diff --git a/README.md b/README.md
index fc4b4adb..cf7de604 100644
--- a/README.md
+++ b/README.md
@@ -11,6 +11,10 @@ Kaizen is a system designed to help agents improve over time by learning from th
 - **Trajectory Analysis**: Automatically analyzes agent trajectories to generate tips and best practices.
 - **Milvus Integration**: Uses Milvus (or Milvus Lite) for efficient vector storage and retrieval.
 
+## Architecture
+
+<img src="docs/assets/architecture.png" alt="Architecture" width="480">
+
 ## Quick Start
 
 ### Installation
diff --git a/docs/assets/architecture.png b/docs/assets/architecture.png
new file mode 100644
index 00000000..d22804c3
Binary files /dev/null and b/docs/assets/architecture.png differ
diff --git a/kaizen/backend/filesystem.py b/kaizen/backend/filesystem.py
index c8a0a333..01a6712c 100644
--- a/kaizen/backend/filesystem.py
+++ b/kaizen/backend/filesystem.py
@@ -248,10 +248,14 @@ def _search_entities_internal(
         else:
             # Simple case-insensitive text matching
             query_lower = query.lower()
-            matching = [
-                ent for ent in entities
-                if query_lower in ent.get("content", "").lower()
-            ]
+            matching = []
+            for ent in entities:
+                content = ent.get("content", "")
+                # Convert non-string content to JSON string for searching
+                if not isinstance(content, str):
+                    content = json.dumps(content)
+                if query_lower in content.lower():
+                    matching.append(ent)
             results = matching[:limit]
 
         return [
diff --git a/kaizen/backend/milvus.py b/kaizen/backend/milvus.py
index 4b25da07..ac98c78d 100644
--- a/kaizen/backend/milvus.py
+++ b/kaizen/backend/milvus.py
@@ -1,4 +1,5 @@
 import datetime
+import json
 import logging
 import uuid
 
@@ -15,6 +16,22 @@
 logging.basicConfig(level=logging.INFO)
 logger = logging.getLogger("katas-db.milvus")
 
+
+def serialize_content(content) -> str:
+    """Serialize content to string for Milvus storage."""
+    if isinstance(content, str):
+        return content
+    return json.dumps(content)
+
+
+def deserialize_content(content: str):
+    """Deserialize content from Milvus storage."""
+    try:
+        return json.loads(content)
+    except (json.JSONDecodeError, TypeError):
+        return content
+
+
 class MilvusKataBackend(BaseKataBackend):
     milvus = MilvusClient(**milvus_client_settings.model_dump())
     embedding_model = SentenceTransformer(milvus_other_settings.embedding_model)
@@ -93,27 +110,29 @@ def update_entities(
         if enable_conflict_resolution:
             old_entities = []
             for entity in entities:
-                old_entities.extend(self.search_entities(namespace_id=namespace_id, query=entity.content))
+                query_str = serialize_content(entity.content)
+                old_entities.extend(self.search_entities(namespace_id=namespace_id, query=query_str))
 
             updates = resolve_conflicts(old_entities, entities_with_temporary_ids)
             for update in updates:
+                content_str = serialize_content(update.content)
                 match update.event:
                     case 'ADD':
                         entity_id = str(self.milvus.insert(collection_name=namespace_id, data={
                             'type': entity_type,
-                            'content': update.content,
+                            'content': content_str,
                             'created_at': int(now.timestamp()),
-                            'embedding': self.embedding_model.encode(update.content),
+                            'embedding': self.embedding_model.encode(content_str),
                             'metadata': update.metadata,
                         })['ids'][0])
                         update.id = entity_id
                     case 'UPDATE':
                         self.milvus.upsert(collection_name=namespace_id, data={
                             'type': entity_type,
-                            'id': update.id,
-                            'content': update.content,
+                            'id': int(update.id),
+                            'content': content_str,
                             'created_at': int(now.timestamp()),
-                            'embedding': self.embedding_model.encode(update.content),
+                            'embedding': self.embedding_model.encode(content_str),
                             'metadata': update.metadata
                         }, partial_update=True)
                     case 'DELETE':
@@ -123,11 +142,12 @@ def update_entities(
         else:
             updates = []
             for entity in entities:
+                content_str = serialize_content(entity.content)
                 entity_id = str(self.milvus.insert(collection_name=namespace_id, data={
                     'type': entity_type,
-                    'content': entity.content,
+                    'content': content_str,
                     'created_at': int(now.timestamp()),
-                    'embedding': self.embedding_model.encode(entity.content),
+                    'embedding': self.embedding_model.encode(content_str),
                     'metadata': entity.metadata
                 })['ids'][0])
                 updates.append(EntityUpdate(
@@ -175,7 +195,7 @@ def delete_entity_by_id(self, namespace_id: str, entity_id: str):
     # Keep it as an INT64 or else you won't be able to list all entities.
     FieldSchema(name='id', is_primary=True, auto_id=True, dtype=DataType.INT64, max_length=128),
     FieldSchema(name='type', dtype=DataType.VARCHAR, max_length=128),
-    FieldSchema(name='content', dtype=DataType.VARCHAR, max_length=512),
+    FieldSchema(name='content', dtype=DataType.VARCHAR, max_length=65535),
     FieldSchema(name='created_at', dtype=DataType.INT64),
     FieldSchema(name='embedding', dtype=DataType.FLOAT_VECTOR, dim=384),
     FieldSchema(name='metadata', dtype=DataType.JSON),
@@ -185,5 +205,6 @@ def parse_milvus_entity(entity: dict) -> RecordedEntity:
     return RecordedEntity.model_validate({
         **entity,
         'id': str(entity['id']),
+        'content': deserialize_content(entity['content']),
         'created_at': datetime.datetime.fromtimestamp(entity['created_at'], datetime.UTC),
     })
\ No newline at end of file
diff --git a/kaizen/db/sqlite_manager.py b/kaizen/db/sqlite_manager.py
index 39cff85f..3568ef47 100644
--- a/kaizen/db/sqlite_manager.py
+++ b/kaizen/db/sqlite_manager.py
@@ -95,8 +95,8 @@ def search_namespaces(
         with self._lock:
             cursor: sqlite3.Cursor = self.connection.cursor()
             cursor.row_factory = Namespace.row_factory
-            cursor.execute(f"""
-                    SELECT id, created_at, user_id, agent_id, app_id
+            cursor.execute("""
+                    SELECT id, created_at
                     FROM namespaces
                     LIMIT ?
                 """,
diff --git a/kaizen/schema/conflict_resolution.py b/kaizen/schema/conflict_resolution.py
index 3d6ed8ae..31c38d5a 100644
--- a/kaizen/schema/conflict_resolution.py
+++ b/kaizen/schema/conflict_resolution.py
@@ -6,7 +6,7 @@ class SimpleEntity(BaseModel):
     """Derived from either a `Entity` or `RecordedEntity`. Optimized for LLM-based conflict resolution."""
     id: str = Field(description='The unique ID of an entity.')
     type: str = Field(description='The type of the entity.')
-    content: str = Field(description='The content of the entity.')
+    content: str | list | dict = Field(description='The content of the entity.')
 
     @staticmethod
     def from_recorded_entities(entities: list[RecordedEntity]) -> list['SimpleEntity']:
@@ -17,7 +17,7 @@ class EntityUpdate(BaseModel):
     """Produced by the LLM, to be processed by a kata backend."""
     id: str = Field(description='The unique ID of an entity.')
     type: str = Field(description='The type of the entity.')
-    content: str = Field(description='The content of the entity.')
+    content: str | list | dict = Field(description='The content of the entity.')
     event: Literal['ADD', 'UPDATE', 'DELETE', 'NONE'] = Field(description='The type of update operation to perform.')
     old_entity: str | None = Field(default=None, description='The entity before it was updated.')
     metadata: dict | None = Field(default=None, description='Arbitrary metadata which is related to the entity.')
\ No newline at end of file
diff --git a/kaizen/schema/core.py b/kaizen/schema/core.py
index 4db971cd..0f42c728 100644
--- a/kaizen/schema/core.py
+++ b/kaizen/schema/core.py
@@ -16,7 +16,7 @@ def row_factory(cursor: Cursor, row: Row) -> 'Namespace':
 
 class Entity(BaseModel):
     """Basic data stored in the DB"""
-    content: str = Field(description='Some relatively short searchable text.')
+    content: str | list | dict = Field(description='Searchable text or structured data.')
     metadata: dict | None = Field(default=None, description='Arbitrary metadata which is related to the entity.')
     type: str = Field(description='The type of the entity.')
 
diff --git a/kaizen/sync/phoenix_sync.py b/kaizen/sync/phoenix_sync.py
index e4585b90..c0bc266e 100644
--- a/kaizen/sync/phoenix_sync.py
+++ b/kaizen/sync/phoenix_sync.py
@@ -298,29 +298,24 @@ def _process_trajectory(self, trajectory: dict) -> int:
 
         Returns the number of tips generated.
         """
-        # Store trajectory messages
-        entities = []
-        for msg in trajectory.get("messages", []):
-            content = msg.get("content")
-            if isinstance(content, str) and content:
-                entities.append(
-                    Entity(
-                        type="trajectory",
-                        content=content,
-                        metadata={
-                            "trace_id": trajectory["trace_id"],
-                            "span_id": trajectory["span_id"],
-                            "model": trajectory["model"],
-                            "role": msg.get("role"),
-                            "timestamp": trajectory["timestamp"],
-                        },
-                    )
-                )
-
-        if entities:
+        # Store trajectory as a single entity with all messages
+        messages = trajectory.get("messages", [])
+        if messages:
+            entity = Entity(
+                type="trajectory",
+                content=messages,
+                metadata={
+                    "trace_id": trajectory["trace_id"],
+                    "span_id": trajectory["span_id"],
+                    "model": trajectory["model"],
+                    "timestamp": trajectory["timestamp"],
+                    "message_count": len(messages),
+                    "usage": trajectory.get("usage"),
+                },
+            )
             self.client.update_entities(
                 namespace_id=self.namespace_id,
-                entities=entities,
+                entities=[entity],
                 enable_conflict_resolution=False,
             )
 
diff --git a/pyproject.toml b/pyproject.toml
index 900f897f..597a3816 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -5,6 +5,7 @@ description = "Add your description here"
 readme = "README.md"
 requires-python = ">=3.12"
 dependencies = [
+    "arize-phoenix>=12.30.0",
     "fastmcp",
     "jinja2",
     "litellm",
@@ -44,4 +45,4 @@ markers = [
     "unit",
     "phoenix"
 ]
-anyio_mode = "auto"
\ No newline at end of file
+anyio_mode = "auto"
diff --git a/tests/unit/test_phoenix_sync.py b/tests/unit/test_phoenix_sync.py
index 96c0a007..49d2922d 100644
--- a/tests/unit/test_phoenix_sync.py
+++ b/tests/unit/test_phoenix_sync.py
@@ -638,7 +638,18 @@ def test_sync_processes_valid_spans(self, mock_generate_tips, mock_urlopen, phoe
         mock_urlopen.return_value = mock_response
 
         phoenix_sync.client.search_entities.return_value = []
-        mock_generate_tips.return_value = ["Tip 1", "Tip 2"]
+        # Create mock Tip objects with required attributes
+        mock_tip1 = MagicMock()
+        mock_tip1.content = "Tip 1 content"
+        mock_tip1.category = "strategy"
+        mock_tip1.rationale = "Tip 1 rationale"
+        mock_tip1.trigger = "Tip 1 trigger"
+        mock_tip2 = MagicMock()
+        mock_tip2.content = "Tip 2 content"
+        mock_tip2.category = "optimization"
+        mock_tip2.rationale = "Tip 2 rationale"
+        mock_tip2.trigger = "Tip 2 trigger"
+        mock_generate_tips.return_value = [mock_tip1, mock_tip2]
 
         result = phoenix_sync.sync(limit=10)
 
@@ -684,7 +695,13 @@ def test_sync_returns_correct_counts(self, mock_generate_tips, mock_urlopen, pho
         mock_entity = MagicMock()
         mock_entity.metadata = {"span_id": "old_span"}
         phoenix_sync.client.search_entities.return_value = [mock_entity]
-        mock_generate_tips.return_value = ["Generated tip"]
+        # Create mock Tip object with required attributes
+        mock_tip = MagicMock()
+        mock_tip.content = "Generated tip content"
+        mock_tip.category = "strategy"
+        mock_tip.rationale = "Tip rationale"
+        mock_tip.trigger = "Tip trigger"
+        mock_generate_tips.return_value = [mock_tip]
 
         result = phoenix_sync.sync(limit=10)
 
diff --git a/uv.lock b/uv.lock
index 73b67127..1a7be777 100644
--- a/uv.lock
+++ b/uv.lock
@@ -2,8 +2,12 @@ version = 1
 revision = 1
 requires-python = ">=3.12"
 resolution-markers = [
-    "python_full_version >= '3.14'",
-    "python_full_version < '3.14'",
+    "python_full_version >= '3.14' and sys_platform == 'win32'",
+    "python_full_version >= '3.14' and sys_platform != 'win32'",
+    "python_full_version == '3.13.*' and sys_platform == 'win32'",
+    "python_full_version < '3.13' and sys_platform == 'win32'",
+    "python_full_version == '3.13.*' and sys_platform != 'win32'",
+    "python_full_version < '3.13' and sys_platform != 'win32'",
 ]
 
 [[package]]
@@ -100,6 +104,15 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/b4/63/278a98c715ae467624eafe375542d8ba9b4383a016df8fdefe0ae28382a7/aiohttp-3.13.3-cp314-cp314t-win_amd64.whl", hash = "sha256:44531a36aa2264a1860089ffd4dce7baf875ee5a6079d5fb42e261c704ef7344", size = 499694 },
 ]
 
+[[package]]
+name = "aioitertools"
+version = "0.13.0"
+source = { registry = "https://pypi.org/simple" }
+sdist = { url = "https://files.pythonhosted.org/packages/fd/3c/53c4a17a05fb9ea2313ee1777ff53f5e001aefd5cc85aa2f4c2d982e1e38/aioitertools-0.13.0.tar.gz", hash = "sha256:620bd241acc0bbb9ec819f1ab215866871b4bbd1f73836a55f799200ee86950c", size = 19322 }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/10/a1/510b0a7fadc6f43a6ce50152e69dbd86415240835868bb0bd9b5b88b1e06/aioitertools-0.13.0-py3-none-any.whl", hash = "sha256:0be0292b856f08dfac90e31f4739432f4cb6d7520ab9eb73e143f4f2fa5259be", size = 24182 },
+]
+
 [[package]]
 name = "aiosignal"
 version = "1.4.0"
@@ -113,6 +126,38 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/fb/76/641ae371508676492379f16e2fa48f4e2c11741bd63c48be4b12a6b09cba/aiosignal-1.4.0-py3-none-any.whl", hash = "sha256:053243f8b92b990551949e63930a839ff0cf0b0ebbe0597b0f3fb19e1a0fe82e", size = 7490 },
 ]
 
+[[package]]
+name = "aiosqlite"
+version = "0.22.1"
+source = { registry = "https://pypi.org/simple" }
+sdist = { url = "https://files.pythonhosted.org/packages/4e/8a/64761f4005f17809769d23e518d915db74e6310474e733e3593cfc854ef1/aiosqlite-0.22.1.tar.gz", hash = "sha256:043e0bd78d32888c0a9ca90fc788b38796843360c855a7262a532813133a0650", size = 14821 }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/00/b7/e3bf5133d697a08128598c8d0abc5e16377b51465a33756de24fa7dee953/aiosqlite-0.22.1-py3-none-any.whl", hash = "sha256:21c002eb13823fad740196c5a2e9d8e62f6243bd9e7e4a1f87fb5e44ecb4fceb", size = 17405 },
+]
+
+[[package]]
+name = "alembic"
+version = "1.18.1"
+source = { registry = "https://pypi.org/simple" }
+dependencies = [
+    { name = "mako" },
+    { name = "sqlalchemy" },
+    { name = "typing-extensions" },
+]
+sdist = { url = "https://files.pythonhosted.org/packages/49/cc/aca263693b2ece99fa99a09b6d092acb89973eb2bb575faef1777e04f8b4/alembic-1.18.1.tar.gz", hash = "sha256:83ac6b81359596816fb3b893099841a0862f2117b2963258e965d70dc62fb866", size = 2044319 }
+wheels = [
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+]
+
+[[package]]
+name = "annotated-doc"
+version = "0.0.4"
+source = { registry = "https://pypi.org/simple" }
+sdist = { url = "https://files.pythonhosted.org/packages/57/ba/046ceea27344560984e26a590f90bc7f4a75b06701f653222458922b558c/annotated_doc-0.0.4.tar.gz", hash = "sha256:fbcda96e87e9c92ad167c2e53839e57503ecfda18804ea28102353485033faa4", size = 7288 }
+wheels = [
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+]
+
 [[package]]
 name = "annotated-types"
 version = "0.7.0"
@@ -135,6 +180,116 @@ wheels = [
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 ]
 
+[[package]]
+name = "arize-phoenix"
+version = "12.30.0"
+source = { registry = "https://pypi.org/simple" }
+dependencies = [
+    { name = "aioitertools" },
+    { name = "aiosqlite" },
+    { name = "alembic" },
+    { name = "arize-phoenix-client" },
+    { name = "arize-phoenix-evals" },
+    { name = "arize-phoenix-otel" },
+    { name = "authlib" },
+    { name = "cachetools" },
+    { name = "email-validator" },
+    { name = "fastapi" },
+    { name = "grpc-interceptor" },
+    { name = "grpcio" },
+    { name = "httpx" },
+    { name = "jinja2" },
+    { name = "jmespath" },
+    { name = "ldap3" },
+    { name = "numpy" },
+    { name = "openinference-instrumentation" },
+    { name = "openinference-semantic-conventions" },
+    { name = "opentelemetry-exporter-otlp" },
+    { name = "opentelemetry-proto" },
+    { name = "opentelemetry-sdk" },
+    { name = "opentelemetry-semantic-conventions" },
+    { name = "orjson" },
+    { name = "pandas" },
+    { name = "prometheus-client" },
+    { name = "protobuf" },
+    { name = "psutil" },
+    { name = "pyarrow" },
+    { name = "pydantic" },
+    { name = "python-dateutil" },
+    { name = "python-multipart" },
+    { name = "scikit-learn" },
+    { name = "scipy" },
+    { name = "sqlalchemy", extra = ["asyncio"] },
+    { name = "sqlean-py" },
+    { name = "starlette" },
+    { name = "strawberry-graphql" },
+    { name = "tqdm" },
+    { name = "typing-extensions" },
+    { name = "uvicorn" },
+    { name = "wrapt" },
+]
+sdist = { url = "https://files.pythonhosted.org/packages/14/e2/22424fd20253f1c59e3da71c94931a8c68dc554979bc84b4b98cf975fad7/arize_phoenix-12.30.0.tar.gz", hash = "sha256:8377197b2baf803a40fdf4c2845f9f06f2ec03ea1a716bccb9763d16f8f21b02", size = 2389288 }
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+version = "1.27.2"
+source = { registry = "https://pypi.org/simple" }
+dependencies = [
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+    { name = "openinference-instrumentation" },
+    { name = "openinference-semantic-conventions" },
+    { name = "opentelemetry-exporter-otlp" },
+    { name = "opentelemetry-sdk" },
+    { name = "tqdm" },
+    { name = "typing-extensions" },
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+    { name = "openinference-semantic-conventions" },
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