diff --git a/agent/google_oauth.py b/agent/google_oauth.py
index 4fda090fc6..231e7e1292 100644
--- a/agent/google_oauth.py
+++ b/agent/google_oauth.py
@@ -98,6 +98,7 @@ _DEFAULT_CLIENT_SECRET = f"GOCSPX-{_PUBLIC_CLIENT_SECRET_SUFFIX}"
 
 # Regex patterns for fallback scraping from an installed gemini-cli.
 import re as _re
+from utils import atomic_replace
 _CLIENT_ID_PATTERN = _re.compile(
     r"OAUTH_CLIENT_ID\s*=\s*['\"]([0-9]+-[a-z0-9]+\.apps\.googleusercontent\.com)['\"]"
 )
@@ -499,7 +500,7 @@ def save_credentials(creds: GoogleCredentials) -> Path:
                 fh.flush()
                 os.fsync(fh.fileno())
             os.chmod(tmp_path, stat.S_IRUSR | stat.S_IWUSR)
-            os.replace(tmp_path, path)
+            atomic_replace(tmp_path, path)
         finally:
             try:
                 if tmp_path.exists():
diff --git a/agent/nous_rate_guard.py b/agent/nous_rate_guard.py
index ea866f2e08..b28803122c 100644
--- a/agent/nous_rate_guard.py
+++ b/agent/nous_rate_guard.py
@@ -18,6 +18,7 @@ import os
 import tempfile
 import time
 from typing import Any, Mapping, Optional
+from utils import atomic_replace
 
 logger = logging.getLogger(__name__)
 
@@ -118,7 +119,7 @@ def record_nous_rate_limit(
         try:
             with os.fdopen(fd, "w") as f:
                 json.dump(state, f)
-            os.replace(tmp_path, path)
+            atomic_replace(tmp_path, path)
         except Exception:
             # Clean up temp file on failure
             try:
diff --git a/agent/shell_hooks.py b/agent/shell_hooks.py
index 13ebab4eb7..94750d5204 100644
--- a/agent/shell_hooks.py
+++ b/agent/shell_hooks.py
@@ -76,6 +76,7 @@ except ImportError:  # pragma: no cover
     fcntl = None  # type: ignore[assignment]
 
 from hermes_constants import get_hermes_home
+from utils import atomic_replace
 
 logger = logging.getLogger(__name__)
 
@@ -568,9 +569,7 @@ def save_allowlist(data: Dict[str, Any]) -> None:
         try:
             with os.fdopen(fd, "w") as fh:
                 fh.write(json.dumps(data, indent=2, sort_keys=True))
-            # Resolve symlinks so os.replace writes to the real file (GitHub #16743).
-            real_path = os.path.realpath(p) if os.path.islink(p) else p
-            os.replace(tmp_path, real_path)
+            atomic_replace(tmp_path, p)
         except Exception:
             try:
                 os.unlink(tmp_path)
diff --git a/cron/jobs.py b/cron/jobs.py
index 11a7411801..5bdb1122fe 100644
--- a/cron/jobs.py
+++ b/cron/jobs.py
@@ -21,6 +21,7 @@ from typing import Optional, Dict, List, Any, Union
 logger = logging.getLogger(__name__)
 
 from hermes_time import now as _hermes_now
+from utils import atomic_replace
 
 try:
     from croniter import croniter
@@ -367,9 +368,7 @@ def save_jobs(jobs: List[Dict[str, Any]]):
             json.dump({"jobs": jobs, "updated_at": _hermes_now().isoformat()}, f, indent=2)
             f.flush()
             os.fsync(f.fileno())
-        # Resolve symlinks so os.replace writes to the real file (GitHub #16743).
-        real_path = os.path.realpath(JOBS_FILE) if os.path.islink(JOBS_FILE) else JOBS_FILE
-        os.replace(tmp_path, real_path)
+        atomic_replace(tmp_path, JOBS_FILE)
         _secure_file(JOBS_FILE)
     except BaseException:
         try:
@@ -865,9 +864,7 @@ def save_job_output(job_id: str, output: str):
             f.write(output)
             f.flush()
             os.fsync(f.fileno())
-        # Resolve symlinks so os.replace writes to the real file (GitHub #16743).
-        real_path = os.path.realpath(output_file) if os.path.islink(output_file) else output_file
-        os.replace(tmp_path, real_path)
+        atomic_replace(tmp_path, output_file)
         _secure_file(output_file)
     except BaseException:
         try:
diff --git a/gateway/pairing.py b/gateway/pairing.py
index 09b61fef22..d5f7ec6b96 100644
--- a/gateway/pairing.py
+++ b/gateway/pairing.py
@@ -28,6 +28,7 @@ from pathlib import Path
 from typing import Optional
 
 from hermes_constants import get_hermes_dir
+from utils import atomic_replace
 
 
 # Unambiguous alphabet -- excludes 0/O, 1/I to prevent confusion
@@ -59,7 +60,7 @@ def _secure_write(path: Path, data: str) -> None:
             f.write(data)
             f.flush()
             os.fsync(f.fileno())
-        os.replace(tmp_path, str(path))
+        atomic_replace(tmp_path, path)
         try:
             os.chmod(path, 0o600)
         except OSError:
diff --git a/gateway/platforms/telegram.py b/gateway/platforms/telegram.py
index c5643cf3ed..ce536f5151 100644
--- a/gateway/platforms/telegram.py
+++ b/gateway/platforms/telegram.py
@@ -84,6 +84,7 @@ from gateway.platforms.telegram_network import (
     discover_fallback_ips,
     parse_fallback_ip_env,
 )
+from utils import atomic_replace
 
 
 def check_telegram_requirements() -> bool:
@@ -554,7 +555,7 @@ class TelegramAdapter(BasePlatformAdapter):
                         _yaml.dump(config, f, default_flow_style=False, sort_keys=False)
                         f.flush()
                         os.fsync(f.fileno())
-                    os.replace(tmp_path, config_path)
+                    atomic_replace(tmp_path, config_path)
                 except BaseException:
                     try:
                         os.unlink(tmp_path)
diff --git a/gateway/session.py b/gateway/session.py
index 36e187fe1e..0cd7fbca1f 100644
--- a/gateway/session.py
+++ b/gateway/session.py
@@ -64,6 +64,7 @@ from .whatsapp_identity import (
     canonical_whatsapp_identifier,
     normalize_whatsapp_identifier,
 )
+from utils import atomic_replace
 
 
 @dataclass
@@ -705,7 +706,7 @@ class SessionStore:
                 json.dump(data, f, indent=2)
                 f.flush()
                 os.fsync(f.fileno())
-            os.replace(tmp_path, sessions_file)
+            atomic_replace(tmp_path, sessions_file)
         except BaseException:
             try:
                 os.unlink(tmp_path)
diff --git a/hermes_cli/auth.py b/hermes_cli/auth.py
index 700aa7a2e9..61a5760dcb 100644
--- a/hermes_cli/auth.py
+++ b/hermes_cli/auth.py
@@ -43,6 +43,7 @@ import yaml
 
 from hermes_cli.config import get_hermes_home, get_config_path, read_raw_config
 from hermes_constants import OPENROUTER_BASE_URL
+from utils import atomic_replace
 
 logger = logging.getLogger(__name__)
 
@@ -828,7 +829,7 @@ def _save_auth_store(auth_store: Dict[str, Any]) -> Path:
             handle.write(payload)
             handle.flush()
             os.fsync(handle.fileno())
-        os.replace(tmp_path, auth_file)
+        atomic_replace(tmp_path, auth_file)
         try:
             dir_fd = os.open(str(auth_file.parent), os.O_RDONLY)
         except OSError:
diff --git a/hermes_cli/config.py b/hermes_cli/config.py
index 88746f2801..ddb3dec0ac 100644
--- a/hermes_cli/config.py
+++ b/hermes_cli/config.py
@@ -227,6 +227,7 @@ def get_container_exec_info() -> Optional[dict]:
 
 # Re-export from hermes_constants — canonical definition lives there.
 from hermes_constants import get_hermes_home  # noqa: F811,E402
+from utils import atomic_replace
 
 def get_config_path() -> Path:
     """Get the main config file path."""
@@ -3666,9 +3667,7 @@ def sanitize_env_file() -> int:
             f.writelines(sanitized)
             f.flush()
             os.fsync(f.fileno())
-        # Resolve symlinks so os.replace writes to the real file (GitHub #16743).
-        real_path = os.path.realpath(env_path) if os.path.islink(env_path) else env_path
-        os.replace(tmp_path, real_path)
+        atomic_replace(tmp_path, env_path)
     except BaseException:
         try:
             os.unlink(tmp_path)
@@ -3771,9 +3770,7 @@ def save_env_value(key: str, value: str):
             f.writelines(lines)
             f.flush()
             os.fsync(f.fileno())
-        # Resolve symlinks so os.replace writes to the real file (GitHub #16743).
-        real_path = os.path.realpath(env_path) if os.path.islink(env_path) else env_path
-        os.replace(tmp_path, real_path)
+        atomic_replace(tmp_path, env_path)
         # Restore original permissions before _secure_file may tighten them.
         if original_mode is not None:
             try:
@@ -3829,9 +3826,7 @@ def remove_env_value(key: str) -> bool:
                 f.writelines(new_lines)
                 f.flush()
                 os.fsync(f.fileno())
-            # Resolve symlinks so os.replace writes to the real file (GitHub #16743).
-            real_path = os.path.realpath(env_path) if os.path.islink(env_path) else env_path
-            os.replace(tmp_path, real_path)
+            atomic_replace(tmp_path, env_path)
             if original_mode is not None:
                 try:
                     os.chmod(env_path, original_mode)
diff --git a/hermes_cli/debug.py b/hermes_cli/debug.py
index e2eac544f2..71c5443516 100644
--- a/hermes_cli/debug.py
+++ b/hermes_cli/debug.py
@@ -18,6 +18,7 @@ from pathlib import Path
 from typing import Optional
 
 from hermes_constants import get_hermes_home
+from utils import atomic_replace
 
 
 # ---------------------------------------------------------------------------
@@ -79,7 +80,7 @@ def _save_pending(entries: list[dict]) -> None:
         path.parent.mkdir(parents=True, exist_ok=True)
         tmp = path.with_suffix(".json.tmp")
         tmp.write_text(json.dumps(entries, indent=2), encoding="utf-8")
-        os.replace(tmp, path)
+        atomic_replace(tmp, path)
     except OSError:
         # Non-fatal — worst case the user has to run ``hermes debug delete``
         # manually.
diff --git a/hermes_cli/env_loader.py b/hermes_cli/env_loader.py
index 009f3de273..61824672c0 100644
--- a/hermes_cli/env_loader.py
+++ b/hermes_cli/env_loader.py
@@ -7,6 +7,7 @@ import sys
 from pathlib import Path
 
 from dotenv import load_dotenv
+from utils import atomic_replace
 
 
 # Env var name suffixes that indicate credential values.  These are the
@@ -127,7 +128,7 @@ def _sanitize_env_file_if_needed(path: Path) -> None:
                     f.writelines(sanitized)
                     f.flush()
                     os.fsync(f.fileno())
-                os.replace(tmp, path)
+                atomic_replace(tmp, path)
             except BaseException:
                 try:
                     os.unlink(tmp)
diff --git a/hermes_cli/model_catalog.py b/hermes_cli/model_catalog.py
index 500910d57f..51873adf14 100644
--- a/hermes_cli/model_catalog.py
+++ b/hermes_cli/model_catalog.py
@@ -54,6 +54,7 @@ from pathlib import Path
 from typing import Any
 
 from hermes_cli import __version__ as _HERMES_VERSION
+from utils import atomic_replace
 
 logger = logging.getLogger(__name__)
 
@@ -190,7 +191,7 @@ def _write_disk_cache(data: dict[str, Any]) -> None:
         with open(tmp, "w") as fh:
             json.dump(data, fh, indent=2)
             fh.write("\n")
-        os.replace(tmp, path)
+        atomic_replace(tmp, path)
     except OSError as exc:
         logger.info("model catalog cache write failed: %s", exc)
 
diff --git a/hermes_cli/webhook.py b/hermes_cli/webhook.py
index 378f11b4a7..116464dde6 100644
--- a/hermes_cli/webhook.py
+++ b/hermes_cli/webhook.py
@@ -19,6 +19,7 @@ from pathlib import Path
 from typing import Dict
 
 from hermes_constants import display_hermes_home
+from utils import atomic_replace
 
 
 _SUBSCRIPTIONS_FILENAME = "webhook_subscriptions.json"
@@ -52,7 +53,7 @@ def _save_subscriptions(subs: Dict[str, dict]) -> None:
         json.dumps(subs, indent=2, ensure_ascii=False),
         encoding="utf-8",
     )
-    os.replace(str(tmp_path), str(path))
+    atomic_replace(tmp_path, path)
 
 
 def _get_webhook_config() -> dict:
diff --git a/tests/test_atomic_replace_symlinks.py b/tests/test_atomic_replace_symlinks.py
new file mode 100644
index 0000000000..f6b8491832
--- /dev/null
+++ b/tests/test_atomic_replace_symlinks.py
@@ -0,0 +1,160 @@
+"""Regression tests for GitHub #16743 — atomic writes must preserve symlinks.
+
+``os.replace(tmp, target)`` replaces whatever exists at ``target`` — including
+symlinks, which it swaps for a regular file.  Managed deployments that
+symlink ``~/.hermes/config.yaml`` (and other state files) to a git-tracked
+profile package were silently detached on every config write.
+
+The fix: a shared ``atomic_replace`` helper in ``utils.py`` that resolves the
+target through ``os.path.realpath`` when it is a symlink, so the real file is
+overwritten in-place while the symlink survives.  All atomic-write sites in
+the codebase were migrated to the helper; these tests pin that invariant.
+"""
+from __future__ import annotations
+
+import json
+import os
+import sys
+from pathlib import Path
+
+import pytest
+import yaml
+
+# Ensure the repo root is importable when running via `pytest tests/...`.
+_REPO_ROOT = Path(__file__).resolve().parent.parent
+if str(_REPO_ROOT) not in sys.path:
+    sys.path.insert(0, str(_REPO_ROOT))
+
+from utils import atomic_json_write, atomic_replace, atomic_yaml_write
+
+
+# ─── Direct helper ────────────────────────────────────────────────────────────
+
+
+def _write_tmp(dir_: Path, content: str) -> Path:
+    tmp = dir_ / ".src.tmp"
+    tmp.write_text(content, encoding="utf-8")
+    return tmp
+
+
+def test_atomic_replace_preserves_symlink(tmp_path: Path) -> None:
+    real = tmp_path / "real.yaml"
+    link = tmp_path / "link.yaml"
+    real.write_text("original\n", encoding="utf-8")
+    link.symlink_to(real)
+
+    tmp = _write_tmp(tmp_path, "updated\n")
+    returned = atomic_replace(tmp, link)
+
+    assert link.is_symlink(), "symlink must not be replaced with a regular file"
+    assert real.read_text(encoding="utf-8") == "updated\n"
+    assert Path(returned) == real
+    # Follow the symlink — same content.
+    assert link.read_text(encoding="utf-8") == "updated\n"
+
+
+def test_atomic_replace_regular_file(tmp_path: Path) -> None:
+    target = tmp_path / "plain.yaml"
+    target.write_text("old\n", encoding="utf-8")
+
+    tmp = _write_tmp(tmp_path, "fresh\n")
+    returned = atomic_replace(tmp, target)
+
+    assert Path(returned) == target
+    assert target.read_text(encoding="utf-8") == "fresh\n"
+    assert not target.is_symlink()
+
+
+def test_atomic_replace_first_time_create(tmp_path: Path) -> None:
+    target = tmp_path / "new.yaml"
+    assert not target.exists()
+
+    tmp = _write_tmp(tmp_path, "brand new\n")
+    returned = atomic_replace(tmp, target)
+
+    assert Path(returned) == target
+    assert target.read_text(encoding="utf-8") == "brand new\n"
+
+
+def test_atomic_replace_accepts_pathlike_and_str(tmp_path: Path) -> None:
+    target = tmp_path / "dual.json"
+    target.write_text("{}", encoding="utf-8")
+
+    # str inputs
+    tmp1 = _write_tmp(tmp_path, "1")
+    atomic_replace(str(tmp1), str(target))
+    assert target.read_text(encoding="utf-8") == "1"
+
+    # Path inputs
+    tmp2 = _write_tmp(tmp_path, "2")
+    atomic_replace(tmp2, target)
+    assert target.read_text(encoding="utf-8") == "2"
+
+
+# ─── atomic_json_write / atomic_yaml_write wiring ──────────────────────────
+
+
+def test_atomic_json_write_preserves_symlink(tmp_path: Path) -> None:
+    real = tmp_path / "real.json"
+    link = tmp_path / "link.json"
+    real.write_text("{}", encoding="utf-8")
+    link.symlink_to(real)
+
+    atomic_json_write(link, {"hello": "world"})
+
+    assert link.is_symlink()
+    loaded = json.loads(real.read_text(encoding="utf-8"))
+    assert loaded == {"hello": "world"}
+
+
+def test_atomic_yaml_write_preserves_symlink(tmp_path: Path) -> None:
+    real = tmp_path / "real.yaml"
+    link = tmp_path / "link.yaml"
+    real.write_text("placeholder: true\n", encoding="utf-8")
+    link.symlink_to(real)
+
+    atomic_yaml_write(link, {"model": {"provider": "openrouter"}})
+
+    assert link.is_symlink()
+    data = yaml.safe_load(real.read_text(encoding="utf-8"))
+    assert data == {"model": {"provider": "openrouter"}}
+
+
+def test_atomic_json_write_preserves_symlink_permissions(tmp_path: Path) -> None:
+    """Symlinked targets keep the real file's permission bits."""
+    if os.name != "posix":
+        pytest.skip("POSIX-only")
+
+    real = tmp_path / "real.json"
+    link = tmp_path / "link.json"
+    real.write_text("{}", encoding="utf-8")
+    os.chmod(real, 0o644)
+    link.symlink_to(real)
+
+    atomic_json_write(link, {"x": 1})
+
+    import stat as _stat
+    mode = _stat.S_IMODE(real.stat().st_mode)
+    assert mode == 0o644, f"permissions drifted after symlinked write: {oct(mode)}"
+
+
+# ─── Broken-symlink edge case ─────────────────────────────────────────────
+
+
+def test_atomic_replace_broken_symlink_creates_target(tmp_path: Path) -> None:
+    """A symlink pointing at a missing file: the write should create the
+    real target (resolving via realpath) rather than leaving the dangling
+    link in place as a regular file.
+    """
+    missing = tmp_path / "does_not_exist_yet.yaml"
+    link = tmp_path / "link.yaml"
+    link.symlink_to(missing)
+    assert link.is_symlink()
+    assert not missing.exists()
+
+    tmp = _write_tmp(tmp_path, "created-through-link\n")
+    atomic_replace(tmp, link)
+
+    assert link.is_symlink(), "symlink must be preserved"
+    assert missing.exists(), "real target should now exist"
+    assert missing.read_text(encoding="utf-8") == "created-through-link\n"
diff --git a/tools/memory_tool.py b/tools/memory_tool.py
index 6c0527ab42..0de12a64f3 100644
--- a/tools/memory_tool.py
+++ b/tools/memory_tool.py
@@ -33,6 +33,8 @@ from pathlib import Path
 from hermes_constants import get_hermes_home
 from typing import Dict, Any, List, Optional
 
+from utils import atomic_replace
+
 # fcntl is Unix-only; on Windows use msvcrt for file locking
 msvcrt = None
 try:
@@ -448,10 +450,7 @@ class MemoryStore:
                     f.write(content)
                     f.flush()
                     os.fsync(f.fileno())
-                # Resolve symlinks so os.replace writes to the real file (GitHub #16743).
-                path_str = str(path)
-                real_path = os.path.realpath(path_str) if os.path.islink(path_str) else path_str
-                os.replace(tmp_path, real_path)
+                atomic_replace(tmp_path, path)
             except BaseException:
                 # Clean up temp file on any failure
                 try:
diff --git a/tools/skill_manager_tool.py b/tools/skill_manager_tool.py
index 734e3fa727..cece3f4fca 100644
--- a/tools/skill_manager_tool.py
+++ b/tools/skill_manager_tool.py
@@ -42,6 +42,8 @@ from pathlib import Path
 from hermes_constants import get_hermes_home, display_hermes_home
 from typing import Dict, Any, Optional, Tuple
 
+from utils import atomic_replace
+
 logger = logging.getLogger(__name__)
 
 # Import security scanner — external hub installs always get scanned;
@@ -309,9 +311,7 @@ def _atomic_write_text(file_path: Path, content: str, encoding: str = "utf-8") -
     try:
         with os.fdopen(fd, "w", encoding=encoding) as f:
             f.write(content)
-        # Resolve symlinks so os.replace writes to the real file (GitHub #16743).
-        real_path = os.path.realpath(file_path) if os.path.islink(file_path) else file_path
-        os.replace(temp_path, real_path)
+        atomic_replace(temp_path, file_path)
     except Exception:
         # Clean up temp file on error
         try:
diff --git a/tools/skills_sync.py b/tools/skills_sync.py
index b82b1219fa..98cd85c394 100644
--- a/tools/skills_sync.py
+++ b/tools/skills_sync.py
@@ -28,6 +28,7 @@ import shutil
 from pathlib import Path
 from hermes_constants import get_hermes_home
 from typing import Dict, List, Tuple
+from utils import atomic_replace
 
 logger = logging.getLogger(__name__)
 
@@ -98,9 +99,7 @@ def _write_manifest(entries: Dict[str, str]):
                 f.write(data)
                 f.flush()
                 os.fsync(f.fileno())
-            # Resolve symlinks so os.replace writes to the real file (GitHub #16743).
-            real_path = os.path.realpath(MANIFEST_FILE) if os.path.islink(MANIFEST_FILE) else MANIFEST_FILE
-            os.replace(tmp_path, real_path)
+            atomic_replace(tmp_path, MANIFEST_FILE)
         except BaseException:
             try:
                 os.unlink(tmp_path)
diff --git a/utils.py b/utils.py
index dc2a3e099e..595c3e831c 100644
--- a/utils.py
+++ b/utils.py
@@ -58,6 +58,30 @@ def _restore_file_mode(path: Path, mode: "int | None") -> None:
         pass
 
 
+def atomic_replace(tmp_path: Union[str, Path], target: Union[str, Path]) -> str:
+    """Atomically move *tmp_path* onto *target*, preserving symlinks.
+
+    ``os.replace(tmp, target)`` atomically swaps ``tmp`` into place at
+    ``target``.  When ``target`` is a symlink, the symlink itself is
+    replaced with a regular file — silently detaching managed deployments
+    that symlink ``config.yaml`` / ``SOUL.md`` / ``auth.json`` etc. from
+    ``~/.hermes/`` to a git-tracked profile package or dotfiles repo
+    (GitHub #16743).
+
+    This helper resolves the symlink first so ``os.replace`` writes to
+    the real file in-place while the symlink survives.  For non-symlink
+    and non-existent paths the behavior is identical to a plain
+    ``os.replace`` call.
+
+    Returns the resolved real path used for the replace, so callers that
+    need to re-apply permissions can target it instead of the symlink.
+    """
+    target_str = str(target)
+    real_path = os.path.realpath(target_str) if os.path.islink(target_str) else target_str
+    os.replace(str(tmp_path), real_path)
+    return real_path
+
+
 def atomic_json_write(
     path: Union[str, Path],
     data: Any,
@@ -99,10 +123,8 @@ def atomic_json_write(
             )
             f.flush()
             os.fsync(f.fileno())
-        # Resolve symlinks so os.replace writes to the real file instead of
-        # replacing the symlink with a regular file (GitHub #16743).
-        real_path = os.path.realpath(path) if os.path.islink(path) else path
-        os.replace(tmp_path, real_path)
+        # Preserve symlinks — swap in-place on the real file (GitHub #16743).
+        real_path = atomic_replace(tmp_path, path)
         _restore_file_mode(real_path, original_mode)
     except BaseException:
         # Intentionally catch BaseException so temp-file cleanup still runs for
@@ -153,10 +175,8 @@ def atomic_yaml_write(
                 f.write(extra_content)
             f.flush()
             os.fsync(f.fileno())
-        # Resolve symlinks so os.replace writes to the real file instead of
-        # replacing the symlink with a regular file (GitHub #16743).
-        real_path = os.path.realpath(path) if os.path.islink(path) else path
-        os.replace(tmp_path, real_path)
+        # Preserve symlinks — swap in-place on the real file (GitHub #16743).
+        real_path = atomic_replace(tmp_path, path)
         _restore_file_mode(real_path, original_mode)
     except BaseException:
         # Match atomic_json_write: cleanup must also happen for process-level