diff --git a/assistants/codespace-assistant/assistant/response/request_builder.py b/assistants/codespace-assistant/assistant/response/request_builder.py
index 077ceddd..4e1693ce 100644
--- a/assistants/codespace-assistant/assistant/response/request_builder.py
+++ b/assistants/codespace-assistant/assistant/response/request_builder.py
@@ -148,7 +148,7 @@ async def build_request(
         model=request_config.model,
     )
 
-    logging.info(
+    logger.info(
         "chat message params budgeted; message count: %d, total token count: %d",
         len(chat_message_params),
         total_token_count,
diff --git a/assistants/codespace-assistant/assistant/response/response.py b/assistants/codespace-assistant/assistant/response/response.py
index 71a48f9f..8a0857f2 100644
--- a/assistants/codespace-assistant/assistant/response/response.py
+++ b/assistants/codespace-assistant/assistant/response/response.py
@@ -2,7 +2,14 @@
 from contextlib import AsyncExitStack
 from typing import Any
 
-from assistant_extensions.chat_context_toolkit.archive import ArchiveTaskQueues
+from assistant_extensions.attachments import get_attachments
+from assistant_extensions.chat_context_toolkit.archive import (
+    ArchiveTaskQueues,
+    construct_archive_summarizer,
+)
+from assistant_extensions.chat_context_toolkit.message_history import (
+    construct_attachment_summarizer,
+)
 from assistant_extensions.mcp import (
     MCPClientSettings,
     MCPServerConnectionError,
@@ -166,8 +173,19 @@ async def message_handler(message) -> None:
         # enqueue an archive task for this conversation
         await archive_task_queues.enqueue_run(
             context=context,
-            service_config=service_config,
-            request_config=request_config,
+            attachments=list(
+                await get_attachments(
+                    context,
+                    summarizer=construct_attachment_summarizer(
+                        service_config=service_config,
+                        request_config=request_config,
+                    ),
+                )
+            ),
+            archive_summarizer=construct_archive_summarizer(
+                service_config=service_config,
+                request_config=request_config,
+            ),
             archive_task_config=ArchiveTaskConfig(
                 chunk_token_count_threshold=config.chat_context_config.archive_token_threshold
             ),
diff --git a/assistants/codespace-assistant/assistant/response/step_handler.py b/assistants/codespace-assistant/assistant/response/step_handler.py
index c919d45e..a64cff75 100644
--- a/assistants/codespace-assistant/assistant/response/step_handler.py
+++ b/assistants/codespace-assistant/assistant/response/step_handler.py
@@ -4,7 +4,11 @@
 from typing import Any, List
 
 import deepmerge
-from assistant_extensions.chat_context_toolkit.message_history import chat_context_toolkit_message_provider_for
+from assistant_extensions.attachments import get_attachments
+from assistant_extensions.chat_context_toolkit.message_history import (
+    chat_context_toolkit_message_provider_for,
+    construct_attachment_summarizer,
+)
 from assistant_extensions.chat_context_toolkit.virtual_filesystem import (
     archive_file_source_mount,
     attachments_file_source_mount,
@@ -100,8 +104,15 @@ async def handle_error(error_message: str, error_debug: dict[str, Any] | None =
     history_message_provider = chat_context_toolkit_message_provider_for(
         context=context,
         tool_abbreviations=abbreviations.tool_abbreviations,
-        service_config=service_config,
-        request_config=request_config,
+        attachments=list(
+            await get_attachments(
+                context,
+                summarizer=construct_attachment_summarizer(
+                    service_config=service_config,
+                    request_config=request_config,
+                ),
+            )
+        ),
     )
 
     build_request_result = await build_request(
diff --git a/assistants/document-assistant/assistant/response/responder.py b/assistants/document-assistant/assistant/response/responder.py
index dc43f068..7653b1a9 100644
--- a/assistants/document-assistant/assistant/response/responder.py
+++ b/assistants/document-assistant/assistant/response/responder.py
@@ -9,7 +9,11 @@
 
 import deepmerge
 import pendulum
-from assistant_extensions.chat_context_toolkit.message_history import chat_context_toolkit_message_provider_for
+from assistant_extensions.attachments import get_attachments
+from assistant_extensions.chat_context_toolkit.message_history import (
+    chat_context_toolkit_message_provider_for,
+    construct_attachment_summarizer,
+)
 from assistant_extensions.chat_context_toolkit.virtual_filesystem import (
     archive_file_source_mount,
 )
@@ -400,9 +404,15 @@ async def _construct_prompt(self) -> tuple[list, list[ChatCompletionMessageParam
         message_provider = chat_context_toolkit_message_provider_for(
             context=self.context,
             tool_abbreviations=tool_abbreviations,
-            # use the fast client config for the attachment summarization that the message provider does
-            service_config=self.config.generative_ai_fast_client_config.service_config,
-            request_config=self.config.generative_ai_fast_client_config.request_config,
+            attachments=list(
+                await get_attachments(
+                    self.context,
+                    summarizer=construct_attachment_summarizer(
+                        service_config=self.config.generative_ai_fast_client_config.service_config,
+                        request_config=self.config.generative_ai_fast_client_config.request_config,
+                    ),
+                )
+            ),
         )
         system_prompt_token_count = num_tokens_from_message(main_system_prompt, model="gpt-4o")
         tool_token_count = num_tokens_from_tools(tools, model="gpt-4o")
@@ -421,7 +431,7 @@ async def _construct_prompt(self) -> tuple[list, list[ChatCompletionMessageParam
         chat_history: list[ChatCompletionMessageParam] = list(budgeted_messages_result.messages)
         chat_history.insert(0, main_system_prompt)
 
-        logging.info("The system prompt has been constructed.")
+        logger.info("The system prompt has been constructed.")
         # Update telemetry for inspector
         self.latest_telemetry.system_prompt_tokens = system_prompt_token_count
         self.latest_telemetry.tool_tokens = tool_token_count
diff --git a/libraries/python/assistant-extensions/assistant_extensions/attachments/_attachments.py b/libraries/python/assistant-extensions/assistant_extensions/attachments/_attachments.py
index f67e9bf4..34fda783 100644
--- a/libraries/python/assistant-extensions/assistant_extensions/attachments/_attachments.py
+++ b/libraries/python/assistant-extensions/assistant_extensions/attachments/_attachments.py
@@ -118,7 +118,7 @@ async def get_completion_messages_for_attachments(
         self,
         context: ConversationContext,
         config: AttachmentsConfigModel,
-        include_filenames: list[str] | None = None,
+        include_filenames: list[str] = [],
         exclude_filenames: list[str] = [],
         summarizer: Summarizer | None = None,
     ) -> Sequence[CompletionMessage]:
@@ -143,6 +143,7 @@ async def get_completion_messages_for_attachments(
             error_handler=self._error_handler,
             include_filenames=include_filenames,
             exclude_filenames=exclude_filenames,
+            summarizer=summarizer,
         )
 
         if not attachments:
@@ -159,14 +160,14 @@ async def get_completion_messages_for_attachments(
     async def get_attachment_filenames(
         self,
         context: ConversationContext,
-        include_filenames: list[str] | None = None,
+        include_filenames: list[str] = [],
         exclude_filenames: list[str] = [],
     ) -> list[str]:
         files_response = await context.list_files()
 
         # for all files, get the attachment
         for file in files_response.files:
-            if include_filenames is not None and file.filename not in include_filenames:
+            if include_filenames and file.filename not in include_filenames:
                 continue
             if file.filename in exclude_filenames:
                 continue
@@ -226,11 +227,11 @@ async def default_error_handler(context: ConversationContext, filename: str, e:
 
 async def get_attachments(
     context: ConversationContext,
-    include_filenames: list[str] | None,
-    exclude_filenames: list[str],
+    exclude_filenames: list[str] = [],
+    include_filenames: list[str] = [],
     error_handler: AttachmentProcessingErrorHandler = default_error_handler,
     summarizer: Summarizer | None = None,
-) -> Sequence[Attachment]:
+) -> list[Attachment]:
     """
     Gets all attachments for the current state of the conversation, updating the cache as needed.
     """
@@ -238,10 +239,14 @@ async def get_attachments(
     # get all files in the conversation
     files_response = await context.list_files()
 
+    # delete cached attachments that are no longer in the conversation
+    filenames = {file.filename for file in files_response.files}
+    asyncio.create_task(_delete_attachments_not_in(context, filenames))
+
     attachments = []
     # for all files, get the attachment
     for file in files_response.files:
-        if include_filenames is not None and file.filename not in include_filenames:
+        if include_filenames and file.filename not in include_filenames:
             continue
         if file.filename in exclude_filenames:
             continue
@@ -249,10 +254,6 @@ async def get_attachments(
         attachment = await _get_attachment_for_file(context, file, {}, error_handler, summarizer=summarizer)
         attachments.append(attachment)
 
-    # delete cached attachments that are no longer in the conversation
-    filenames = {file.filename for file in files_response.files}
-    await _delete_attachments_not_in(context, filenames)
-
     return attachments
 
 
diff --git a/libraries/python/assistant-extensions/assistant_extensions/chat_context_toolkit/archive/__init__.py b/libraries/python/assistant-extensions/assistant_extensions/chat_context_toolkit/archive/__init__.py
index faae891d..2b4b3197 100644
--- a/libraries/python/assistant-extensions/assistant_extensions/chat_context_toolkit/archive/__init__.py
+++ b/libraries/python/assistant-extensions/assistant_extensions/chat_context_toolkit/archive/__init__.py
@@ -2,8 +2,9 @@
 Provides the ArchiveTaskQueues class, for integrating with the chat context toolkit's archiving functionality.
 """
 
-from ._archive import ArchiveTaskQueues
+from ._archive import ArchiveTaskQueues, construct_archive_summarizer
 
 __all__ = [
     "ArchiveTaskQueues",
+    "construct_archive_summarizer",
 ]
diff --git a/libraries/python/assistant-extensions/assistant_extensions/chat_context_toolkit/archive/_archive.py b/libraries/python/assistant-extensions/assistant_extensions/chat_context_toolkit/archive/_archive.py
index c6952992..36b3f1c4 100644
--- a/libraries/python/assistant-extensions/assistant_extensions/chat_context_toolkit/archive/_archive.py
+++ b/libraries/python/assistant-extensions/assistant_extensions/chat_context_toolkit/archive/_archive.py
@@ -3,11 +3,12 @@
 from chat_context_toolkit.archive import ArchiveReader, ArchiveTaskConfig, ArchiveTaskQueue, StorageProvider
 from chat_context_toolkit.archive import MessageProvider as ArchiveMessageProvider
 from chat_context_toolkit.archive.summarization import LLMArchiveSummarizer, LLMArchiveSummarizerConfig
-from chat_context_toolkit.history.tool_abbreviations import ToolAbbreviations
 from openai_client import OpenAIRequestConfig, ServiceConfig, create_client
 from openai_client.tokens import num_tokens_from_messages
 from semantic_workbench_assistant.assistant_app import ConversationContext, storage_directory_for_context
 
+from assistant_extensions.attachments._model import Attachment
+
 from ..message_history import chat_context_toolkit_message_provider_for
 
 
@@ -46,21 +47,30 @@ async def list_files(self, relative_directory_path: PurePath) -> list[PurePath]:
 
 
 def archive_message_provider_for(
-    context: ConversationContext, service_config: ServiceConfig, request_config: OpenAIRequestConfig
+    context: ConversationContext,
+    attachments: list[Attachment],
 ) -> ArchiveMessageProvider:
     """Create an archive message provider for the provided context."""
     return chat_context_toolkit_message_provider_for(
         context=context,
-        tool_abbreviations=ToolAbbreviations(),
-        service_config=service_config,
-        request_config=request_config,
+        attachments=attachments,
     )
 
 
-def _archive_task_queue_for(
-    context: ConversationContext,
+def construct_archive_summarizer(
     service_config: ServiceConfig,
     request_config: OpenAIRequestConfig,
+) -> LLMArchiveSummarizer:
+    return LLMArchiveSummarizer(
+        client_factory=lambda: create_client(service_config),
+        llm_config=LLMArchiveSummarizerConfig(model=request_config.model),
+    )
+
+
+def _archive_task_queue_for(
+    context: ConversationContext,
+    attachments: list[Attachment],
+    archive_summarizer: LLMArchiveSummarizer,
     archive_task_config: ArchiveTaskConfig = ArchiveTaskConfig(),
     token_counting_model: str = "gpt-4o",
     archive_storage_sub_directory: str = "archives",
@@ -71,13 +81,11 @@ def _archive_task_queue_for(
     return ArchiveTaskQueue(
         storage_provider=ArchiveStorageProvider(context=context, sub_directory=archive_storage_sub_directory),
         message_provider=archive_message_provider_for(
-            context=context, service_config=service_config, request_config=request_config
+            context=context,
+            attachments=attachments,
         ),
         token_counter=lambda messages: num_tokens_from_messages(messages=messages, model=token_counting_model),
-        summarizer=LLMArchiveSummarizer(
-            client_factory=lambda: create_client(service_config),
-            llm_config=LLMArchiveSummarizerConfig(model=request_config.model),
-        ),
+        summarizer=archive_summarizer,
         config=archive_task_config,
     )
 
@@ -93,8 +101,8 @@ def __init__(self) -> None:
     async def enqueue_run(
         self,
         context: ConversationContext,
-        service_config: ServiceConfig,
-        request_config: OpenAIRequestConfig,
+        attachments: list[Attachment],
+        archive_summarizer: LLMArchiveSummarizer,
         archive_task_config: ArchiveTaskConfig = ArchiveTaskConfig(),
     ) -> None:
         """Get the archive task queue for the given context, creating it if it does not exist."""
@@ -102,8 +110,8 @@ async def enqueue_run(
         if context_id not in self._queues:
             self._queues[context_id] = _archive_task_queue_for(
                 context=context,
-                service_config=service_config,
-                request_config=request_config,
+                attachments=attachments,
+                archive_summarizer=archive_summarizer,
                 archive_task_config=archive_task_config,
             )
         await self._queues[context_id].enqueue_run()
diff --git a/libraries/python/assistant-extensions/assistant_extensions/chat_context_toolkit/message_history/__init__.py b/libraries/python/assistant-extensions/assistant_extensions/chat_context_toolkit/message_history/__init__.py
index 74008453..c85daf66 100644
--- a/libraries/python/assistant-extensions/assistant_extensions/chat_context_toolkit/message_history/__init__.py
+++ b/libraries/python/assistant-extensions/assistant_extensions/chat_context_toolkit/message_history/__init__.py
@@ -2,8 +2,9 @@
 Provides a message history provider for the chat context toolkit's history management.
 """
 
-from ._history import chat_context_toolkit_message_provider_for
+from ._history import chat_context_toolkit_message_provider_for, construct_attachment_summarizer
 
 __all__ = [
     "chat_context_toolkit_message_provider_for",
+    "construct_attachment_summarizer",
 ]
diff --git a/libraries/python/assistant-extensions/assistant_extensions/chat_context_toolkit/message_history/_history.py b/libraries/python/assistant-extensions/assistant_extensions/chat_context_toolkit/message_history/_history.py
index 098f4add..8e3e47fb 100644
--- a/libraries/python/assistant-extensions/assistant_extensions/chat_context_toolkit/message_history/_history.py
+++ b/libraries/python/assistant-extensions/assistant_extensions/chat_context_toolkit/message_history/_history.py
@@ -22,7 +22,7 @@
 )
 from semantic_workbench_assistant.assistant_app import ConversationContext
 
-from assistant_extensions.attachments._attachments import get_attachments
+from assistant_extensions.attachments._model import Attachment
 from assistant_extensions.attachments._summarizer import LLMConfig, LLMFileSummarizer
 
 from ._message import conversation_message_to_chat_message_param
@@ -132,11 +132,23 @@ class CompositeMessageProtocol(HistoryMessageProtocol, ArchiveMessageProtocol, P
     ...
 
 
-def chat_context_toolkit_message_provider_for(
-    context: ConversationContext,
-    tool_abbreviations: ToolAbbreviations,
+def construct_attachment_summarizer(
     service_config: ServiceConfig,
     request_config: OpenAIRequestConfig,
+) -> LLMFileSummarizer:
+    return LLMFileSummarizer(
+        llm_config=LLMConfig(
+            client_factory=lambda: create_client(service_config),
+            model=request_config.model,
+            max_response_tokens=request_config.response_tokens,
+        )
+    )
+
+
+def chat_context_toolkit_message_provider_for(
+    context: ConversationContext,
+    attachments: list[Attachment],
+    tool_abbreviations: ToolAbbreviations = ToolAbbreviations(),
 ) -> CompositeMessageProvider:
     """
     Create a composite message provider for the given workbench conversation context.
@@ -146,9 +158,8 @@ async def provider(after_id: str | None = None) -> Sequence[CompositeMessageProt
         history = await _get_history_manager_messages(
             context,
             tool_abbreviations=tool_abbreviations,
-            service_config=service_config,
-            request_config=request_config,
             after_id=after_id,
+            attachments=attachments,
         )
 
         return history
@@ -159,8 +170,7 @@ async def provider(after_id: str | None = None) -> Sequence[CompositeMessageProt
 async def _get_history_manager_messages(
     context: ConversationContext,
     tool_abbreviations: ToolAbbreviations,
-    service_config: ServiceConfig,
-    request_config: OpenAIRequestConfig,
+    attachments: list[Attachment],
     after_id: str | None = None,
 ) -> list[HistoryMessageWithAbbreviation]:
     """
@@ -175,21 +185,6 @@ async def _get_history_manager_messages(
     batch_size = 100
     before_message_id = None
 
-    attachments = list(
-        await get_attachments(
-            context=context,
-            include_filenames=None,
-            exclude_filenames=[],
-            summarizer=LLMFileSummarizer(
-                llm_config=LLMConfig(
-                    client_factory=lambda: create_client(service_config),
-                    model=request_config.model,
-                    max_response_tokens=request_config.response_tokens,
-                )
-            ),
-        )
-    )
-
     # each call to get_messages will return a maximum of `batch_size` messages
     # so we need to loop until all messages are retrieved
     while True:
diff --git a/libraries/python/assistant-extensions/test/attachments/test_attachments.py b/libraries/python/assistant-extensions/test/attachments/test_attachments.py
index ed5a2c32..32586f52 100644
--- a/libraries/python/assistant-extensions/test/attachments/test_attachments.py
+++ b/libraries/python/assistant-extensions/test/attachments/test_attachments.py
@@ -21,6 +21,13 @@
 from semantic_workbench_assistant.assistant_app import AssistantAppProtocol, AssistantContext, ConversationContext
 
 
+@pytest.fixture(scope="function", autouse=True)
+def temporary_storage_directory(monkeypatch: pytest.MonkeyPatch) -> Iterable[pathlib.Path]:
+    with TemporaryDirectory() as tempdir:
+        monkeypatch.setattr(settings.storage, "root", tempdir)
+        yield pathlib.Path(tempdir)
+
+
 @pytest.mark.parametrize(
     ("filenames_with_bytes", "expected_messages"),
     [
@@ -101,7 +108,6 @@
 async def test_get_completion_messages_for_attachments(
     filenames_with_bytes: dict[str, Callable[[], bytes]],
     expected_messages: list[ChatCompletionMessageParam],
-    temporary_storage_directory: pathlib.Path,
 ) -> None:
     mock_assistant_app = mock.MagicMock(spec=AssistantAppProtocol)
 
@@ -174,10 +180,3 @@ async def read_file_side_effect(
     )
 
     assert actual_messages == expected_messages
-
-
-@pytest.fixture(scope="function")
-def temporary_storage_directory(monkeypatch: pytest.MonkeyPatch) -> Iterable[pathlib.Path]:
-    with TemporaryDirectory() as tempdir:
-        monkeypatch.setattr(settings.storage, "root", tempdir)
-        yield pathlib.Path(tempdir)
diff --git a/libraries/python/chat-context-toolkit/CLAUDE.md b/libraries/python/chat-context-toolkit/CLAUDE.md
index 15abaee5..28be5e66 100644
--- a/libraries/python/chat-context-toolkit/CLAUDE.md
+++ b/libraries/python/chat-context-toolkit/CLAUDE.md
@@ -1,4 +1,4 @@
-Python tools:
+# Python tools
 
 - `uv` for dependency management
 - `uv run` to run python or project scripts