diff --git a/agent/prompt_builder.py b/agent/prompt_builder.py
index 7ba2edfa1..ef0393f2f 100644
--- a/agent/prompt_builder.py
+++ b/agent/prompt_builder.py
@@ -14,6 +14,7 @@ from pathlib import Path
 from hermes_constants import get_hermes_home, get_skills_dir, is_wsl
 from typing import Optional
 
+from agent.runtime_cwd import resolve_agent_cwd
 from agent.skill_utils import (
     extract_skill_conditions,
     extract_skill_description,
@@ -802,7 +803,7 @@ def build_environment_hints() -> str:
 
         host_lines.append(f"User home directory: {os.path.expanduser('~')}")
         try:
-            host_lines.append(f"Current working directory: {os.getcwd()}")
+            host_lines.append(f"Current working directory: {resolve_agent_cwd()}")
         except OSError:
             pass
 
diff --git a/tests/agent/test_prompt_builder.py b/tests/agent/test_prompt_builder.py
index 3f4b0f462..588e30936 100644
--- a/tests/agent/test_prompt_builder.py
+++ b/tests/agent/test_prompt_builder.py
@@ -3,6 +3,7 @@
 import builtins
 import importlib
 import logging
+import os
 import sys
 
 import pytest
@@ -18,6 +19,7 @@ from agent.prompt_builder import (
     build_skills_system_prompt,
     build_nous_subscription_prompt,
     build_context_files_prompt,
+    build_environment_hints,
     CONTEXT_FILE_MAX_CHARS,
     DEFAULT_AGENT_IDENTITY,
     TOOL_USE_ENFORCEMENT_GUIDANCE,
@@ -1248,3 +1250,25 @@ class TestOpenAIModelExecutionGuidance:
 
 
 
+
+
+class TestBuildEnvironmentHints:
+    """The cwd line must reflect the configured TERMINAL_CWD, not the daemon launch dir.
+
+    Regression for the gateway working-directory cluster (#24882, #24969, #27383, #29265):
+    gateway/cron set TERMINAL_CWD, but build_environment_hints emitted os.getcwd() — telling
+    the model the wrong directory.
+    """
+
+    def test_uses_terminal_cwd_when_set(self, monkeypatch, tmp_path):
+        monkeypatch.delenv("TERMINAL_ENV", raising=False)
+        monkeypatch.setenv("TERMINAL_CWD", str(tmp_path))
+        monkeypatch.chdir(os.path.expanduser("~"))
+        assert f"Current working directory: {tmp_path}" in build_environment_hints()
+
+    def test_falls_back_to_launch_dir_when_unset(self, monkeypatch, tmp_path):
+        # The #19242 local-CLI contract: no TERMINAL_CWD → the launch dir.
+        monkeypatch.delenv("TERMINAL_ENV", raising=False)
+        monkeypatch.delenv("TERMINAL_CWD", raising=False)
+        monkeypatch.chdir(tmp_path)
+        assert f"Current working directory: {tmp_path}" in build_environment_hints()