diff --git a/crates/chat/src/room.rs b/crates/chat/src/room.rs
index 4c031a1c..691d8c29 100644
--- a/crates/chat/src/room.rs
+++ b/crates/chat/src/room.rs
@@ -626,9 +626,10 @@ where
     rumor.ensure_id();
 
     let rumor_json = rumor.as_json();
+    let has_encryption_announcement = receiver.announcement().is_some();
 
-    let seal: Event = match encryption_signer {
-        Some(encryption_signer) => {
+    let seal: Event = match (encryption_signer, has_encryption_announcement) {
+        (Some(encryption_signer), true) => {
             let encryption_pubkey = encryption_signer.get_public_key_async().await?;
             let content = encryption_signer
                 .nip44_encrypt_async(&receiver_key, &rumor_json)
@@ -640,7 +641,7 @@ where
                 .finalize_async(user_signer)
                 .await?
         }
-        None => {
+        _ => {
             let content = user_signer
                 .nip44_encrypt_async(&receiver_key, &rumor_json)
                 .await?;