diff --git a/surfsense_backend/app/tasks/chat/streaming/contract/__init__.py b/surfsense_backend/app/tasks/chat/streaming/contract/__init__.py
new file mode 100644
index 000000000..4562b362c
--- /dev/null
+++ b/surfsense_backend/app/tasks/chat/streaming/contract/__init__.py
@@ -0,0 +1,15 @@
+"""File-operation contract evaluation and logging."""
+
+from __future__ import annotations
+
+from app.tasks.chat.streaming.contract.file_contract import (
+    contract_enforcement_active,
+    evaluate_file_contract_outcome,
+    log_file_contract,
+)
+
+__all__ = [
+    "contract_enforcement_active",
+    "evaluate_file_contract_outcome",
+    "log_file_contract",
+]
diff --git a/surfsense_backend/app/tasks/chat/streaming/contract/file_contract.py b/surfsense_backend/app/tasks/chat/streaming/contract/file_contract.py
new file mode 100644
index 000000000..f21f5da02
--- /dev/null
+++ b/surfsense_backend/app/tasks/chat/streaming/contract/file_contract.py
@@ -0,0 +1,53 @@
+"""File-operation contract: when to enforce, how to score, how to log."""
+
+from __future__ import annotations
+
+import json
+from typing import Any
+
+from app.tasks.chat.streaming.shared.stream_result import StreamResult
+from app.utils.perf import get_perf_logger
+
+_perf_log = get_perf_logger()
+
+
+def contract_enforcement_active(result: StreamResult) -> bool:
+    # Enforce only in desktop local-folder mode. Kept deterministic, no
+    # env-driven progression modes.
+    return result.filesystem_mode == "desktop_local_folder"
+
+
+def evaluate_file_contract_outcome(result: StreamResult) -> tuple[bool, str]:
+    if result.intent_detected != "file_write":
+        return True, ""
+    if not result.write_attempted:
+        return False, "no_write_attempt"
+    if not result.write_succeeded:
+        return False, "write_failed"
+    if not result.verification_succeeded:
+        return False, "verification_failed"
+    return True, ""
+
+
+def log_file_contract(stage: str, result: StreamResult, **extra: Any) -> None:
+    payload: dict[str, Any] = {
+        "stage": stage,
+        "request_id": result.request_id or "unknown",
+        "turn_id": result.turn_id or "unknown",
+        "chat_id": (
+            result.turn_id.split(":", 1)[0] if ":" in result.turn_id else "unknown"
+        ),
+        "filesystem_mode": result.filesystem_mode,
+        "client_platform": result.client_platform,
+        "intent_detected": result.intent_detected,
+        "intent_confidence": result.intent_confidence,
+        "write_attempted": result.write_attempted,
+        "write_succeeded": result.write_succeeded,
+        "verification_succeeded": result.verification_succeeded,
+        "commit_gate_passed": result.commit_gate_passed,
+        "commit_gate_reason": result.commit_gate_reason or None,
+    }
+    payload.update(extra)
+    _perf_log.info(
+        "[file_operation_contract] %s", json.dumps(payload, ensure_ascii=False)
+    )