diff --git a/.jules/bolt.md b/.jules/bolt.md
new file mode 100644
index 0000000..4dc88fe
--- /dev/null
+++ b/.jules/bolt.md
@@ -0,0 +1,3 @@
+## 2024-05-24 - Optimizing Safety Manager Regex Compilation
+**Learning:** Pre-compiling `re.Pattern` objects inside a list comprehension causes a `NameError` in class bodies under Python 3, so a generator cast to a `tuple` should be used instead. By bypassing `re.search`'s cache lookup, a significant speedup in repeated loop executions was achieved for evaluating safety checks.
+**Action:** Pre-compile regular expressions as a tuple at the class level for any methods that perform multiple evaluations within `any()` loops.
diff --git a/libs/safety_manager.py b/libs/safety_manager.py
index 1da4b28..5e93e27 100644
--- a/libs/safety_manager.py
+++ b/libs/safety_manager.py
@@ -100,6 +100,7 @@ class ExecutionSafetyManager:
 		r'\.to_excel\s*\([^)]*[\'"/]',
 		r'\.to_parquet\s*\([^)]*[\'"/]',
 	]
+	_COMPILED_WRITE_PATTERNS = tuple(re.compile(p, re.IGNORECASE) for p in _WRITE_PATTERNS)
 
 	# BUG FIX (test_blocks_write_function_with_absolute_path):
 	# When code opens a file handle (any mode, including 'r') and then calls
@@ -111,6 +112,7 @@ class ExecutionSafetyManager:
 	_WRITE_ON_HANDLE_PATTERNS = [
 		r"\.write\s*\(",
 	]
+	_COMPILED_WRITE_ON_HANDLE_PATTERNS = tuple(re.compile(p, re.IGNORECASE) for p in _WRITE_ON_HANDLE_PATTERNS)
 
 	# Sensitive POSIX system path prefixes that are ALWAYS blocked (even for reads).
 	_SENSITIVE_POSIX_PREFIXES = [
@@ -121,6 +123,7 @@ class ExecutionSafetyManager:
 		r"/dev/\w+",
 		r"/boot/\w+",
 	]
+	_COMPILED_SENSITIVE_POSIX_PREFIXES = tuple(re.compile(p, re.IGNORECASE) for p in _SENSITIVE_POSIX_PREFIXES)
 
 	# Known-dangerous call targets for .remove() / .unlink() / .rmtree().
 	_DANGEROUS_ATTR_OWNERS = frozenset({"os", "shutil", "pathlib", "path"})
@@ -166,6 +169,7 @@ class ExecutionSafetyManager:
 		r"\bformat\s+[a-z]:",
 		r"\bdiskpart\b",
 	]
+	_COMPILED_DESTRUCTIVE_PATTERNS = tuple(re.compile(p) for p in _DESTRUCTIVE_PATTERNS)
 
 	# =========================
 	# BUG FIX #2: Shell patterns now use re.search() with \b word boundaries
@@ -179,6 +183,7 @@ class ExecutionSafetyManager:
 		r"\bcmd\.exe\b",
 		r"\bbash\b",
 	]
+	_COMPILED_SHELL_PATTERNS = tuple(re.compile(p) for p in _SHELL_PATTERNS)
 
 	def __init__(self, unsafe_mode: bool = False):
 		self.unsafe_mode = unsafe_mode
@@ -228,7 +233,7 @@ 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_PATTERNS)
 
 	# =========================
 	# WRITE-ON-HANDLE DETECTION
@@ -240,7 +245,7 @@ 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_PATTERNS)
 
 	# =========================
 	# HOST ABSOLUTE PATH CHECK
@@ -285,7 +290,7 @@ 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_PREFIXES)
 
 	# =========================
 	# MAIN CHECK
@@ -326,7 +331,7 @@ 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_PATTERNS):
 			return Decision(False, ["Destructive operation blocked."])
 
 		# =========================
@@ -334,7 +339,7 @@ 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_PATTERNS):
 			return Decision(False, ["Shell execution is blocked."])
 
 		# =========================
@@ -370,7 +375,7 @@ 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_PATTERNS)
 
 	# =========================
 	# ARTIFACT EXPORT