diff --git a/src/Actions/Authentication.php b/src/Actions/Authentication.php
index f6fb41c94..54100c299 100644
--- a/src/Actions/Authentication.php
+++ b/src/Actions/Authentication.php
@@ -59,7 +59,10 @@ public function createAccountConnection(WP_User $wpUser, string $connection): vo
         $found = false;
         wp_cache_get($cacheKey, '', false, $found);
 
-        if (! $found && false === get_transient($cacheKey)) {
+        if (! $found || false === get_transient($cacheKey)) {
+            set_transient($cacheKey, $wpUser->ID, 120);
+            wp_cache_set($cacheKey, $wpUser->ID, '', 120);
+        
             $database = $this->getPlugin()->database();
             $table = $database->getTableName(Database::CONST_TABLE_ACCOUNTS);
             $found = null;
@@ -69,9 +72,6 @@ public function createAccountConnection(WP_User $wpUser, string $connection): vo
             $found = $database->selectRow('*', $table, 'WHERE `user` = %d AND `site` = %d AND `blog` = %d AND `auth0` = "%s" LIMIT 1', [$wpUser->ID, $network, $blog, $connection]);
 
             if (null === $found) {
-                set_transient($cacheKey, $wpUser->ID, 120);
-                wp_cache_set($cacheKey, $found, 120);
-
                 $database->insertRow($table, [
                     'user' => $wpUser->ID,
                     'site' => $network,
@@ -100,7 +100,11 @@ public function deleteAccountConnections(int $userId): ?array
 
         if ($connections) {
             $database->deleteRow($table, ['user' => $userId, 'site' => $network, 'blog' => $blog], ['%d', '%s', '%s']);
-            wp_cache_flush();
+            foreach ($connections as $connection) {
+                $cacheKey = 'auth0_account_' . hash('sha256', $connection . '::' . $network . '!' . $blog);
+                delete_transient($cacheKey);
+                wp_cache_delete($cacheKey);
+            }
 
             return $connections;
         }
@@ -399,7 +403,18 @@ public function onInit(): void
                 $sub = $session->user['sub'] ?? null;
 
                 if (null !== $sub) {
-                    $match = $this->getAccountByConnection($sub);
+                    $sub = sanitize_text_field($session->user['sub'] ?? '');
+                    $email = sanitize_text_field($session->user['email'] ?? '');
+                    $verified = $session->user['email_verified'] ?? null;
+                    $match = $this->resolveIdentity(sub: $sub, email: $email, verified: $verified);
+
+                    // Create missing account record, can be missing when resuming a session
+                    // or registering on auth0 for an existing WP user.
+                    if (! $match instanceof WP_User && $email === $wordpress->user_email && $verified) {
+                        $this->createAccountConnection($wordpress, $sub);
+
+                        return;
+                    }
 
                     if (! $match instanceof WP_User || $match->ID !== $wordpress->ID) {
                         $this->getSdk()->clear();