diff --git a/src/config/config.ts b/src/config/config.ts
index dfb9d87bd..4964d21ef 100644
--- a/src/config/config.ts
+++ b/src/config/config.ts
@@ -48,6 +48,8 @@ export type WarelayConfig = {
     allowFrom?: string[]; // E.164 numbers allowed to trigger auto-reply (without whatsapp:)
     samePhoneMarker?: string; // Prefix for same-phone mode messages (default: "[same-phone]")
     samePhoneResponsePrefix?: string; // Prefix auto-added to replies in same-phone mode (e.g., "🦞")
+    timestampPrefix?: boolean; // Prepend compact timestamp to messages (default: false)
+    timestampTimezone?: string; // IANA timezone for timestamp (default: UTC), e.g., "Europe/Vienna"
     transcribeAudio?: {
       // Optional CLI to turn inbound audio into text; templated args, must output transcript to stdout.
       command: string[];
@@ -143,6 +145,8 @@ const WarelaySchema = z.object({
       allowFrom: z.array(z.string()).optional(),
       samePhoneMarker: z.string().optional(),
       samePhoneResponsePrefix: z.string().optional(),
+      timestampPrefix: z.boolean().optional(),
+      timestampTimezone: z.string().optional(),
       transcribeAudio: z
         .object({
           command: z.array(z.string()),
diff --git a/src/web/auto-reply.ts b/src/web/auto-reply.ts
index 96428a9f3..8ea4bda43 100644
--- a/src/web/auto-reply.ts
+++ b/src/web/auto-reply.ts
@@ -562,12 +562,26 @@ export async function monitorWebProvider(
 
         lastInboundMsg = msg;
 
+        // Build timestamp prefix if enabled
+        let timestampStr = "";
+        if (cfg.inbound?.timestampPrefix) {
+          const tz = cfg.inbound?.timestampTimezone ?? "UTC";
+          const now = new Date();
+          try {
+            // Format: "Nov 29 06:30" - compact but informative
+            timestampStr = `[${now.toLocaleDateString("en-US", { month: "short", day: "numeric", timeZone: tz })} ${now.toLocaleTimeString("en-US", { hour: "2-digit", minute: "2-digit", hour12: false, timeZone: tz })}] `;
+          } catch {
+            // Fallback to UTC if timezone invalid
+            timestampStr = `[${now.toISOString().slice(5, 16).replace("T", " ")}] `;
+          }
+        }
+
         // Prefix body with marker in same-phone mode so the assistant knows to prefix replies
         // The marker can be customized via config (default: "[same-phone]")
         const samePhoneMarker = cfg.inbound?.samePhoneMarker ?? "[same-phone]";
         const bodyForCommand = isSamePhoneMode
-          ? `${samePhoneMarker} ${msg.body}`
-          : msg.body;
+          ? `${timestampStr}${samePhoneMarker} ${msg.body}`
+          : `${timestampStr}${msg.body}`;
 
         const replyResult = await (replyResolver ?? getReplyFromConfig)(
           {