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The deadline loop only waited for the download phase to become "streaming", but the assertion also required bytes > 0. On CI the assertion could fire before iter_content yielded the first chunk, causing a flaky failure. Wait for bytes > 0 in the deadline loop and improve the error message to show bytes/error state. Co-authored-by: Cursor Agent <agent@cursor.com> Co-authored-by: Cursor <cursoragent@cursor.com>