error(
+      "Couldn't get olm sessions because database is not initialized",
+    );
+  }
+
+  let sessionsData;
+  try {
+    sessionsData = sqliteQueryExecutor.getOlmPersistSessionsData();
+  } catch (err) {
+    throw new Error(getProcessingStoreOpsExceptionMessage(err, dbModule));
+  }
+
+  const sessions: { [deviceID: string]: olm.Session } = {};
+  for (const sessionData of sessionsData) {
+    const session = new olm.Session();
+    session.unpickle(picklingKey, sessionData.sessionData);
+    sessions[sessionData.targetUserID] = session;
+  }
+
+  return sessions;
+}
+
 function unpickleInitialCryptoStoreAccount(
   account: PickledOLMAccount,
 ): olm.Account {
@@ -135,6 +177,7 @@
       contentAccount: unpickleInitialCryptoStoreAccount(
         initialCryptoStore.primaryAccount,
       ),
+      contentSessions: {},
       notificationAccountPickleKey:
         initialCryptoStore.notificationAccount.picklingKey,
       notificationAccount: unpickleInitialCryptoStoreAccount(
@@ -148,6 +191,7 @@
   const contentAccountResult = getOrCreateOlmAccount(
     sqliteQueryExecutor.getContentAccountID(),
   );
+  const contentSessions = getOlmSessions(contentAccountResult.picklingKey);
   const notificationAccountResult = getOrCreateOlmAccount(
     sqliteQueryExecutor.getNotifsAccountID(),
   );
@@ -155,6 +199,7 @@
   cryptoStore = {
     contentAccountPickleKey: contentAccountResult.picklingKey,
     contentAccount: contentAccountResult.account,
+    contentSessions,
     notificationAccountPickleKey: notificationAccountResult.picklingKey,
     notificationAccount: notificationAccountResult.account,
   };