diff --git a/.devcontainer/devcontainer.json b/.devcontainer/devcontainer.json
index 0646e36..4f0d414 100644
--- a/.devcontainer/devcontainer.json
+++ b/.devcontainer/devcontainer.json
@@ -57,7 +57,6 @@
         "epivision.vscode-file-header",
         "esbenp.prettier-vscode",
         "github.vscode-github-actions",
-        "matt-rudge.auto-open-preview-panel",
         "ms-azuretools.vscode-docker",
         "ms-python.debugpy",
         "ms-python.python",
diff --git a/.vscode/settings.json b/.vscode/settings.json
index 767d900..8d1298b 100644
--- a/.vscode/settings.json
+++ b/.vscode/settings.json
@@ -219,5 +219,6 @@
     "winget",
     "workbenchservice"
   ],
-  "markdown.validate.enabled": true
+  "markdown.validate.enabled": true,
+  "makefile.configureOnOpen": false
 }
diff --git a/assistants/prospector-assistant/assistant/agents/attachment_agent.py b/assistants/prospector-assistant/assistant/agents/attachment_agent.py
index e8b925d..2d9362b 100644
--- a/assistants/prospector-assistant/assistant/agents/attachment_agent.py
+++ b/assistants/prospector-assistant/assistant/agents/attachment_agent.py
@@ -1,11 +1,12 @@
 import base64
 import io
 import logging
-from pathlib import Path
 from typing import Annotated, Any
 
 import docx2txt
 import pdfplumber
+from assistant_drive import Drive, DriveConfig
+from context import Context
 from openai.types import chat
 from pydantic import BaseModel, Field
 from semantic_workbench_api_model.workbench_model import File
@@ -14,11 +15,6 @@
     FileStorageContext,
 )
 from semantic_workbench_assistant.config import UISchema
-from semantic_workbench_assistant.storage import (
-    read_model,
-    read_models_in_dir,
-    write_model,
-)
 
 logger = logging.getLogger(__name__)
 
@@ -84,15 +80,16 @@ async def create_or_update_attachment_from_file(
         content = await _file_to_str(context, file)
 
         # see if there is already an attachment with this filename
-        attachment = read_model(_get_attachment_storage_path(context, filename), Attachment)
-        if attachment:
+        try:
+            attachment = _get_attachment_drive(context).read_model(Attachment, filename)
             # if there is, update the content
             attachment.content = content
-        else:
+        except FileNotFoundError:
             # if there isn't, create a new attachment
             attachment = Attachment(filename=filename, content=content, metadata=metadata)
 
-        write_model(_get_attachment_storage_path(context, filename), attachment)
+        # write the attachment to the storage
+        _get_attachment_drive(context).write_model(attachment, filename)
 
     @staticmethod
     def delete_attachment_for_file(context: ConversationContext, file: File) -> None:
@@ -101,7 +98,7 @@ def delete_attachment_for_file(context: ConversationContext, file: File) -> None
         """
 
         filename = file.filename
-        _get_attachment_storage_path(context, filename).unlink(missing_ok=True)
+        _get_attachment_drive(context).delete(filename)
 
     @staticmethod
     def generate_attachment_messages(
@@ -120,7 +117,7 @@ def generate_attachment_messages(
         """
 
         # get all attachments and exit early if there are none
-        attachments = read_models_in_dir(_get_attachment_storage_path(context), Attachment)
+        attachments = _get_attachment_drive(context).read_models(Attachment)
         if not attachments:
             return []
 
@@ -233,14 +230,13 @@ def reduce_attachment_payload_from_content(value: Any) -> Any:
 #
 
 
-def _get_attachment_storage_path(context: ConversationContext, filename: str | None = None) -> Path:
+def _get_attachment_drive(context: ConversationContext) -> Drive:
     """
-    Get the path where attachments are stored.
+    Get the Drive instance for the attachments.
     """
-    path = FileStorageContext.get(context).directory / "attachments"
-    if filename:
-        path /= filename
-    return path
+    drive_context = Context(session_id=context.id)
+    drive_root = str(FileStorageContext.get(context).directory / "attachments")
+    return Drive(DriveConfig(context=drive_context, root=drive_root))
 
 
 async def _raw_content_from_file(context: ConversationContext, file: File) -> bytes:
diff --git a/assistants/prospector-assistant/pyproject.toml b/assistants/prospector-assistant/pyproject.toml
index 42ed56a..1d7370d 100644
--- a/assistants/prospector-assistant/pyproject.toml
+++ b/assistants/prospector-assistant/pyproject.toml
@@ -22,6 +22,7 @@ dependencies = [
     "document-skill>=0.1.0",
     "guided-conversation>=0.1.0",
     "openai-client>=0.1.0",
+    "assistant-drive>=0.1.0",
 ]
 
 [tool.uv]
@@ -37,6 +38,7 @@ posix-skill = { path = "../../libraries/python/skills/skills/posix-skill", edita
 prospector-skill = { path = "../../libraries/python/skills/skills/prospector-skill", editable = true }
 document-skill = { path = "../../libraries/python/skills/skills/document-skill", editable = true }
 openai-client = { path = "../../libraries/python/openai-client", editable = true }
+assistant-drive = { path = "../../libraries/python/assistant-drive", editable = true }
 
 [build-system]
 requires = ["hatchling"]
diff --git a/assistants/prospector-assistant/uv.lock b/assistants/prospector-assistant/uv.lock
index a6ff3fd..eb06707 100644
--- a/assistants/prospector-assistant/uv.lock
+++ b/assistants/prospector-assistant/uv.lock
@@ -127,6 +127,7 @@ name = "assistant"
 version = "0.1.0"
 source = { editable = "." }
 dependencies = [
+    { name = "assistant-drive" },
     { name = "chat-driver" },
     { name = "content-safety" },
     { name = "deepmerge" },
@@ -147,6 +148,7 @@ dependencies = [
 
 [package.metadata]
 requires-dist = [
+    { name = "assistant-drive", editable = "../../libraries/python/assistant-drive" },
     { name = "chat-driver", editable = "../../libraries/python/chat-driver" },
     { name = "content-safety", editable = "../../libraries/python/content-safety" },
     { name = "deepmerge", specifier = ">=2.0" },
@@ -165,6 +167,34 @@ requires-dist = [
     { name = "tiktoken", specifier = ">=0.7.0" },
 ]
 
+[[package]]
+name = "assistant-drive"
+version = "0.1.0"
+source = { editable = "../../libraries/python/assistant-drive" }
+dependencies = [
+    { name = "context" },
+    { name = "pydantic" },
+    { name = "pydantic-settings" },
+    { name = "python-magic" },
+]
+
+[package.metadata]
+requires-dist = [
+    { name = "context", editable = "../../libraries/python/context" },
+    { name = "pydantic", specifier = ">=2.6.1" },
+    { name = "pydantic-settings", specifier = ">=2.5.2" },
+    { name = "python-magic", specifier = ">=0.4.27" },
+]
+
+[package.metadata.requires-dev]
+dev = [
+    { name = "ipykernel", specifier = ">=6.29.5" },
+    { name = "pytest", specifier = ">=8.3.1" },
+    { name = "pytest-asyncio", specifier = ">=0.23.8" },
+    { name = "pytest-repeat", specifier = ">=0.9.3" },
+    { name = "ruff", specifier = ">=0.6.4" },
+]
+
 [[package]]
 name = "attrs"
 version = "24.2.0"
@@ -1649,6 +1679,15 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/35/a6/145655273568ee78a581e734cf35beb9e33a370b29c5d3c8fee3744de29f/python_json_logger-2.0.7-py3-none-any.whl", hash = "sha256:f380b826a991ebbe3de4d897aeec42760035ac760345e57b812938dc8b35e2bd", size = 8067 },
 ]
 
+[[package]]
+name = "python-magic"
+version = "0.4.27"
+source = { registry = "https://pypi.org/simple" }
+sdist = { url = "https://files.pythonhosted.org/packages/da/db/0b3e28ac047452d079d375ec6798bf76a036a08182dbb39ed38116a49130/python-magic-0.4.27.tar.gz", hash = "sha256:c1ba14b08e4a5f5c31a302b7721239695b2f0f058d125bd5ce1ee36b9d9d3c3b", size = 14677 }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/6c/73/9f872cb81fc5c3bb48f7227872c28975f998f3e7c2b1c16e95e6432bbb90/python_magic-0.4.27-py2.py3-none-any.whl", hash = "sha256:c212960ad306f700aa0d01e5d7a325d20548ff97eb9920dcd29513174f0294d3", size = 13840 },
+]
+
 [[package]]
 name = "python-multipart"
 version = "0.0.12"
diff --git a/libraries/python/assistant-drive/.gitignore b/libraries/python/assistant-drive/.gitignore
new file mode 100644
index 0000000..2317ceb
--- /dev/null
+++ b/libraries/python/assistant-drive/.gitignore
@@ -0,0 +1,9 @@
+__pycache__
+.pytest_cache
+*.egg*
+.data
+.venv
+venv
+.env
+
+poetry.lock
diff --git a/libraries/python/assistant-drive/.vscode/extensions.json b/libraries/python/assistant-drive/.vscode/extensions.json
new file mode 100644
index 0000000..3b81221
--- /dev/null
+++ b/libraries/python/assistant-drive/.vscode/extensions.json
@@ -0,0 +1,7 @@
+{
+  "recommendations": [
+    "aarontamasfe.even-better-toml",
+    "charliermarsh.ruff",
+    "ms-python.python"
+  ]
+}
diff --git a/libraries/python/assistant-drive/.vscode/settings.json b/libraries/python/assistant-drive/.vscode/settings.json
new file mode 100644
index 0000000..4dc5f49
--- /dev/null
+++ b/libraries/python/assistant-drive/.vscode/settings.json
@@ -0,0 +1,70 @@
+{
+  "editor.bracketPairColorization.enabled": true,
+  "editor.codeActionsOnSave": {
+    "source.fixAll": "always",
+    "source.organizeImports": "always"
+  },
+  "editor.defaultFormatter": "esbenp.prettier-vscode",
+  "editor.formatOnPaste": true,
+  "editor.formatOnSave": true,
+  "editor.formatOnType": true,
+  "editor.guides.bracketPairs": "active",
+  "files.eol": "\n",
+  "files.trimTrailingWhitespace": true,
+  "flake8.ignorePatterns": [
+    "**/*.py"
+  ], // disable flake8 in favor of ruff
+  "jupyter.debugJustMyCode": false,
+  "python.analysis.autoFormatStrings": true,
+  "python.analysis.autoImportCompletions": true,
+  "python.analysis.diagnosticMode": "workspace",
+  "python.analysis.exclude": [
+    "**/.venv/**",
+    "**/.data/**",
+    "**/__pycache__/**"
+  ],
+  "python.analysis.fixAll": [
+    "source.unusedImports"
+  ],
+  "python.analysis.inlayHints.functionReturnTypes": true,
+  "python.analysis.typeCheckingMode": "basic",
+  "python.defaultInterpreterPath": "${workspaceFolder}/.venv/bin/python",
+  "python.testing.cwd": "${workspaceFolder}",
+  "python.testing.pytestArgs": [
+    "--color",
+    "yes"
+  ],
+  "python.testing.pytestEnabled": true,
+  "search.exclude": {
+    "**/.venv": true,
+    "**/data": true
+  },
+  "[json]": {
+    "editor.defaultFormatter": "esbenp.prettier-vscode",
+    "editor.formatOnSave": true
+  },
+  "[jsonc]": {
+    "editor.defaultFormatter": "esbenp.prettier-vscode",
+    "editor.formatOnSave": true
+  },
+  "[python]": {
+    "editor.defaultFormatter": "charliermarsh.ruff",
+    "editor.formatOnSave": true,
+    "editor.codeActionsOnSave": {
+      "source.fixAll": "explicit",
+      "source.unusedImports": "explicit",
+      "source.organizeImports": "explicit",
+      "source.formatDocument": "explicit"
+    }
+  },
+  "ruff.nativeServer": "on",
+  "cSpell.words": [
+    "dotenv",
+    "httpx",
+    "openai",
+    "pydantic",
+    "pypdf",
+    "runtimes",
+    "tiktoken"
+  ]
+}
diff --git a/libraries/python/assistant-drive/Makefile b/libraries/python/assistant-drive/Makefile
new file mode 100644
index 0000000..b6fe52b
--- /dev/null
+++ b/libraries/python/assistant-drive/Makefile
@@ -0,0 +1,3 @@
+repo_root = $(shell git rev-parse --show-toplevel)
+include $(repo_root)/tools/makefiles/python.mk
+include $(repo_root)/tools/makefiles/docker-assistant.mk
diff --git a/libraries/python/assistant-drive/README.md b/libraries/python/assistant-drive/README.md
new file mode 100644
index 0000000..7f351fd
--- /dev/null
+++ b/libraries/python/assistant-drive/README.md
@@ -0,0 +1,3 @@
+# Assistant Drive
+
+These are file storage capabilities.
\ No newline at end of file
diff --git a/libraries/python/assistant-drive/assistant_drive/__init__.py b/libraries/python/assistant-drive/assistant_drive/__init__.py
new file mode 100644
index 0000000..d40949b
--- /dev/null
+++ b/libraries/python/assistant-drive/assistant_drive/__init__.py
@@ -0,0 +1,6 @@
+from .drive import Drive, DriveConfig
+
+__all__ = [
+    "Drive",
+    "DriveConfig",
+]
diff --git a/libraries/python/assistant-drive/assistant_drive/drive.py b/libraries/python/assistant-drive/assistant_drive/drive.py
new file mode 100644
index 0000000..c44dfe2
--- /dev/null
+++ b/libraries/python/assistant-drive/assistant_drive/drive.py
@@ -0,0 +1,241 @@
+import io
+import json
+import logging
+import os
+import pathlib
+from contextlib import contextmanager
+from datetime import datetime
+from shutil import rmtree
+from typing import Any, BinaryIO, ContextManager, Iterator, TypeVar
+
+import magic
+from context import Context
+from pydantic import BaseModel, Field
+
+# from pydantic_settings import BaseSettings
+
+logger = logging.getLogger(__name__)
+mime = magic.Magic(mime=True)
+
+
+class DriveConfig(BaseModel):
+    root: str = Field(default=".data/drive")
+    context: Context | None = Field(default=None)
+
+    class Config:
+        arbitrary_types_allowed = True
+
+
+class FileMetadata:
+    dir: str | None
+    filename: str
+    content_type: str
+    size: int
+    created_at: datetime = datetime.now()
+    updated_at: datetime = datetime.now()
+
+    def __init__(self, filename: str, dir: str | None, content_type: str, size: int) -> None:
+        self.filename = filename
+        self.dir = dir
+        self.content_type = content_type
+        self.size = size
+
+    def to_dict(self) -> dict:
+        return {
+            "filename": self.filename,
+            "dir": self.dir,
+            "content_type": self.content_type,
+            "size": self.size,
+            "created_at": self.created_at.isoformat(),
+            "updated_at": self.updated_at.isoformat(),
+        }
+
+    def __str__(self) -> str:
+        if self.dir is None:
+            path = self.filename
+        else:
+            path = f"{self.dir}/{self.filename}"
+        return f"{path}\t{self.content_type}\t{self.size} bytes\t{self.created_at}\t{self.updated_at}"
+
+    @staticmethod
+    def from_bytes(content: BinaryIO, filename: str, dir: str | None = None) -> "FileMetadata":
+        content_type = mime.from_buffer(content.read())
+        content.seek(0)
+        size = len(content.read())
+        return FileMetadata(filename=filename, dir=dir, content_type=content_type, size=size)
+
+
+class File:
+    metadata: FileMetadata
+    content: BinaryIO
+
+    def __init__(self, metadata: FileMetadata, content: BinaryIO) -> None:
+        self.id = id
+        self.metadata = metadata
+        self.content = content
+
+    @staticmethod
+    def from_bytes(content: BinaryIO, filename: str, dir: str | None) -> "File":
+        metadata = FileMetadata.from_bytes(content, filename, dir)
+        return File(content=content, metadata=metadata)
+
+
+class Drive:
+    def __init__(self, settings: DriveConfig) -> None:
+        self.context = settings.context if settings.context is not None else Context()
+        self.root_path = pathlib.Path(settings.root) / self.context.session_id
+        self.metadata_path = self.root_path / ".metadata"
+        if not self.metadata_path.exists():
+            self.metadata_path.mkdir(parents=True)
+
+    def _path_for(self, filename: str | None = None, dir: str | None = None) -> pathlib.Path:
+        """Return the actual path for a dir/file combo, creating the dir as needed."""
+        namespace_path = self.root_path / (dir or "")
+        namespace_path.mkdir(parents=True, exist_ok=True)
+        if filename is None:
+            return namespace_path
+        return namespace_path / filename
+
+    def _metadata_path_for(self, filename: str | None = None, dir: str | None = None) -> pathlib.Path:
+        """Return the actual path for a dir/file combo, creating the dir as needed."""
+        namespace_path = self.metadata_path / (dir or "")
+        namespace_path.mkdir(parents=True, exist_ok=True)
+        if filename is None:
+            return namespace_path
+        return namespace_path / (filename + ".json")
+
+    def _unique_filename(self, filename: str, dir: str | None) -> str:
+        """Ensure filename is unique in the namespace by appending a counter."""
+        base, extension = os.path.splitext(filename)
+        counter = 1
+        while self.file_exists(filename, dir):
+            filename = f"{base}({counter}){extension}"
+            counter += 1
+
+        return filename
+
+    def add_bytes(
+        self,
+        content: BinaryIO,
+        filename: str,
+        dir: str | None = None,
+        overwrite: bool = False,
+    ) -> FileMetadata:
+        # Find index of stream.
+        idx = content.tell()
+
+        # If file exists, and asked to overwrite, use the same file id.
+        # If not asked to overwrite, generate a new file id and modified filename.
+        if self.file_exists(filename, dir):
+            if not overwrite:
+                filename = self._unique_filename(filename, dir)
+
+        file = File.from_bytes(content, filename, dir)
+
+        # Write file.
+        file_path = self._path_for(file.metadata.filename, file.metadata.dir)
+        with open(file_path, "wb") as f:
+            content.seek(0)
+            f.write(content.read())
+
+        # Write metadata.
+        metadata_path = self._metadata_path_for(file.metadata.filename, file.metadata.dir)
+        with open(metadata_path, "w") as f:
+            f.write(json.dumps(file.metadata.to_dict(), indent=2))
+
+        # Return the stream to the original index.
+        content.seek(idx)
+
+        return file.metadata
+
+    def delete(self, filename: str | None = None, dir: str | None = None) -> None:
+        file_path = self._path_for(filename, dir)
+        if file_path.is_file():
+            file_path.unlink()
+            metadata_path = self._metadata_path_for(filename, dir)
+            metadata_path.unlink()
+        else:
+            dir_path = self._path_for(dir=dir)
+            if dir_path.is_dir():
+                rmtree(dir_path)
+            metadata_path = self._metadata_path_for(dir=dir)
+            if metadata_path.is_dir():
+                rmtree(metadata_path)
+
+    def open_files(self, dir: str | None = None) -> Iterator[ContextManager[BinaryIO]]:
+        dir_path = self._path_for(None, dir)
+        if not dir_path.is_dir():
+            return
+
+        @contextmanager
+        def open_file(file_path: pathlib.Path) -> Iterator[BinaryIO]:
+            f = open(file_path, "rb")
+            try:
+                yield f
+            finally:
+                f.close()
+
+        for file_path in dir_path.iterdir():
+            # Don't include directories
+            if file_path.is_dir():
+                continue
+            yield open_file(file_path)
+
+    def list(self, dir: str = "") -> Iterator[str]:
+        dir_path = self._path_for("", dir)
+        if not dir_path.is_dir():
+            return
+
+        for file_path in dir_path.iterdir():
+            # Don't include .metadata
+            if file_path.name == ".metadata":
+                continue
+            yield file_path.name
+
+    @contextmanager
+    def open_file(self, filename: str, dir: str | None = None) -> Iterator[BinaryIO]:
+        file_path = self._path_for(filename, dir)
+        with open(file_path, "rb") as f:
+            yield f
+
+    def file_exists(self, filename: str, dir: str | None = None) -> bool:
+        file_path = self._path_for(filename, dir)
+        return file_path.exists()
+
+    def write_model(
+        self,
+        value: BaseModel,
+        filename: str,
+        dir: str | None = None,
+        serialization_context: dict[str, Any] | None = None,
+        overwrite: bool = False,
+    ) -> None:
+        """Write a pydantic model to a file."""
+        data_json = value.model_dump_json(context=serialization_context)
+        data_bytes = data_json.encode("utf-8")
+        self.add_bytes(io.BytesIO(data_bytes), filename, dir, overwrite)
+
+    ModelT = TypeVar("ModelT", bound=BaseModel)
+
+    def read_model(
+        self, cls: type[ModelT], filename: str, dir: str | None = None, strict: bool | None = None
+    ) -> ModelT:
+        """Read a pydantic model from a file."""
+        with self.open_file(filename, dir) as f:
+            data_json = f.read().decode("utf-8")
+
+        return cls.model_validate_json(data_json, strict=strict)
+
+    def read_models(self, cls: type[ModelT], dir: str | None = None) -> Iterator[ModelT]:
+        """Read pydantic models from all files in a directory."""
+        dir_path = self._path_for(None, dir)
+        if not dir_path.is_dir():
+            return
+
+        for file_path in dir_path.iterdir():
+            # Don't include directories
+            if file_path.is_dir():
+                continue
+            value = self.read_model(cls, file_path.name, dir)
+            if value is not None:
+                yield value
diff --git a/libraries/python/assistant-drive/assistant_drive/tests/test_basic.py b/libraries/python/assistant-drive/assistant_drive/tests/test_basic.py
new file mode 100644
index 0000000..6f6fe07
--- /dev/null
+++ b/libraries/python/assistant-drive/assistant_drive/tests/test_basic.py
@@ -0,0 +1,188 @@
+from io import BytesIO  # Import BytesIO
+
+import pytest
+from assistant_drive import Drive, DriveConfig
+from context import Context
+from pydantic import BaseModel
+
+file_content = BytesIO(b"Hello, World!")  # Convert byte string to BytesIO
+
+
+@pytest.fixture
+def drive():
+    context: Context = Context(session_id="test_session")
+    config = DriveConfig(context=context)
+    drive = Drive(config)
+    drive.delete()
+
+    yield drive
+
+    drive.delete()
+
+
+def test_add_bytes_to_root(drive):
+    # Add a file with a directory.
+    metadata = drive.add_bytes(file_content, "test.txt")
+
+    assert metadata.filename == "test.txt"
+    assert metadata.dir is None
+    assert metadata.content_type == "text/plain"
+    assert metadata.size == 13
+    assert metadata.created_at is not None
+    assert metadata.updated_at is not None
+
+    assert list(drive.list()) == ["test.txt"]
+
+
+def test_add_bytes_to_directory(drive):
+    metadata = drive.add_bytes(file_content, "test.txt", "summaries")
+
+    assert metadata.filename == "test.txt"
+    assert metadata.dir == "summaries"
+    assert metadata.content_type == "text/plain"
+    assert metadata.size == 13
+    assert metadata.created_at is not None
+    assert metadata.updated_at is not None
+
+    assert list(drive.list()) == ["summaries"]
+    assert list(drive.list(dir="summaries")) == ["test.txt"]
+
+
+def test_add_bytes_to_nested_directory(drive):
+    metadata = drive.add_bytes(file_content, "test.txt", "abc/summaries")
+
+    assert metadata.filename == "test.txt"
+    assert metadata.dir == "abc/summaries"
+    assert metadata.content_type == "text/plain"
+    assert metadata.size == 13
+    assert metadata.created_at is not None
+    assert metadata.updated_at is not None
+
+    assert list(drive.list()) == ["abc"]
+    assert list(drive.list(dir="abc")) == ["summaries"]
+    assert list(drive.list(dir="abc/summaries")) == ["test.txt"]
+
+
+def test_exists(drive):
+    assert not drive.file_exists("test.txt", "summaries")
+    drive.add_bytes(file_content, "test.txt", "summaries")
+    assert drive.file_exists("test.txt", "summaries")
+
+
+def test_open(drive):
+    drive.add_bytes(file_content, "test.txt", "summaries")
+    with drive.open_file("test.txt", "summaries") as f:
+        assert f.read() == b"Hello, World!"
+
+
+def test_list(drive):
+    drive.add_bytes(file_content, "test.txt", "summaries")
+    assert list(drive.list(dir="summaries")) == ["test.txt"]
+
+    drive.add_bytes(file_content, "test2.txt", "summaries")
+    assert sorted(list(drive.list(dir="summaries"))) == ["test.txt", "test2.txt"]
+
+
+def test_open_non_existent_file(drive):
+    with pytest.raises(FileNotFoundError):
+        with drive.open_file("test.txt", "summaries") as f:
+            f.read()
+
+
+def test_no_overwrite(drive):
+    drive.add_bytes(file_content, "test.txt", "summaries")
+    metadata = drive.add_bytes(file_content, "test.txt", "summaries")
+    assert metadata.filename == "test(1).txt"
+    assert sorted(list(drive.list(dir="summaries"))) == sorted(["test.txt", "test(1).txt"])
+
+
+def test_overwrite(drive):
+    drive.add_bytes(file_content, "test.txt", "summaries")
+    metadata = drive.add_bytes(BytesIO(b"XXX"), "test.txt", "summaries", overwrite=True)
+    assert metadata.filename == "test.txt"
+    with drive.open_file("test.txt", "summaries") as f:
+        assert f.read() == b"XXX"
+    assert list(drive.list(dir="summaries")) == ["test.txt"]
+
+
+def test_delete(drive):
+    drive.add_bytes(file_content, "test.txt", "summaries")
+    drive.delete(dir="summaries", filename="test.txt")
+    assert list(drive.list(dir="summaries")) == []
+
+    # Add a file with the same name but overwrite.
+    metadata = drive.add_bytes(file_content, "test.txt", "summaries", overwrite=True)
+    assert metadata.filename == "test.txt"
+    assert sorted(list(drive.list(dir="summaries"))) == sorted(["test.txt"])
+
+    drive.delete()
+
+
+def test_open_files_multiple_files(drive) -> None:
+    drive.add_bytes(file_content, "test.txt", "summaries")
+    drive.add_bytes(file_content, "test2.txt", "summaries")
+
+    files = list(drive.open_files("summaries"))
+    assert len(files) == 2
+
+    for file_context in files:
+        with file_context as file:
+            assert file.read() == b"Hello, World!"
+
+
+def test_open_files_empty_dir(drive) -> None:
+    files = list(drive.open_files("summaries"))
+    assert len(files) == 0
+
+
+def test_write_model(drive) -> None:
+    class TestModel(BaseModel):
+        name: str
+
+    model = TestModel(name="test")
+    drive.write_model(model, "test.json", "summaries")
+
+    with drive.open_file("test.json", "summaries") as f:
+        assert f.read() == b'{"name":"test"}'
+
+    drive.delete()
+
+
+def test_read_model(drive) -> None:
+    class TestModel(BaseModel):
+        name: str
+
+    model = TestModel(name="test")
+    drive.write_model(model, "test.json", "summaries")
+
+    model = drive.read_model(TestModel, "test.json", "summaries")
+    assert model.name == "test"
+
+    drive.delete()
+
+
+def test_read_models(drive) -> None:
+    class TestModel(BaseModel):
+        name: str
+
+    model_1 = TestModel(name="test1")
+    drive.write_model(model_1, "test1.json", "summaries")
+
+    model_2 = TestModel(name="test2")
+    drive.write_model(model_2, "test2.json", "summaries")
+
+    models = list(drive.read_models(TestModel, "summaries"))
+    assert len(models) == 2
+
+    assert models[0].name == "test1"
+    assert models[1].name == "test2"
+
+
+def test_read_model_non_existent_file(drive) -> None:
+    class TestModel(BaseModel):
+        name: str
+
+    with pytest.raises(FileNotFoundError):
+        drive.read_model(TestModel, "test.json", "summaries")
+
+    drive.delete()
diff --git a/libraries/python/assistant-drive/pyproject.toml b/libraries/python/assistant-drive/pyproject.toml
new file mode 100644
index 0000000..b58792a
--- /dev/null
+++ b/libraries/python/assistant-drive/pyproject.toml
@@ -0,0 +1,31 @@
+[project]
+name = "assistant-drive"
+version = "0.1.0"
+description = "MADE:Exploration Assistant Drive"
+authors = [{ name = "Semantic Workbench Team" }]
+readme = "README.md"
+requires-python = ">=3.11"
+dependencies = [
+    "context>=0.1.0",
+    "pydantic>=2.6.1",
+    "pydantic-settings>=2.5.2",
+    "python-magic>=0.4.27",
+    # "python-magic-bin>=0.4.14",
+]
+
+[tool.uv]
+package = true
+dev-dependencies = [
+    "pytest>=8.3.1",
+    "pytest-asyncio>=0.23.8",
+    "pytest-repeat>=0.9.3",
+    "ruff>=0.6.4",
+    "ipykernel>=6.29.5",
+]
+
+[tool.uv.sources]
+context = { path = "../../python/context", editable = true }
+
+[build-system]
+requires = ["hatchling"]
+build-backend = "hatchling.build"
diff --git a/libraries/python/assistant-drive/pytest.ini b/libraries/python/assistant-drive/pytest.ini
new file mode 100644
index 0000000..02bae23
--- /dev/null
+++ b/libraries/python/assistant-drive/pytest.ini
@@ -0,0 +1,13 @@
+# pytest.ini
+[pytest]
+minversion = 6.0
+addopts = -vv -rP
+pythonpath = .
+testpaths = **/tests
+filterwarnings =
+    ignore::DeprecationWarning
+    ignore::PendingDeprecationWarning
+asyncio_mode = auto
+log_cli = true
+log_cli_level = INFO
+log_cli_format = %(asctime)s | %(levelname)-7s | %(name)s | %(message)s
diff --git a/libraries/python/assistant-drive/usage.ipynb b/libraries/python/assistant-drive/usage.ipynb
new file mode 100644
index 0000000..71d0bee
--- /dev/null
+++ b/libraries/python/assistant-drive/usage.ipynb
@@ -0,0 +1,51 @@
+{
+ "cells": [
+  {
+   "cell_type": "code",
+   "execution_count": null,
+   "metadata": {},
+   "outputs": [],
+   "source": [
+    "%reload_ext autoreload\n",
+    "%autoreload 2\n",
+    "\n",
+    "from assistant_drive import DriveConfig, Drive\n",
+    "from context import Context\n",
+    "from io import BytesIO  # Import BytesIO\n",
+    "\n",
+    "context: Context = Context(session_id=\"demo\")\n",
+    "config = DriveConfig(context=context)\n",
+    "drive = Drive(config)\n",
+    "\n",
+    "print(list(drive.list()))\n",
+    "\n",
+    "# Create BinaryIO from text.\n",
+    "file_content = BytesIO(b\"Hello, World!\")  # Convert byte string to BytesIO\n",
+    "metadata = drive.add_bytes(file_content, \"test.txt\")\n",
+    "print(metadata)\n",
+    "\n"
+   ]
+  }
+ ],
+ "metadata": {
+  "kernelspec": {
+   "display_name": ".venv",
+   "language": "python",
+   "name": "python3"
+  },
+  "language_info": {
+   "codemirror_mode": {
+    "name": "ipython",
+    "version": 3
+   },
+   "file_extension": ".py",
+   "mimetype": "text/x-python",
+   "name": "python",
+   "nbconvert_exporter": "python",
+   "pygments_lexer": "ipython3",
+   "version": "3.11.10"
+  }
+ },
+ "nbformat": 4,
+ "nbformat_minor": 2
+}
diff --git a/libraries/python/assistant-drive/uv.lock b/libraries/python/assistant-drive/uv.lock
new file mode 100644
index 0000000..cd91d9c
--- /dev/null
+++ b/libraries/python/assistant-drive/uv.lock
@@ -0,0 +1,748 @@
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+requires-python = ">=3.11"
+resolution-markers = [
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+]
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diff --git a/semantic-workbench.code-workspace b/semantic-workbench.code-workspace
index 4619529..7453cee 100644
--- a/semantic-workbench.code-workspace
+++ b/semantic-workbench.code-workspace
@@ -64,8 +64,8 @@
       "path": "assistants/skill-assistant"
     },
     {
-      "name": "libraries:openai-client",
-      "path": "./libraries/python/openai-client"
+      "name": "libraries:assistant-drive",
+      "path": "libraries/python/assistant-drive"
     },
     {
       "name": "libraries:chat-driver",
@@ -91,6 +91,10 @@
       "name": "libraries:guided-conversation",
       "path": "libraries/python/guided-conversation"
     },
+    {
+      "name": "libraries:openai-client",
+      "path": "./libraries/python/openai-client"
+    },
     {
       "name": "libraries:semantic-workbench-api-model",
       "path": "libraries/python/semantic-workbench-api-model"