diff --git a/skyvern/forge/sdk/api/aws.py b/skyvern/forge/sdk/api/aws.py
index 46ed58dc..e777a48c 100644
--- a/skyvern/forge/sdk/api/aws.py
+++ b/skyvern/forge/sdk/api/aws.py
@@ -175,6 +175,7 @@ class AsyncAWSClient:
         metadata: dict | None = None,
         raise_exception: bool = False,
         tags: dict[str, str] | None = None,
+        content_type: str | None = None,
     ) -> None:
         # https://boto3.amazonaws.com/v1/documentation/api/latest/reference/services/s3/client/upload_file.html
         try:
@@ -185,6 +186,8 @@ class AsyncAWSClient:
                     extra_args["Metadata"] = metadata
                 if tags:
                     extra_args["Tagging"] = self._create_tag_string(tags)
+                if content_type:
+                    extra_args["ContentType"] = content_type
                 await client.upload_file(
                     Filename=file_path,
                     Bucket=parsed_uri.bucket,
diff --git a/skyvern/forge/sdk/artifact/storage/s3.py b/skyvern/forge/sdk/artifact/storage/s3.py
index 60b773ad..6bb359a0 100644
--- a/skyvern/forge/sdk/artifact/storage/s3.py
+++ b/skyvern/forge/sdk/artifact/storage/s3.py
@@ -304,16 +304,34 @@ class S3Storage(BaseStorage):
 
         file_infos: list[FileInfo] = []
         for key in object_keys:
+            # Playwright's record_video_dir should only contain .webm files.
+            # Filter defensively in case of unexpected files.
+            key_lower = key.lower()
+            if not (key_lower.endswith(".webm") or key_lower.endswith(".mp4")):
+                LOG.warning(
+                    "Skipping recording file with unsupported extension",
+                    uri=key,
+                    organization_id=organization_id,
+                    browser_session_id=browser_session_id,
+                )
+                continue
+
             metadata = {}
             modified_at: datetime | None = None
+            content_length: int | None = None
             # Get metadata (including checksum)
             try:
                 object_info = await self.async_client.get_object_info(key)
                 metadata = object_info.get("Metadata", {})
                 modified_at = object_info.get("LastModified")
+                content_length = object_info.get("ContentLength")
             except Exception:
                 LOG.exception("Recording object info retrieval failed", uri=key)
 
+            # Skip zero-byte objects (if any incompleted uploads)
+            if content_length == 0:
+                continue
+
             # Create FileInfo object
             filename = os.path.basename(key)
             checksum = metadata.get("sha256_checksum") if metadata else None
@@ -331,6 +349,9 @@ class S3Storage(BaseStorage):
             )
             file_infos.append(file_info)
 
+        # Prefer the newest recording first (S3 list order is not guaranteed).
+        # Treat None as "oldest".
+        file_infos.sort(key=lambda f: (f.modified_at is not None, f.modified_at), reverse=True)
         return file_infos
 
     async def save_downloaded_files(self, organization_id: str, run_id: str | None) -> None: