diff --git a/src/chat.rs b/src/chat.rs
index ed1de6a89..dc8d55117 100644
--- a/src/chat.rs
+++ b/src/chat.rs
@@ -2753,8 +2753,8 @@ async fn prepare_send_msg(
         chat_id.unarchive_if_not_muted(context, msg.state).await?;
     }
     chat.prepare_msg_raw(context, msg, update_msg_id).await?;
-
-    let row_ids = create_send_msg_jobs(context, msg)
+    let resend_to_new = false;
+    let row_ids = create_send_msg_jobs(context, msg, resend_to_new)
         .await
         .context("Failed to create send jobs")?;
     if !row_ids.is_empty() {
@@ -2824,7 +2824,11 @@ async fn render_mime_message_and_pre_message(
 /// Returns row ids if `smtp` table jobs were created or an empty `Vec` otherwise.
 ///
 /// The caller has to interrupt SMTP loop or otherwise process new rows.
-pub(crate) async fn create_send_msg_jobs(context: &Context, msg: &mut Message) -> Result<Vec<i64>> {
+async fn create_send_msg_jobs(
+    context: &Context,
+    msg: &mut Message,
+    resend_to_new: bool,
+) -> Result<Vec<i64>> {
     let cmd = msg.param.get_cmd();
     if cmd == SystemMessage::GroupNameChanged || cmd == SystemMessage::GroupDescriptionChanged {
         msg.chat_id
@@ -2940,35 +2944,41 @@ pub(crate) async fn create_send_msg_jobs(context: &Context, msg: &mut Message) -
         msg.param.remove(Param::GuaranteeE2ee);
     }
     msg.subject.clone_from(&rendered_msg.subject);
-    // Sort the message to the bottom. Employ `msgs_index7` to compute `timestamp`.
-    context
-        .sql
-        .execute(
-            "
-UPDATE msgs SET
-    timestamp=(
-        SELECT MAX(timestamp) FROM msgs INDEXED BY msgs_index7 WHERE
-            -- From `InFresh` to `OutMdnRcvd` inclusive except `OutDraft`.
-            state IN(10,13,16,18,20,24,26,28) AND
-            hidden IN(0,1) AND
-            chat_id=? AND
-            id<=?
-    ),
-    pre_rfc724_mid=?, subject=?, param=?
-WHERE id=?
-            ",
-            (
-                msg.chat_id,
-                msg.id,
-                &msg.pre_rfc724_mid,
-                &msg.subject,
-                msg.param.to_string(),
-                msg.id,
-            ),
-        )
-        .await?;
+    if !resend_to_new {
+        // Sort the message to the bottom. Employ `msgs_index7` to compute `timestamp`.
+        context
+            .sql
+            .execute(
+                "
+    UPDATE msgs SET
+        timestamp=(
+            SELECT MAX(timestamp) FROM msgs INDEXED BY msgs_index7 WHERE
+                -- From `InFresh` to `OutMdnRcvd` inclusive except `OutDraft`.
+                state IN(10,13,16,18,20,24,26,28) AND
+                hidden IN(0,1) AND
+                chat_id=? AND
+                id<=?
+        ),
+        pre_rfc724_mid=?, subject=?, param=?
+    WHERE id=?
+                ",
+                (
+                    msg.chat_id,
+                    msg.id,
+                    &msg.pre_rfc724_mid,
+                    &msg.subject,
+                    msg.param.to_string(),
+                    msg.id,
+                ),
+            )
+            .await?;
+    }
 
     let chunk_size = context.get_max_smtp_rcpt_to().await?;
+    let msg_id = match resend_to_new {
+        true => MsgId::new(u32::MAX),
+        false => msg.id,
+    };
     let trans_fn = |t: &mut rusqlite::Transaction| {
         let mut row_ids = Vec::<i64>::new();
 
@@ -2989,7 +2999,7 @@ WHERE id=?
                     &pre_msg.rfc724_mid,
                     &recipients_chunk,
                     &pre_msg.message,
-                    msg.id,
+                    msg_id,
                 ))?;
                 row_ids.push(row_id.try_into()?);
             }
@@ -2997,7 +3007,7 @@ WHERE id=?
                 &rendered_msg.rfc724_mid,
                 &recipients_chunk,
                 &rendered_msg.message,
-                msg.id,
+                msg_id,
             ))?;
             row_ids.push(row_id.try_into()?);
         }
@@ -4609,7 +4619,11 @@ pub async fn forward_msgs_2ctx(
         chat.prepare_msg_raw(ctx_dst, &mut msg, None).await?;
 
         curr_timestamp += 1;
-        if !create_send_msg_jobs(ctx_dst, &mut msg).await?.is_empty() {
+        let resend_to_new = false;
+        if !create_send_msg_jobs(ctx_dst, &mut msg, resend_to_new)
+            .await?
+            .is_empty()
+        {
             ctx_dst.scheduler.interrupt_smtp().await;
         }
         created_msgs.push(msg.id);
@@ -4767,7 +4781,11 @@ pub(crate) async fn resend_msgs_ex(
         if let Some(to_fingerprint) = &to_fingerprint {
             msg.param.set(Param::Arg4, to_fingerprint.clone());
         }
-        if create_send_msg_jobs(context, &mut msg).await?.is_empty() {
+        let resend_to_new = to_fingerprint.is_some();
+        if create_send_msg_jobs(context, &mut msg, resend_to_new)
+            .await?
+            .is_empty()
+        {
             continue;
         }
 
diff --git a/src/chat/chat_tests.rs b/src/chat/chat_tests.rs
index 36cf276d7..2167afed8 100644
--- a/src/chat/chat_tests.rs
+++ b/src/chat/chat_tests.rs
@@ -3049,6 +3049,31 @@ async fn test_broadcast_resend_to_new_member() -> Result<()> {
     Ok(())
 }
 
+#[tokio::test(flavor = "multi_thread", worker_threads = 2)]
+async fn test_broadcast_resend_failed_msg_to_new_member() -> Result<()> {
+    let mut tcm = TestContextManager::new();
+    let alice = &tcm.alice().await;
+    let bob = &tcm.bob().await;
+    let fiona = &tcm.fiona().await;
+    let alice_bc_id = create_broadcast(alice, "bc".to_string()).await?;
+    let qr = get_securejoin_qr(alice, Some(alice_bc_id)).await.unwrap();
+
+    tcm.exec_securejoin_qr(bob, alice, &qr).await;
+    let alice_msg_id = alice.send_text(alice_bc_id, "text").await.sender_msg_id;
+    let mut msg = Message::load_from_db(alice, alice_msg_id).await?;
+    message::set_msg_failed(alice, &mut msg, "error").await?;
+    let fiona_bc_id = tcm.exec_securejoin_qr(fiona, alice, &qr).await;
+    let resent_msg = alice.pop_sent_msg().await;
+    let fiona_msg = fiona.recv_msg(&resent_msg).await;
+    assert_eq!(fiona_msg.chat_id, fiona_bc_id);
+    assert_eq!(fiona_msg.text, "text");
+    assert_eq!(
+        alice_msg_id.get_state(alice).await?,
+        MessageState::OutFailed
+    );
+    Ok(())
+}
+
 /// - Alice has multiple devices
 /// - Alice creates a broadcast and sends a message into it
 /// - Alice's second device sees the broadcast