diff --git a/.jules/bolt.md b/.jules/bolt.md
new file mode 100644
index 0000000..3c4bc33
--- /dev/null
+++ b/.jules/bolt.md
@@ -0,0 +1,3 @@
+## 2025-02-23 - Pre-compiled Regular Expressions
+**Learning:** Python's `re` module internally caches up to 512 compiled regex patterns, but bypassing this cache lookup by directly executing pre-compiled `re.Pattern` objects provides measurable performance improvements in tight loops like safety check validations. Storing them as a tuple of patterns defined via a generator expression avoids scoping issues in class definitions.
+**Action:** Use pre-compiled regex `tuple`s at the class level instead of repeatedly calling `re.search()` inside list comprehensions or generators in high-frequency methods.
diff --git a/libs/safety_manager.py b/libs/safety_manager.py
index 1da4b28..62218de 100644
--- a/libs/safety_manager.py
+++ b/libs/safety_manager.py
@@ -180,6 +180,12 @@ class ExecutionSafetyManager:
 		r"\bbash\b",
 	]
 
+	_COMPILED_WRITE = tuple(re.compile(p, re.IGNORECASE) for p in _WRITE_PATTERNS)
+	_COMPILED_WRITE_ON_HANDLE = tuple(re.compile(p, re.IGNORECASE) for p in _WRITE_ON_HANDLE_PATTERNS)
+	_COMPILED_SENSITIVE_POSIX = tuple(re.compile(p, re.IGNORECASE) for p in _SENSITIVE_POSIX_PREFIXES)
+	_COMPILED_DESTRUCTIVE = tuple(re.compile(p) for p in _DESTRUCTIVE_PATTERNS)
+	_COMPILED_SHELL = tuple(re.compile(p) for p in _SHELL_PATTERNS)
+
 	def __init__(self, unsafe_mode: bool = False):
 		self.unsafe_mode = unsafe_mode
 
@@ -228,7 +234,7 @@ def _has_write_operation(self, code: str) -> bool:
 		"""Return True if *code* contains any write operation that must be
 		blocked in SAFE mode.
 		"""
-		return any(re.search(p, code, re.IGNORECASE) for p in self._WRITE_PATTERNS)
+		return any(p.search(code) for p in self._COMPILED_WRITE)
 
 	# =========================
 	# WRITE-ON-HANDLE DETECTION
@@ -240,7 +246,7 @@ def _has_write_on_handle(self, code: str) -> bool:
 		"""Return True if *code* calls .write() on any object (handle check).
 		This is intentionally only evaluated when an absolute path is present.
 		"""
-		return any(re.search(p, code, re.IGNORECASE) for p in self._WRITE_ON_HANDLE_PATTERNS)
+		return any(p.search(code) for p in self._COMPILED_WRITE_ON_HANDLE)
 
 	# =========================
 	# HOST ABSOLUTE PATH CHECK
@@ -285,7 +291,7 @@ def _is_host_absolute_path(self, code: str) -> bool:
 
 	def _is_sensitive_posix_path(self, code: str) -> bool:
 		"""Return True if *code* references a sensitive POSIX system path."""
-		return any(re.search(p, code, re.IGNORECASE) for p in self._SENSITIVE_POSIX_PREFIXES)
+		return any(p.search(code) for p in self._COMPILED_SENSITIVE_POSIX)
 
 	# =========================
 	# MAIN CHECK
@@ -326,7 +332,7 @@ def assess_execution(self, code: str, mode: str) -> Decision:
 		# (shutdown, reboot, mkfs, dd, format, diskpart) in addition to
 		# filesystem deletes.
 		# =========================
-		if any(re.search(p, code_lower) for p in self._DESTRUCTIVE_PATTERNS):
+		if any(p.search(code_lower) for p in self._COMPILED_DESTRUCTIVE):
 			return Decision(False, ["Destructive operation blocked."])
 
 		# =========================
@@ -334,7 +340,7 @@ def assess_execution(self, code: str, mode: str) -> Decision:
 		# BUG FIX #2: Uses _SHELL_PATTERNS with \b word-boundary regex instead
 		# of plain substring `in` check to avoid false positives.
 		# =========================
-		if any(re.search(p, code_lower) for p in self._SHELL_PATTERNS):
+		if any(p.search(code_lower) for p in self._COMPILED_SHELL):
 			return Decision(False, ["Shell execution is blocked."])
 
 		# =========================
@@ -370,7 +376,7 @@ def is_dangerous_operation(self, code: str) -> bool:
 		if not code or not code.strip():
 			return False
 		code_lower = code.lower()
-		return any(re.search(p, code_lower) for p in self._DESTRUCTIVE_PATTERNS)
+		return any(p.search(code_lower) for p in self._COMPILED_DESTRUCTIVE)
 
 	# =========================
 	# ARTIFACT EXPORT