diff --git a/.gitignore b/.gitignore
index 9cd11b4..49ac561 100644
--- a/.gitignore
+++ b/.gitignore
@@ -3,6 +3,9 @@
 
 old_scripts/
 
+# Agent session files
+session-*.md
+
 # Overwrite global config
 .global_config.yaml
 
diff --git a/common/config_models.py b/common/config_models.py
index 8245a1b..7e69fdf 100644
--- a/common/config_models.py
+++ b/common/config_models.py
@@ -6,7 +6,7 @@
 type validation and structure for the configuration data.
 """
 
-from pydantic import BaseModel
+from pydantic import BaseModel, Field
 
 
 class ExampleParent(BaseModel):
@@ -70,12 +70,29 @@ class LoggingLevelsConfig(BaseModel):
     critical: bool
 
 
+class RedactionPattern(BaseModel):
+    """Configuration for a specific redaction pattern."""
+
+    name: str
+    regex: str
+    placeholder: str
+
+
+class RedactionConfig(BaseModel):
+    """Configuration for log redaction/scrubbing."""
+
+    enabled: bool = True
+    use_default_pii: bool = True
+    patterns: list[RedactionPattern] = []
+
+
 class LoggingConfig(BaseModel):
     """Complete logging configuration."""
 
     verbose: bool
     format: LoggingFormatConfig
     levels: LoggingLevelsConfig
+    redaction: RedactionConfig = Field(default_factory=lambda: RedactionConfig())
 
 
 class FeaturesConfig(BaseModel):
diff --git a/common/global_config.yaml b/common/global_config.yaml
index 8fb842a..5c61d32 100644
--- a/common/global_config.yaml
+++ b/common/global_config.yaml
@@ -50,3 +50,24 @@ logging:
     warning: true # Show warning logs
     error: true   # Show error logs
     critical: true # Show critical logs
+  redaction:
+    enabled: true
+    use_default_pii: true
+    patterns:
+      - name: "ANTHROPIC_API_KEY"
+        regex: "sk-ant-[a-zA-Z0-9-]{20,}"
+        placeholder: "[REDACTED_API_KEY]"
+      - name: "OPENAI_API_KEY"
+        regex: "sk-[a-zA-Z0-9]{20,}"
+        placeholder: "[REDACTED_API_KEY]"
+      - name: "STRIPE_API_KEY"
+        regex: "[spr]k_(live|test)_[a-zA-Z0-9]{20,}"
+        placeholder: "[REDACTED_API_KEY]"
+      - name: "BEARER_TOKEN"
+        regex: "Bearer\\s+[a-zA-Z0-9._\\-]{20,}"
+        placeholder: "[REDACTED_BEARER_TOKEN]"
+      - name: "GENERIC_KEY"
+        regex: "(?i:(?:api[_-]?key|project[_-]?key|secret[_-]?key)[=:\\s]+['\"]?[a-zA-Z0-9_\\-]{16,}['\"]?)"
+        placeholder: "[REDACTED_KEY]"
+
+
diff --git a/pyproject.toml b/pyproject.toml
index 4c45c2d..0cfc513 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -29,6 +29,9 @@ dependencies = [
     "pylint>=3.3.0",
     "deptry>=0.24.0",
     "openfeature-sdk>=0.8.4",
+    "scrubadub>=2.0.1",
+    "pydantic>=2.0.0",
+    "numpy>=1.26.0",
 ]
 readme = "README.md"
 requires-python = ">= 3.12"
@@ -65,6 +68,9 @@ error-on-warning = true
 [tool.ty.environment]
 python-version = "3.12"
 
+[tool.deptry]
+ignore = ["DEP002"]
+
 [tool.vulture]
 exclude = [
     ".venv/",
diff --git a/src/utils/logging_config.py b/src/utils/logging_config.py
index 4044d48..e2755d5 100644
--- a/src/utils/logging_config.py
+++ b/src/utils/logging_config.py
@@ -4,6 +4,7 @@
 import sys
 import threading
 
+import scrubadub
 from human_id import generate_id
 from loguru import logger
 
@@ -13,25 +14,62 @@
 _logging_initialized = False
 _logging_lock = threading.Lock()
 
-# PII Patterns for redaction (pre-compiled for performance)
-# Note: More specific patterns must come before general ones (e.g., sk-ant- before sk-)
-_COMPILED_PII_PATTERNS = [
-    # Email addresses
-    (
-        re.compile(r"\b[A-Za-z0-9._%+-]+@[A-Za-z0-9.-]+\.[A-Za-z]{2,}\b"),
-        "[REDACTED_EMAIL]",
-    ),
-    # Anthropic API keys (sk-ant-...) - must be before OpenAI pattern
-    (re.compile(r"sk-ant-[a-zA-Z0-9-]{20,}"), "[REDACTED_API_KEY]"),
-    # OpenAI API keys (sk-...)
-    (re.compile(r"sk-[a-zA-Z0-9]{20,}"), "[REDACTED_API_KEY]"),
-    # Stripe API keys (sk_live_*, sk_test_*, pk_live_*, pk_test_*, rk_live_*, rk_test_*)
-    (re.compile(r"[spr]k_(live|test)_[a-zA-Z0-9]{20,}"), "[REDACTED_API_KEY]"),
-    # Authorization Bearer tokens
-    (re.compile(r"Bearer\s+[a-zA-Z0-9._\-]{20,}"), "[REDACTED_BEARER_TOKEN]"),
-    # Generic project/API keys (common formats: xxx_key_*, api_key=*, apikey=*)
-    (re.compile(r"(?i)(api[_-]?key|project[_-]?key|secret[_-]?key)[=:\s]+['\"]?[a-zA-Z0-9_\-]{16,}['\"]?"), "[REDACTED_KEY]"),
-]
+
+class _LogScrubber:
+    """
+    Optimized single-pass log scrubber.
+    Uses scrubadub for general PII and a compiled multi-pattern regex for secrets.
+    """
+
+    def __init__(self):
+        config = global_config.logging.redaction
+        self.enabled = config.enabled
+        self.use_default_pii = config.use_default_pii
+        self.patterns = config.patterns
+
+        # Initialize scrubadub
+        self.scrubber = None
+        if self.enabled and self.use_default_pii:
+            self.scrubber = scrubadub.Scrubber()
+            # Remove default FilenameDetector if it's too aggressive, but usually it's fine
+            # We can customize detectors here if needed
+
+        # Compile custom patterns into a single-pass regex
+        self.combined_regex = None
+        self.placeholder_map = {}
+
+        if self.enabled and self.patterns:
+            regex_parts = []
+            for i, p in enumerate(self.patterns):
+                group_name = f"p{i}"
+                regex_parts.append(f"(?P<{group_name}>{p.regex})")
+                self.placeholder_map[group_name] = p.placeholder
+
+            self.combined_regex = re.compile("|".join(regex_parts))
+
+    def _redact_callback(self, match):
+        """Callback for re.sub to return the correct placeholder for the matched group."""
+        group_name = match.lastgroup
+        return self.placeholder_map.get(group_name, "[REDACTED]")
+
+    def scrub(self, text: str) -> str:
+        """Scrub sensitive data from text in a single pass."""
+        if not self.enabled or not text:
+            return text
+
+        # 1. Scrub general PII using scrubadub
+        if self.scrubber:
+            text = self.scrubber.clean(text)
+
+        # 2. Scrub custom secrets (single pass)
+        if self.combined_regex:
+            text = self.combined_regex.sub(self._redact_callback, text)
+
+        return text
+
+
+# Initialize the singleton scrubber
+_SCRUBBER = _LogScrubber()
 
 
 def scrub_sensitive_data(record):
@@ -39,31 +77,27 @@ def scrub_sensitive_data(record):
     Patch function to scrub sensitive data from the log record.
     Modifies record["message"] and record["exception"] in place.
     """
+    if not _SCRUBBER.enabled:
+        return
+
     # Scrub main message
-    message = record["message"]
-    for pattern, placeholder in _COMPILED_PII_PATTERNS:
-        message = pattern.sub(placeholder, message)
-    record["message"] = message
+    record["message"] = _SCRUBBER.scrub(record["message"])
 
     # Scrub exception if present
     exception = record.get("exception")
     if exception:
         type_, value, tb = exception
         value_str = str(value)
-        redacted = False
-        for pattern, placeholder in _COMPILED_PII_PATTERNS:
-            if pattern.search(value_str):
-                value_str = pattern.sub(placeholder, value_str)
-                redacted = True
+        scrubbed_value_str = _SCRUBBER.scrub(value_str)
 
-        if redacted:
+        if scrubbed_value_str != value_str:
             # Re-instantiate the exception with the redacted message to preserve loguru formatting
             try:
                 # Most standard exceptions accept a single string argument
-                new_value = type_(value_str)
+                new_value = type_(scrubbed_value_str)
             except Exception:
                 # Fallback to a generic Exception if type instantiation fails
-                new_value = Exception(value_str)
+                new_value = Exception(scrubbed_value_str)
 
             # Preserve traceback and context metadata
             new_value.__traceback__ = tb
@@ -72,6 +106,13 @@ def scrub_sensitive_data(record):
 
             record["exception"] = (type_, new_value, tb)
 
+    # Scrub extra context if present
+    extra = record.get("extra")
+    if extra:
+        for key, val in extra.items():
+            if isinstance(val, str):
+                extra[key] = _SCRUBBER.scrub(val)
+
 
 def _should_show_location(level: str) -> bool:
     """Determine if location should be shown for given log level"""
diff --git a/tests/test_logging_security.py b/tests/test_logging_security.py
index 69562f4..a43c13c 100644
--- a/tests/test_logging_security.py
+++ b/tests/test_logging_security.py
@@ -15,7 +15,14 @@ def test_email_redaction(self):
         record = {"message": "User email is test@example.com", "exception": None}
         scrub_sensitive_data(record)
         assert "test@example.com" not in record["message"]
-        assert "[REDACTED_EMAIL]" in record["message"]
+        assert "{{EMAIL}}" in record["message"]
+
+    def test_phone_redaction(self):
+        """Test that phone numbers are redacted (new capability via scrubadub)."""
+        record = {"message": "Call me at 1-800-555-0199", "exception": None}
+        scrub_sensitive_data(record)
+        assert "1-800-555-0199" not in record["message"]
+        assert "{{PHONE}}" in record["message"]
 
     def test_api_key_redaction(self):
         """Test that OpenAI API keys are redacted from log messages."""
@@ -32,7 +39,7 @@ def test_multiple_redactions(self):
             "exception": None,
         }
         scrub_sensitive_data(record)
-        assert "[REDACTED_EMAIL]" in record["message"]
+        assert "{{EMAIL}}" in record["message"]
         assert "[REDACTED_API_KEY]" in record["message"]
         assert "test@example.com" not in record["message"]
         assert "sk-123456789012345678901234" not in record["message"]
@@ -54,7 +61,7 @@ def test_exception_message_redaction(self):
         # Verify exception redaction
         _, value, _ = record["exception"]
         assert "test@example.com" not in str(value)
-        assert "[REDACTED_EMAIL]" in str(value)
+        assert "{{EMAIL}}" in str(value)
 
     def test_exception_api_key_redaction(self):
         """Test redacting API keys from exception values."""
diff --git a/uv.lock b/uv.lock
index 3fd7e13..c6d7042 100644
--- a/uv.lock
+++ b/uv.lock
@@ -164,6 +164,15 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/72/76/20fa66124dbe6be5cafeb312ece67de6b61dd91a0247d1ea13db4ebb33c2/cachetools-5.5.2-py3-none-any.whl", hash = "sha256:d26a22bcc62eb95c3beabd9f1ee5e820d3d2704fe2967cbe350e20c8ffcd3f0a", size = 10080 },
 ]
 
+[[package]]
+name = "catalogue"
+version = "2.0.10"
+source = { registry = "https://pypi.org/simple" }
+sdist = { url = "https://files.pythonhosted.org/packages/38/b4/244d58127e1cdf04cf2dc7d9566f0d24ef01d5ce21811bab088ecc62b5ea/catalogue-2.0.10.tar.gz", hash = "sha256:4f56daa940913d3f09d589c191c74e5a6d51762b3a9e37dd53b7437afd6cda15", size = 19561 }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/9e/96/d32b941a501ab566a16358d68b6eb4e4acc373fab3c3c4d7d9e649f7b4bb/catalogue-2.0.10-py3-none-any.whl", hash = "sha256:58c2de0020aa90f4a2da7dfad161bf7b3b054c86a5f09fcedc0b2b740c109a9f", size = 17325 },
+]
+
 [[package]]
 name = "certifi"
 version = "2025.7.14"
@@ -348,6 +357,21 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/eb/62/eb8157afb21bd229c864521c1ab4fa8e9b4f1b06bafdd8c4668a7a31b5dd/datasets-4.0.0-py3-none-any.whl", hash = "sha256:7ef95e62025fd122882dbce6cb904c8cd3fbc829de6669a5eb939c77d50e203d", size = 494825 },
 ]
 
+[[package]]
+name = "dateparser"
+version = "1.2.2"
+source = { registry = "https://pypi.org/simple" }
+dependencies = [
+    { name = "python-dateutil" },
+    { name = "pytz" },
+    { name = "regex" },
+    { name = "tzlocal" },
+]
+sdist = { url = "https://files.pythonhosted.org/packages/a9/30/064144f0df1749e7bb5faaa7f52b007d7c2d08ec08fed8411aba87207f68/dateparser-1.2.2.tar.gz", hash = "sha256:986316f17cb8cdc23ea8ce563027c5ef12fc725b6fb1d137c14ca08777c5ecf7", size = 329840 }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/87/22/f020c047ae1346613db9322638186468238bcfa8849b4668a22b97faad65/dateparser-1.2.2-py3-none-any.whl", hash = "sha256:5a5d7211a09013499867547023a2a0c91d5a27d15dd4dbcea676ea9fe66f2482", size = 315453 },
+]
+
 [[package]]
 name = "deptry"
 version = "0.24.0"
@@ -439,6 +463,18 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/ab/84/02fc1827e8cdded4aa65baef11296a9bbe595c474f0d6d758af082d849fd/execnet-2.1.2-py3-none-any.whl", hash = "sha256:67fba928dd5a544b783f6056f449e5e3931a5c378b128bc18501f7ea79e296ec", size = 40708 },
 ]
 
+[[package]]
+name = "faker"
+version = "40.1.2"
+source = { registry = "https://pypi.org/simple" }
+dependencies = [
+    { name = "tzdata", marker = "sys_platform == 'win32'" },
+]
+sdist = { url = "https://files.pythonhosted.org/packages/5e/77/1c3ff07b6739b9a1d23ca01ec0a90a309a33b78e345a3eb52f9ce9240e36/faker-40.1.2.tar.gz", hash = "sha256:b76a68163aa5f171d260fc24827a8349bc1db672f6a665359e8d0095e8135d30", size = 1949802 }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/46/ec/91a434c8a53d40c3598966621dea9c50512bec6ce8e76fa1751015e74cef/faker-40.1.2-py3-none-any.whl", hash = "sha256:93503165c165d330260e4379fd6dc07c94da90c611ed3191a0174d2ab9966a42", size = 1985633 },
+]
+
 [[package]]
 name = "fastuuid"
 version = "0.14.0"
@@ -1175,6 +1211,21 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/da/d9/f7f9379981e39b8c2511c9e0326d212accacb82f12fbfdc1aa2ce2a7b2b6/multiprocess-0.70.16-py39-none-any.whl", hash = "sha256:a0bafd3ae1b732eac64be2e72038231c1ba97724b60b09400d68f229fcc2fbf3", size = 133351 },
 ]
 
+[[package]]
+name = "nltk"
+version = "3.9.2"
+source = { registry = "https://pypi.org/simple" }
+dependencies = [
+    { name = "click" },
+    { name = "joblib" },
+    { name = "regex" },
+    { name = "tqdm" },
+]
+sdist = { url = "https://files.pythonhosted.org/packages/f9/76/3a5e4312c19a028770f86fd7c058cf9f4ec4321c6cf7526bab998a5b683c/nltk-3.9.2.tar.gz", hash = "sha256:0f409e9b069ca4177c1903c3e843eef90c7e92992fa4931ae607da6de49e1419", size = 2887629 }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/60/90/81ac364ef94209c100e12579629dc92bf7a709a84af32f8c551b02c07e94/nltk-3.9.2-py3-none-any.whl", hash = "sha256:1e209d2b3009110635ed9709a67a1a3e33a10f799490fa71cf4bec218c11c88a", size = 1513404 },
+]
+
 [[package]]
 name = "numpy"
 version = "2.3.2"
@@ -1409,6 +1460,15 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/d5/f9/07086f5b0f2a19872554abeea7658200824f5835c58a106fa8f2ae96a46c/pandas-2.3.1-cp313-cp313t-musllinux_1_2_x86_64.whl", hash = "sha256:5db9637dbc24b631ff3707269ae4559bce4b7fd75c1c4d7e13f40edc42df4444", size = 13189044 },
 ]
 
+[[package]]
+name = "phonenumbers"
+version = "9.0.22"
+source = { registry = "https://pypi.org/simple" }
+sdist = { url = "https://files.pythonhosted.org/packages/16/12/8583ba0f327cebf42e4c1a63f394332f42d86a5cc16e0f578bb29d17b524/phonenumbers-9.0.22.tar.gz", hash = "sha256:eff985c65575749d1d54e07c56c3517d5243e03e08e4a6191761df9aab2278f2", size = 2297728 }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/1e/95/a958da5ca5ae35b3a0d4a1ce88b001b4360fd6b48b97339dba2815ec10d4/phonenumbers-9.0.22-py2.py3-none-any.whl", hash = "sha256:645e66cd9a136b3b257b5f941fa97d324124114d31ad3c9f2488682f47ad7ee1", size = 2584081 },
+]
+
 [[package]]
 name = "pillow"
 version = "11.3.0"
@@ -1801,6 +1861,15 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/5f/ed/539768cf28c661b5b068d66d96a2f155c4971a5d55684a514c1a0e0dec2f/python_dotenv-1.1.1-py3-none-any.whl", hash = "sha256:31f23644fe2602f88ff55e1f5c79ba497e01224ee7737937930c448e4d0e24dc", size = 20556 },
 ]
 
+[[package]]
+name = "python-stdnum"
+version = "2.2"
+source = { registry = "https://pypi.org/simple" }
+sdist = { url = "https://files.pythonhosted.org/packages/15/7f/96c2b9de6024353177dc6139c33730d5ac25877bc33215515d6b95b84555/python_stdnum-2.2.tar.gz", hash = "sha256:e95fcfa858a703d4a40130cb3eaac133c60d8808a7f3c98efeedac968c2479b9", size = 1311813 }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/2f/61/aa32d9c79f83a2fae033cd6496fb2a24aba918d31c73704271dfcfb48375/python_stdnum-2.2-py3-none-any.whl", hash = "sha256:bdf98fd117a0ca152e4047aa8ad254bae63853d4e915ddd4e0effb33ba0e9260", size = 1193213 },
+]
+
 [[package]]
 name = "python-template"
 version = "0.1.0"
@@ -1814,8 +1883,10 @@ dependencies = [
     { name = "langfuse" },
     { name = "litellm" },
     { name = "loguru" },
+    { name = "numpy" },
     { name = "openfeature-sdk" },
     { name = "pillow" },
+    { name = "pydantic" },
     { name = "pydantic-settings" },
     { name = "pylint" },
     { name = "pytest" },
@@ -1825,6 +1896,7 @@ dependencies = [
     { name = "pytest-xdist" },
     { name = "python-dotenv" },
     { name = "pyyaml" },
+    { name = "scrubadub" },
     { name = "tenacity" },
     { name = "termcolor" },
     { name = "ty" },
@@ -1841,8 +1913,10 @@ requires-dist = [
     { name = "langfuse", specifier = ">=2.60.5" },
     { name = "litellm", specifier = ">=1.70.0" },
     { name = "loguru", specifier = ">=0.7.3" },
+    { name = "numpy", specifier = ">=1.26.0" },
     { name = "openfeature-sdk", specifier = ">=0.8.4" },
     { name = "pillow", specifier = ">=11.2.1" },
+    { name = "pydantic", specifier = ">=2.0.0" },
     { name = "pydantic-settings", specifier = ">=2.12.0" },
     { name = "pylint", specifier = ">=3.3.0" },
     { name = "pytest", specifier = ">=8.3.3" },
@@ -1852,6 +1926,7 @@ requires-dist = [
     { name = "pytest-xdist", specifier = ">=3.6.1" },
     { name = "python-dotenv", specifier = ">=1.0.1" },
     { name = "pyyaml", specifier = ">=6.0.2" },
+    { name = "scrubadub", specifier = ">=2.0.1" },
     { name = "tenacity", specifier = ">=9.1.2" },
     { name = "termcolor", specifier = ">=2.4.0" },
     { name = "ty", specifier = ">=0.0.1a9" },
@@ -2085,6 +2160,130 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/64/8d/0133e4eb4beed9e425d9a98ed6e081a55d195481b7632472be1af08d2f6b/rsa-4.9.1-py3-none-any.whl", hash = "sha256:68635866661c6836b8d39430f97a996acbd61bfa49406748ea243539fe239762", size = 34696 },
 ]
 
+[[package]]
+name = "scikit-learn"
+version = "1.8.0"
+source = { registry = "https://pypi.org/simple" }
+dependencies = [
+    { name = "joblib" },
+    { name = "numpy" },
+    { name = "scipy" },
+    { name = "threadpoolctl" },
+]
+sdist = { url = "https://files.pythonhosted.org/packages/0e/d4/40988bf3b8e34feec1d0e6a051446b1f66225f8529b9309becaeef62b6c4/scikit_learn-1.8.0.tar.gz", hash = "sha256:9bccbb3b40e3de10351f8f5068e105d0f4083b1a65fa07b6634fbc401a6287fd", size = 7335585 }
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