diff --git a/crates/meilitool/src/upgrade/v1_12.rs b/crates/meilitool/src/upgrade/v1_12.rs
index ab97f417b..77060d90d 100644
--- a/crates/meilitool/src/upgrade/v1_12.rs
+++ b/crates/meilitool/src/upgrade/v1_12.rs
@@ -27,24 +27,37 @@ pub fn v1_11_to_v1_12(db_path: &Path) -> anyhow::Result<()> {
 /// 5) Persist the tmp file replacing the old update file.
 fn convert_update_files(db_path: &Path) -> anyhow::Result<()> {
     let update_files_dir_path = db_path.join("update_files");
-    let file_store = FileStore::new(&update_files_dir_path)?;
+    let file_store = FileStore::new(&update_files_dir_path).with_context(|| {
+        format!("while creating file store for update files dir {update_files_dir_path:?}")
+    })?;
 
-    for uuid in file_store.all_uuids()? {
-        let uuid = uuid?;
+    for uuid in file_store.all_uuids().context("while retrieving uuids from file store")? {
+        let uuid = uuid.context("while retrieving uuid from file store")?;
         let update_file_path = file_store.get_update_path(uuid);
-        let update_file = file_store.get_update(uuid)?;
+        let update_file = file_store
+            .get_update(uuid)
+            .with_context(|| format!("while getting update file for uuid {uuid:?}"))?;
 
-        let mut file = NamedTempFile::new_in(&update_files_dir_path).map(BufWriter::new)?;
+        let mut file =
+            NamedTempFile::new_in(&update_files_dir_path).map(BufWriter::new).with_context(
+                || format!("while creating bufwriter for update file {update_file_path:?}"),
+            )?;
 
-        let reader = DocumentsBatchReader::from_reader(update_file)?;
+        let reader = DocumentsBatchReader::from_reader(update_file).with_context(|| {
+            format!("while creating documents batch reader for update file {update_file_path:?}")
+        })?;
         let (mut cursor, index) = reader.into_cursor_and_fields_index();
 
-        while let Some(document) = cursor.next_document()? {
+        while let Some(document) = cursor.next_document().with_context(|| {
+            format!(
+                "while reading documents from batch reader for update file {update_file_path:?}"
+            )
+        })? {
             let mut json_document = IndexMap::new();
             for (fid, value) in document {
                 let field_name = index
                     .name(fid)
-                    .with_context(|| format!("while getting field name for fid {fid}"))?;
+                    .with_context(|| format!("while getting field name for fid {fid} for update file {update_file_path:?}"))?;
                 let value: &RawValue = serde_json::from_slice(value)?;
                 json_document.insert(field_name, value);
             }
@@ -52,11 +65,12 @@ fn convert_update_files(db_path: &Path) -> anyhow::Result<()> {
             serde_json::to_writer(&mut file, &json_document)?;
         }
 
-        let file = file
-            .into_inner()
-            .map_err(|e| e.into_error())
-            .context("while flushing update file bufwriter")?;
-        let _ = file.persist(update_file_path)?;
+        let file = file.into_inner().map_err(|e| e.into_error()).context(format!(
+            "while flushing update file bufwriter for update file {update_file_path:?}"
+        ))?;
+        let _ = file
+            .persist(&update_file_path)
+            .with_context(|| format!("while persisting update file {update_file_path:?}"))?;
     }
 
     Ok(())