diff --git a/src/ephemeral.rs b/src/ephemeral.rs
index cf48fbac7..80a799875 100644
--- a/src/ephemeral.rs
+++ b/src/ephemeral.rs
@@ -66,7 +66,6 @@ use async_std::task;
 use serde::{Deserialize, Serialize};
 use sqlx::Row;
 
-use crate::chat::{lookup_by_contact_id, send_msg, ChatId};
 use crate::constants::{
     Viewtype, DC_CHAT_ID_LAST_SPECIAL, DC_CHAT_ID_TRASH, DC_CONTACT_ID_DEVICE, DC_CONTACT_ID_SELF,
 };
@@ -77,6 +76,10 @@ use crate::message::{Message, MessageState, MsgId};
 use crate::mimeparser::SystemMessage;
 use crate::sql;
 use crate::stock_str;
+use crate::{
+    chat::{lookup_by_contact_id, send_msg, ChatId},
+    job,
+};
 
 #[derive(Debug, PartialEq, Eq, Copy, Clone, Serialize, Deserialize)]
 pub enum Timer {
@@ -490,10 +493,12 @@ pub(crate) async fn load_imap_deletion_msgid(context: &Context) -> sql::Result<O
          OR (ephemeral_timestamp != 0 AND ephemeral_timestamp <= ?) \
          ) \
          AND server_uid != 0 \
+         AND NOT id IN (SELECT foreign_id FROM jobs WHERE action = ?)
          LIMIT 1",
             )
             .bind(threshold_timestamp)
-            .bind(now),
+            .bind(now)
+            .bind(job::Action::DeleteMsgOnImap),
         )
         .await?;
 
@@ -537,6 +542,7 @@ pub(crate) async fn start_ephemeral_timers(context: &Context) -> sql::Result<()>
 
 #[cfg(test)]
 mod tests {
+    use crate::param::Params;
     use async_std::task::sleep;
 
     use super::*;
@@ -758,7 +764,31 @@ mod tests {
 
         sleep(Duration::from_millis(1100)).await;
 
+        // Check checks that the msg was deleted locally
         check_msg_was_deleted(&t, &chat, msg.sender_msg_id).await;
+
+        // Check that the msg will be deleted on the server
+        // First of all, set a server_uid so that DC thinks that it's actually possible to delete
+        t.sql
+            .execute(sqlx::query("UPDATE msgs SET server_uid=1 WHERE id=?").bind(msg.sender_msg_id))
+            .await
+            .unwrap();
+        let job = job::load_imap_deletion_job(&t).await.unwrap();
+        assert_eq!(
+            job,
+            Some(job::Job::new(
+                job::Action::DeleteMsgOnImap,
+                msg.sender_msg_id.to_u32(),
+                Params::new(),
+                0,
+            ))
+        );
+        // Let's assume that executing the job fails on first try and the job is saved to the db
+        job.unwrap().save(&t).await.unwrap();
+
+        // Make sure that we don't get yet another job when loading from db
+        let job2 = job::load_imap_deletion_job(&t).await.unwrap();
+        assert_eq!(job2, None);
     }
 
     async fn check_msg_was_deleted(t: &TestContext, chat: &Chat, msg_id: MsgId) {
diff --git a/src/job.rs b/src/job.rs
index a8b01cf05..d362abc26 100644
--- a/src/job.rs
+++ b/src/job.rs
@@ -130,7 +130,7 @@ impl From<Action> for Thread {
     }
 }
 
-#[derive(Debug, Clone)]
+#[derive(Debug, Clone, PartialEq)]
 pub struct Job {
     pub job_id: u32,
     pub action: Action,
@@ -1030,7 +1030,7 @@ pub(crate) enum Connection<'a> {
     Smtp(&'a mut Smtp),
 }
 
-async fn load_imap_deletion_job(context: &Context) -> sql::Result<Option<Job>> {
+pub(crate) async fn load_imap_deletion_job(context: &Context) -> sql::Result<Option<Job>> {
     let res = if let Some(msg_id) = load_imap_deletion_msgid(context).await? {
         info!(context, "verbose (issue 2335): loading imap deletion job");
         Some(Job::new(