diff --git a/server.js b/server.js
index a8559ee..5dec6c4 100644
--- a/server.js
+++ b/server.js
@@ -282,6 +282,75 @@ function dockerLogs(container, tail = 160) {
   });
 }
 
+function execContainerCommand(containerName, cmd) {
+  return new Promise(async (resolve, reject) => {
+    try {
+      const bodyStr = JSON.stringify({
+        AttachStdout: true,
+        AttachStderr: true,
+        Cmd: cmd
+      });
+
+      const createResult = await dockerRequest(`/containers/${encodeURIComponent(containerName)}/exec`, {
+        method: 'POST',
+        headers: {
+          'Content-Type': 'application/json',
+          'Content-Length': Buffer.byteLength(bodyStr)
+        },
+        body: bodyStr
+      });
+
+      const execId = createResult?.Id;
+      if (!execId) {
+        reject(new Error(`Failed to create exec instance for container ${containerName}`));
+        return;
+      }
+
+      const startBody = JSON.stringify({ Detach: false, Tty: false });
+      const req = http.request({
+        socketPath: DOCKER_SOCKET,
+        path: `/exec/${execId}/start`,
+        method: 'POST',
+        headers: {
+          'Content-Type': 'application/json',
+          'Content-Length': Buffer.byteLength(startBody)
+        }
+      }, (res) => {
+        const chunks = [];
+        res.on('data', (chunk) => chunks.push(chunk));
+        res.on('end', () => {
+          if (res.statusCode < 200 || res.statusCode >= 300) {
+            reject(new Error(`Docker exec start returned status ${res.statusCode}`));
+            return;
+          }
+          const raw = Buffer.concat(chunks);
+          let cleanText = '';
+          let offset = 0;
+          while (offset + 8 <= raw.length) {
+            const size = raw.readUInt32BE(offset + 4);
+            const start = offset + 8;
+            const end = start + size;
+            if (end > raw.length) break;
+            cleanText += raw.slice(start, end).toString('utf8');
+            offset = end;
+          }
+          if (!cleanText && raw.length > 0) {
+            cleanText = raw.toString('utf8');
+          }
+          resolve(cleanText.trim());
+        });
+      });
+
+      req.on('error', reject);
+      req.write(startBody);
+      req.end();
+    } catch (error) {
+      reject(error);
+    }
+  });
+}
+
+
 async function getContainers() {
   const containers = await dockerRequest('/containers/json?all=0');
   return containers.map((container) => ({
@@ -1016,9 +1085,85 @@ const server = http.createServer(async (req, res) => {
   await serveStatic(req, res);
 });
 
+async function syncKeycloakSessionSettings(retries = 12, delayMs = 15000) {
+  for (let attempt = 1; attempt <= retries; attempt++) {
+    try {
+      console.log(`[Keycloak Sync] SSO session duration automation check (Attempt ${attempt}/${retries})...`);
+      
+      const inspect = await dockerRequest('/containers/auth/json').catch(() => null);
+      if (!inspect) {
+        console.log('[Keycloak Sync] "auth" container not found or Docker socket inaccessible. Skipping settings automation.');
+        return;
+      }
+
+      const state = inspect.State?.Status || inspect.state;
+      if (state !== 'running') {
+        console.log(`[Keycloak Sync] "auth" container is in status "${state}". Waiting for it to run...`);
+        if (attempt < retries) {
+          await new Promise((r) => setTimeout(r, delayMs));
+          continue;
+        }
+        return;
+      }
+
+      const env = inspect.Config?.Env || [];
+      const adminUser = env.find(e => e.startsWith('KC_BOOTSTRAP_ADMIN_USERNAME='))?.split('=')[1]
+        || env.find(e => e.startsWith('KEYCLOAK_ADMIN='))?.split('=')[1]
+        || 'admin';
+      const adminPass = env.find(e => e.startsWith('KC_BOOTSTRAP_ADMIN_PASSWORD='))?.split('=')[1]
+        || env.find(e => e.startsWith('KEYCLOAK_ADMIN_PASSWORD='))?.split('=')[1];
+
+      if (!adminPass) {
+        console.log('[Keycloak Sync] Could not extract admin password from container environment. Skipping settings automation.');
+        return;
+      }
+
+      console.log('[Keycloak Sync] Authenticating kcadm.sh inside Keycloak container...');
+      const loginCmd = [
+        '/opt/keycloak/bin/kcadm.sh',
+        'config',
+        'credentials',
+        '--server', 'http://localhost:8080',
+        '--realm', 'master',
+        '--user', adminUser,
+        '--password', adminPass
+      ];
+      await execContainerCommand('auth', loginCmd);
+
+      console.log('[Keycloak Sync] Updating session settings in the "mischlabs" realm...');
+      const updateCmd = [
+        '/opt/keycloak/bin/kcadm.sh',
+        'update',
+        'realms/mischlabs',
+        '-s', 'ssoSessionIdleTimeout=2592000',                  // 30 days
+        '-s', 'ssoSessionMaxLifespan=7776000',                  // 90 days
+        '-s', 'ssoSessionIdleTimeoutRememberMe=2592000',          // 30 days
+        '-s', 'ssoSessionMaxLifespanRememberMe=7776000',          // 90 days
+        '-s', 'offlineSessionIdleTimeout=7776000',                // 90 days
+        '-s', 'offlineSessionMaxLifespan=15552000',               // 180 days
+        '-s', 'offlineSessionMaxLifespanEnabled=true'
+      ];
+      const updateOutput = await execContainerCommand('auth', updateCmd);
+      console.log('[Keycloak Sync] Realm settings updated successfully:', updateOutput);
+      return;
+    } catch (error) {
+      console.warn(`[Keycloak Sync] Attempt ${attempt} failed: ${error.message}`);
+      if (attempt < retries) {
+        console.log(`[Keycloak Sync] Retrying in ${delayMs / 1000} seconds...`);
+        await new Promise((r) => setTimeout(r, delayMs));
+      } else {
+        console.error('[Keycloak Sync] All attempts to automate Keycloak session settings failed.');
+      }
+    }
+  }
+}
+
 server.listen(PORT, () => {
   console.log(`MischLabs dashboard listening on ${PORT}`);
   cleanupManualWatchtowerContainers().catch((error) => {
     console.warn(`Manual Watchtower cleanup failed: ${error.message}`);
   });
+  syncKeycloakSessionSettings().catch((error) => {
+    console.warn(`Keycloak session synchronization failed: ${error.message}`);
+  });
 });