diff --git a/src/auto-reply/reply/session-delivery.test.ts b/src/auto-reply/reply/session-delivery.test.ts
index bd5f0d7c27b..526a8b161be 100644
--- a/src/auto-reply/reply/session-delivery.test.ts
+++ b/src/auto-reply/reply/session-delivery.test.ts
@@ -1,6 +1,63 @@
 import { describe, expect, it } from "vitest";
 import { resolveLastChannelRaw, resolveLastToRaw } from "./session-delivery.js";
 
+describe("session delivery bound channel routing", () => {
+  it("delivers to bound external channel when persistedLastTo is set", () => {
+    // Session has deliveryContext bound to Telegram channel
+    const sessionKey = "agent:main:telegram:default:channel:C123456";
+
+    expect(
+      resolveLastChannelRaw({
+        originatingChannelRaw: "INTERNAL_MESSAGE_CHANNEL",
+        persistedLastChannel: "telegram",
+        sessionKey,
+      }),
+    ).toBe("telegram");
+
+    expect(
+      resolveLastToRaw({
+        originatingChannelRaw: "INTERNAL_MESSAGE_CHANNEL",
+        originatingToRaw: "session:inter-session-123",
+        persistedLastChannel: "telegram",
+        persistedLastTo: "C123456",
+        sessionKey,
+      }),
+    ).toBe("C123456");
+  });
+
+  it("falls back to originatingToRaw when persistedLastTo is not set", () => {
+    // Session bound to external channel but lastTo not yet persisted
+    const sessionKey = "agent:main:telegram:default:channel:C123456";
+
+    expect(
+      resolveLastToRaw({
+        originatingChannelRaw: "INTERNAL_MESSAGE_CHANNEL",
+        originatingToRaw: "session:inter-session-123",
+        persistedLastChannel: "telegram",
+        persistedLastTo: undefined,
+        sessionKey,
+      }),
+    ).toBe("session:inter-session-123");
+  });
+
+  it("does not drop delivery when persistedLastTo is falsy", () => {
+    // Regression test: ensure we don't silently drop messages
+    const sessionKey = "agent:main:telegram:default:channel:C123456";
+
+    const result = resolveLastToRaw({
+      originatingChannelRaw: "INTERNAL_MESSAGE_CHANNEL",
+      originatingToRaw: "session:inter-session-123",
+      persistedLastChannel: "telegram",
+      persistedLastTo: undefined,
+      sessionKey,
+    });
+
+    // Should NOT return undefined (which would drop the message)
+    expect(result).not.toBeUndefined();
+    expect(result).toBe("session:inter-session-123");
+  });
+});
+
 describe("session delivery direct-session routing overrides", () => {
   it.each([
     "agent:main:direct:user-1",
diff --git a/src/auto-reply/reply/session-delivery.ts b/src/auto-reply/reply/session-delivery.ts
index 9a112a6829e..08da775f603 100644
--- a/src/auto-reply/reply/session-delivery.ts
+++ b/src/auto-reply/reply/session-delivery.ts
@@ -151,6 +151,16 @@ export function resolveLastToRaw(params: {
     }
   }
 
+  // Fix #34308: When channel is INTERNAL but session has a persisted external channel
+  // (deliveryContext) AND a persisted lastTo address, use the persisted to address for reply delivery.
+  if (
+    originatingChannel === INTERNAL_MESSAGE_CHANNEL &&
+    isExternalRoutingChannel(persistedChannel) &&
+    params.persistedLastTo
+  ) {
+    return params.persistedLastTo;
+  }
+
   return params.originatingToRaw || params.toRaw || params.persistedLastTo;
 }
 
diff --git a/ui/src/ui/chat/copy-as-markdown.ts b/ui/src/ui/chat/copy-as-markdown.ts
index 12aeb6999e6..4065f5afda9 100644
--- a/ui/src/ui/chat/copy-as-markdown.ts
+++ b/ui/src/ui/chat/copy-as-markdown.ts
@@ -17,11 +17,33 @@ async function copyTextToClipboard(text: string): Promise<boolean> {
     return false;
   }
 
+  // Try Clipboard API first (works in secure contexts/HTTPS)
   try {
     await navigator.clipboard.writeText(text);
     return true;
+  } catch {
+    // Fallback for non-secure contexts (HTTP on Windows/localhost)
+    return copyViaExecCommand(text);
+  }
+}
+
+function copyViaExecCommand(text: string): boolean {
+  const textarea = document.createElement("textarea");
+  textarea.value = text;
+  textarea.style.position = "fixed";
+  textarea.style.left = "-9999px";
+  textarea.style.top = "-9999px";
+  document.body.appendChild(textarea);
+
+  try {
+    textarea.focus();
+    textarea.select();
+    return document.execCommand("copy");
   } catch {
     return false;
+  } finally {
+    // Always clean up the textarea element to prevent DOM leak
+    document.body.removeChild(textarea);
   }
 }