diff --git a/docs/clawd.md b/docs/clawd.md
index 62fc97bcf..9b3b0df5f 100644
--- a/docs/clawd.md
+++ b/docs/clawd.md
@@ -145,7 +145,7 @@ Example:
 
 - Session files: `~/.clawdis/sessions/{{SessionId}}.jsonl`
 - Session metadata (token usage, last route, etc): `~/.clawdis/sessions/sessions.json` (legacy: `~/.clawdis/sessions.json`)
-- `/new` starts a fresh session for that chat (configurable via `resetTriggers`)
+- `/new` starts a fresh session for that chat (configurable via `resetTriggers`). If sent alone, the agent replies with a short hello to confirm the reset.
 
 ## Heartbeats (proactive mode)
 
diff --git a/docs/session.md b/docs/session.md
index 9279fa850..cbf228d14 100644
--- a/docs/session.md
+++ b/docs/session.md
@@ -26,7 +26,7 @@ All session state is **owned by the gateway** (the “master” Clawdis). UI cli
 
 ## Lifecyle
 - Idle expiry: `inbound.session.idleMinutes` (default 60). After the timeout a new `sessionId` is minted on the next message.
-- Reset triggers: exact `/new` (plus any extras in `resetTriggers`) start a fresh session id and pass the remainder of the message through.
+- Reset triggers: exact `/new` (plus any extras in `resetTriggers`) start a fresh session id and pass the remainder of the message through. If `/new` is sent alone, Clawdis runs a short “hello” greeting turn to confirm the reset.
 - Manual reset: delete specific keys from the store or remove the JSONL transcript; the next message recreates them.
 
 ## Configuration (optional rename example)
diff --git a/src/auto-reply/reply.triggers.test.ts b/src/auto-reply/reply.triggers.test.ts
index 21f8ced3f..174984aa5 100644
--- a/src/auto-reply/reply.triggers.test.ts
+++ b/src/auto-reply/reply.triggers.test.ts
@@ -98,8 +98,16 @@ describe("trigger handling", () => {
     });
   });
 
-  it("acknowledges a bare /new without treating it as empty", async () => {
+  it("runs a greeting prompt for a bare /new", async () => {
     await withTempHome(async (home) => {
+      vi.mocked(runEmbeddedPiAgent).mockResolvedValue({
+        payloads: [{ text: "hello" }],
+        meta: {
+          durationMs: 1,
+          agentMeta: { sessionId: "s", provider: "p", model: "m" },
+        },
+      });
+
       const res = await getReplyFromConfig(
         {
           Body: "/new",
@@ -119,8 +127,11 @@ describe("trigger handling", () => {
         },
       );
       const text = Array.isArray(res) ? res[0]?.text : res?.text;
-      expect(text).toMatch(/fresh session/i);
-      expect(runEmbeddedPiAgent).not.toHaveBeenCalled();
+      expect(text).toBe("hello");
+      expect(runEmbeddedPiAgent).toHaveBeenCalledOnce();
+      const prompt =
+        vi.mocked(runEmbeddedPiAgent).mock.calls[0]?.[0]?.prompt ?? "";
+      expect(prompt).toContain("A new session was started via /new");
     });
   });
 
diff --git a/src/auto-reply/reply.ts b/src/auto-reply/reply.ts
index fd75da95d..7b230e2ca 100644
--- a/src/auto-reply/reply.ts
+++ b/src/auto-reply/reply.ts
@@ -47,6 +47,9 @@ const ABORT_TRIGGERS = new Set(["stop", "esc", "abort", "wait", "exit"]);
 const ABORT_MEMORY = new Map<string, boolean>();
 const SYSTEM_MARK = "⚙️";
 
+const BARE_SESSION_RESET_PROMPT =
+  "A new session was started via /new. Say hi briefly and ask what the user wants to do next.";
+
 export function extractThinkDirective(body?: string): {
   cleaned: string;
   thinkLevel?: ThinkLevel;
@@ -580,20 +583,18 @@ export async function getReplyFromConfig(
         })()
       : "";
   const baseBody = sessionCtx.BodyStripped ?? sessionCtx.Body ?? "";
-  const baseBodyTrimmed = baseBody.trim();
   const rawBodyTrimmed = (ctx.Body ?? "").trim();
+  const baseBodyTrimmedRaw = baseBody.trim();
   const isBareSessionReset =
-    isNewSession && baseBodyTrimmed.length === 0 && rawBodyTrimmed.length > 0;
+    isNewSession &&
+    baseBodyTrimmedRaw.length === 0 &&
+    rawBodyTrimmed.length > 0;
+  const baseBodyFinal = isBareSessionReset ? BARE_SESSION_RESET_PROMPT : baseBody;
+  const baseBodyTrimmed = baseBodyFinal.trim();
   // Bail early if the cleaned body is empty to avoid sending blank prompts to the agent.
   // This can happen if an inbound platform delivers an empty text message or we strip everything out.
   if (!baseBodyTrimmed) {
     await onReplyStart();
-    if (isBareSessionReset) {
-      cleanupTyping();
-      return {
-        text: "Started a fresh session. Send a new message to continue.",
-      };
-    }
     logVerbose("Inbound body empty after normalization; skipping agent run");
     cleanupTyping();
     return {
@@ -603,7 +604,7 @@ export async function getReplyFromConfig(
   const abortedHint = abortedLastRun
     ? "Note: The previous agent run was aborted by the user. Resume carefully or ask for clarification."
     : "";
-  let prefixedBodyBase = baseBody;
+  let prefixedBodyBase = baseBodyFinal;
   if (groupIntro) {
     prefixedBodyBase = `${groupIntro}\n\n${prefixedBodyBase}`;
   }