diff --git a/changes/2339.deps.md b/changes/2339.deps.md
new file mode 100644
index 00000000000..e2e531659ea
--- /dev/null
+++ b/changes/2339.deps.md
@@ -0,0 +1 @@
+Upgrade aiodocker to v0.22.0 with minor bug fixes found by improved type annotations
diff --git a/python.lock b/python.lock
index 69a42e54cd8..e6f919a576b 100644
--- a/python.lock
+++ b/python.lock
@@ -15,7 +15,7 @@
 //     "SQLAlchemy[postgresql_asyncpg]~=1.4.40",
 //     "aiodataloader-ng~=0.2.1",
 //     "aiodns>=3.0",
-//     "aiodocker~=0.21.0",
+//     "aiodocker==0.22.0",
 //     "aiofiles~=23.2.1",
 //     "aiohttp_cors~=0.7",
 //     "aiohttp_sse>=2.0",
@@ -121,19 +121,19 @@
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+              "hash": "1867a7cc86897a87398e6e6fba302738548f1cf76cbc6c76e06338e091113bdc",
+              "url": "https://files.pythonhosted.org/packages/08/17/98008117ec3f484259f11a8a96cb5601949546a4de43102b99cffa1138e5/aioconsole-0.7.1-py3-none-any.whl"
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+              "hash": "a3e52428d32623c96746ec3862d97483c61c12a2f2dfba618886b709415d4533",
+              "url": "https://files.pythonhosted.org/packages/e5/f4/f156826819b4136b3fe9fac1b7707f6f241c871aaef13b4a16932e39156d/aioconsole-0.7.1.tar.gz"
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           ],
           "project_name": "aioconsole",
           "requires_dists": [],
           "requires_python": ">=3.8",
-          "version": "0.7.0"
+          "version": "0.7.1"
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@@ -187,22 +187,40 @@
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+              "hash": "ef08251db46de3006911cc97b579451e599f90d396b8624ed59a3a5e1df92c5a",
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+              "hash": "f237c76b6a2607bc61de94b5f0c6912a821477e39921bc53e091d5f398edfb61",
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           ],
           "project_name": "aiodocker",
           "requires_dists": [
-            "aiohttp>=3.6",
-            "typing-extensions>=3.6.5"
+            "aiohttp==3.9.5; extra == \"ci\"",
+            "aiohttp>=3.8",
+            "alabaster==0.7.16; extra == \"doc\"",
+            "async-timeout==4.0.3; extra == \"ci\"",
+            "codecov==2.1.13; extra == \"dev\"",
+            "multidict==6.0.5; extra == \"ci\"",
+            "mypy==1.10.1; extra == \"dev\"",
+            "packaging==24.1; extra == \"dev\"",
+            "pre-commit>=3.5.0; extra == \"dev\"",
+            "pytest-asyncio==0.23.7; extra == \"dev\"",
+            "pytest-cov==5.0.0; extra == \"dev\"",
+            "pytest-sugar==1.0.0; extra == \"dev\"",
+            "pytest==8.2.2; extra == \"dev\"",
+            "ruff-lsp==0.0.53; extra == \"dev\"",
+            "ruff==0.4.10; extra == \"dev\"",
+            "sphinx-autodoc-typehints==2.2.2; extra == \"doc\"",
+            "sphinx==7.3.7; extra == \"doc\"",
+            "sphinxcontrib-asyncio==0.3.0; extra == \"doc\"",
+            "towncrier==23.11.0; extra == \"dev\"",
+            "yarl==1.9.4; extra == \"ci\""
           ],
-          "requires_python": ">=3.6",
-          "version": "0.21.0"
+          "requires_python": ">=3.8.0",
+          "version": "0.22.0"
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+              "hash": "1f02e8b43a8fbbc3f3e0d4f0f4bfc8131bcb4eebe8849b8e5c773f3a1c582a53",
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+              "hash": "aff07c09a53a08bc8cfccb9c85b05f1aa9a2a6f23728d790723543408344ce89",
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           "project_name": "annotated-types",
@@ -587,7 +605,7 @@
             "typing-extensions>=4.0.0; python_version < \"3.9\""
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-          "version": "0.6.0"
+          "version": "0.7.0"
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   "pip_version": "24.0",
   "prefer_older_binary": false,
   "requirements": [
@@ -4740,7 +4750,7 @@
     "SQLAlchemy[postgresql_asyncpg]~=1.4.40",
     "aiodataloader-ng~=0.2.1",
     "aiodns>=3.0",
-    "aiodocker~=0.21.0",
+    "aiodocker==0.22.0",
     "aiofiles~=23.2.1",
     "aiohttp_cors~=0.7",
     "aiohttp_sse>=2.0",
diff --git a/requirements.txt b/requirements.txt
index 64a0eb2fa31..f627af64466 100644
--- a/requirements.txt
+++ b/requirements.txt
@@ -1,5 +1,5 @@
 aiodataloader-ng~=0.2.1
-aiodocker~=0.21.0
+aiodocker==0.22.0
 aiofiles~=23.2.1
 aiohttp~=3.9.1
 aiohttp_cors~=0.7
diff --git a/src/ai/backend/agent/docker/agent.py b/src/ai/backend/agent/docker/agent.py
index aa979e60731..59a8b609352 100644
--- a/src/ai/backend/agent/docker/agent.py
+++ b/src/ai/backend/agent/docker/agent.py
@@ -38,6 +38,7 @@
 import zmq
 from aiodocker.docker import Docker, DockerContainer
 from aiodocker.exceptions import DockerError
+from aiodocker.types import PortInfo
 from aiomonitor.task import preserve_termination_log
 from async_timeout import timeout
 
@@ -935,7 +936,7 @@ async def start_container(
                 if container_config["HostConfig"].get("NetworkMode") == "host":
                     host_port = host_ports[idx]
                 else:
-                    ports: list[dict[str, Any]] | None = await container.port(port)
+                    ports: list[PortInfo] | None = await container.port(port)
                     if ports is None:
                         raise ContainerCreationError(
                             container_id=cid, message="Container port not found"
diff --git a/src/ai/backend/agent/docker/intrinsic.py b/src/ai/backend/agent/docker/intrinsic.py
index 2045519b3b5..3ce7e207832 100644
--- a/src/ai/backend/agent/docker/intrinsic.py
+++ b/src/ai/backend/agent/docker/intrinsic.py
@@ -90,12 +90,13 @@ async def fetch_api_stats(container: DockerContainer) -> Optional[Dict[str, Any]
         )
         return None
     else:
+        entry = {"read": "0001-01-01"}
         # aiodocker 0.16 or later returns a list of dict, even when not streaming.
         if isinstance(ret, list):
             if not ret:
                 # The API may return an empty result upon container termination.
                 return None
-            ret = ret[0]
+            entry = ret[0]
         # The API may return an invalid or empty result upon container termination.
         if ret is None or not isinstance(ret, dict):
             log.warning(
@@ -104,9 +105,9 @@ async def fetch_api_stats(container: DockerContainer) -> Optional[Dict[str, Any]
                 ret,
             )
             return None
-        if ret["read"].startswith("0001-01-01") or ret["preread"].startswith("0001-01-01"):
+        if entry["read"].startswith("0001-01-01") or entry["preread"].startswith("0001-01-01"):
             return None
-        return ret
+        return entry
 
 
 # Pseudo-plugins for intrinsic devices (CPU and the main memory)
diff --git a/src/ai/backend/agent/docker/kernel.py b/src/ai/backend/agent/docker/kernel.py
index 2591f836015..962bb2a0e21 100644
--- a/src/ai/backend/agent/docker/kernel.py
+++ b/src/ai/backend/agent/docker/kernel.py
@@ -1,6 +1,9 @@
+from __future__ import annotations
+
 import asyncio
 import functools
 import gzip
+import io
 import logging
 import lzma
 import os
@@ -9,7 +12,7 @@
 import subprocess
 import textwrap
 from pathlib import Path, PurePosixPath
-from typing import Any, Dict, Final, FrozenSet, Mapping, Optional, Sequence, Tuple
+from typing import Any, Dict, Final, FrozenSet, Mapping, Optional, Sequence, Tuple, cast, override
 
 import janus
 import pkg_resources
@@ -103,7 +106,7 @@ async def get_logs(self):
         container_id = self.data["container_id"]
         async with closing_async(Docker()) as docker:
             container = await docker.containers.get(container_id)
-            logs = await container.log(stdout=True, stderr=True)
+            logs = await container.log(stdout=True, stderr=True, follow=False)
         return {"logs": "".join(logs)}
 
     async def interrupt_kernel(self):
@@ -258,85 +261,110 @@ def _write_chunks(
         except asyncio.TimeoutError:
             log.warning("Session is already being committed.")
 
-    async def accept_file(self, filename: str, filedata: bytes):
+    @override
+    async def accept_file(self, container_path: os.PathLike | str, filedata: bytes) -> None:
         loop = current_loop()
-        work_dir = self.agent_config["container"]["scratch-root"] / str(self.kernel_id) / "work"
+        container_home_path = PurePosixPath("/home/work")
         try:
-            # create intermediate directories in the path
-            dest_path = (work_dir / filename).resolve(strict=False)
-            parent_path = dest_path.parent
-        except ValueError:  # parent_path does not start with work_dir!
-            raise AssertionError("malformed upload filename and path.")
+            home_relpath = PurePosixPath(container_path).relative_to(container_home_path)
+        except ValueError:
+            raise PermissionError("Not allowed to upload files outside /home/work")
+        host_work_dir: Path = (
+            self.agent_config["container"]["scratch-root"] / str(self.kernel_id) / "work"
+        )
+        host_abspath = (host_work_dir / home_relpath).resolve(strict=False)
+        if not host_abspath.is_relative_to(host_work_dir):
+            raise PermissionError("Not allowed to upload files outside /home/work")
 
         def _write_to_disk():
-            parent_path.mkdir(parents=True, exist_ok=True)
-            dest_path.write_bytes(filedata)
+            host_abspath.parent.mkdir(parents=True, exist_ok=True)
+            host_abspath.write_bytes(filedata)
 
         try:
             await loop.run_in_executor(None, _write_to_disk)
-        except FileNotFoundError:
-            log.error(
-                "{0}: writing uploaded file failed: {1} -> {2}", self.kernel_id, filename, dest_path
+        except OSError as e:
+            raise RuntimeError(
+                "{0}: writing uploaded file failed: {1} -> {2} ({3})".format(
+                    self.kernel_id,
+                    container_path,
+                    host_abspath,
+                    repr(e),
+                )
             )
 
-    async def download_file(self, filepath: str):
+    @override
+    async def download_file(self, container_path: os.PathLike | str) -> bytes:
         container_id = self.data["container_id"]
+
+        container_home_path = PurePosixPath("/home/work")
+        container_abspath = PurePosixPath(os.path.normpath(container_home_path / container_path))
+        if not container_abspath.is_relative_to(container_home_path):
+            raise PermissionError("You cannot download files outside /home/work")
+
         async with closing_async(Docker()) as docker:
             container = docker.containers.container(container_id)
-            home_path = PurePosixPath("/home/work")
-            try:
-                abspath = home_path / filepath
-                abspath.relative_to(home_path)
-            except ValueError:
-                raise PermissionError("You cannot download files outside /home/work")
             try:
-                with await container.get_archive(str(abspath)) as tarobj:
-                    tarobj.fileobj.seek(0, 2)
-                    fsize = tarobj.fileobj.tell()
-                    if fsize > 1048576:
-                        raise ValueError("too large file")
-                    tarbytes = tarobj.fileobj.getvalue()
+                with await container.get_archive(str(container_abspath)) as tarobj:
+                    # FIXME: Replace this API call to a streaming version and cut the download if
+                    #        the downloaded size exceeds the limit.
+                    assert tarobj.fileobj is not None
+                    tar_fobj = cast(io.BufferedIOBase, tarobj.fileobj)
+                    tar_fobj.seek(0, io.SEEK_END)
+                    tar_size = tar_fobj.tell()
+                    if tar_size > 1048576:
+                        raise ValueError("Too large archive file exceeding 1 MiB")
+                    tar_fobj.seek(0, io.SEEK_SET)
+                    tarbytes = tar_fobj.read()
             except DockerError:
-                log.warning("Could not found the file: {0}", abspath)
-                raise FileNotFoundError(f"Could not found the file: {abspath}")
+                raise RuntimeError(f"Could not download the archive to: {container_abspath}")
         return tarbytes
 
-    async def download_single(self, filepath: str):
+    @override
+    async def download_single(self, container_path: os.PathLike | str) -> bytes:
         container_id = self.data["container_id"]
+
+        container_home_path = PurePosixPath("/home/work")
+        container_abspath = PurePosixPath(os.path.normpath(container_home_path / container_path))
+        if not container_abspath.is_relative_to(container_home_path):
+            raise PermissionError("You cannot download files outside /home/work")
+
         async with closing_async(Docker()) as docker:
             container = docker.containers.container(container_id)
-            home_path = PurePosixPath("/home/work")
-            try:
-                abspath = home_path / filepath
-                abspath.relative_to(home_path)
-            except ValueError:
-                raise PermissionError("You cannot download files outside /home/work")
             try:
-                with await container.get_archive(str(abspath)) as tarobj:
-                    tarobj.fileobj.seek(0, 2)
-                    fsize = tarobj.fileobj.tell()
-                    if fsize > 1048576:
-                        raise ValueError("too large file")
-                    tarobj.fileobj.seek(0)
-                    inner_file = tarobj.extractfile(tarobj.getnames()[0])
-                    if inner_file:
-                        tarbytes = inner_file.read()
-                    else:
-                        log.warning("Could not found the file: {0}", abspath)
-                        raise FileNotFoundError(f"Could not found the file: {abspath}")
+                with await container.get_archive(str(container_abspath)) as tarobj:
+                    # FIXME: Replace this API call to a streaming version and cut the download if
+                    #        the downloaded size exceeds the limit.
+                    assert tarobj.fileobj is not None
+                    tar_fobj = cast(io.BufferedIOBase, tarobj.fileobj)
+                    tar_fobj.seek(0, io.SEEK_END)
+                    tar_size = tar_fobj.tell()
+                    if tar_size > 1048576:
+                        raise ValueError("Too large archive file exceeding 1 MiB")
+                    tar_fobj.seek(0, io.SEEK_SET)
+                    if len(tarobj.getnames()) > 1:
+                        raise ValueError(
+                            f"Expected a single-file archive but found multiple files from {container_abspath}"
+                        )
+                    inner_fname = tarobj.getnames()[0]
+                    inner_fobj = tarobj.extractfile(inner_fname)
+                    if not inner_fobj:
+                        raise ValueError(
+                            f"Could not read {inner_fname!r} the archive file {container_abspath}"
+                        )
+                    # FYI: To get the size of extracted file, seek and tell with inner_fobj.
+                    content_bytes = inner_fobj.read()
             except DockerError:
-                log.warning("Could not found the file: {0}", abspath)
-                raise FileNotFoundError(f"Could not found the file: {abspath}")
-        return tarbytes
+                raise RuntimeError(f"Could not download the archive to: {container_abspath}")
+        return content_bytes
 
-    async def list_files(self, container_path: str):
+    @override
+    async def list_files(self, container_path: os.PathLike | str):
         container_id = self.data["container_id"]
 
         # Confine the lookable paths in the home directory
-        home_path = Path("/home/work").resolve()
-        resolved_path = (home_path / container_path).resolve()
-
-        if str(os.path.commonpath([resolved_path, home_path])) != str(home_path):
+        container_home_path = PurePosixPath("/home/work")
+        container_abspath = PurePosixPath(os.path.normpath(container_home_path / container_path))
+        if not container_abspath.is_relative_to(container_home_path):
             raise PermissionError("You cannot list files outside /home/work")
 
         # Gather individual file information in the target path.
@@ -373,7 +401,7 @@ async def list_files(self, container_path: str):
                 "/opt/backend.ai/bin/python",
                 "-c",
                 code,
-                str(container_path),
+                str(container_abspath),
             ],
             stdout=subprocess.PIPE,
             stderr=subprocess.PIPE,
diff --git a/src/ai/backend/agent/docker/utils.py b/src/ai/backend/agent/docker/utils.py
index 32505323e34..36171fcb638 100644
--- a/src/ai/backend/agent/docker/utils.py
+++ b/src/ai/backend/agent/docker/utils.py
@@ -132,7 +132,7 @@ async def recreate(self) -> None:
                     pass
                 else:
                     raise
-            container_config = {
+            container_config: dict[str, Any] = {
                 "Image": self.image_ref,
                 "Tty": True,
                 "Privileged": False,
diff --git a/src/ai/backend/agent/dummy/kernel.py b/src/ai/backend/agent/dummy/kernel.py
index 4d99d343feb..662c12a2dd3 100644
--- a/src/ai/backend/agent/dummy/kernel.py
+++ b/src/ai/backend/agent/dummy/kernel.py
@@ -1,6 +1,9 @@
+from __future__ import annotations
+
 import asyncio
+import os
 from collections import OrderedDict
-from typing import Any, Dict, FrozenSet, Mapping, Sequence
+from typing import Any, Dict, FrozenSet, Mapping, Sequence, override
 
 from ai.backend.common.docker import ImageRef
 from ai.backend.common.events import EventProducer
@@ -137,21 +140,25 @@ async def get_service_apps(self):
             "data": [],
         }
 
-    async def accept_file(self, filename, filedata):
+    @override
+    async def accept_file(self, container_path: os.PathLike | str, filedata: bytes) -> None:
         delay = self.dummy_kernel_cfg["delay"]["accept-file"]
         await asyncio.sleep(delay)
 
-    async def download_file(self, filepath):
+    @override
+    async def download_file(self, container_path: os.PathLike | str) -> bytes:
         delay = self.dummy_kernel_cfg["delay"]["download-file"]
         await asyncio.sleep(delay)
         return b""
 
-    async def download_single(self, filepath):
+    @override
+    async def download_single(self, container_path: os.PathLike | str) -> bytes:
         delay = self.dummy_kernel_cfg["delay"]["download-single"]
         await asyncio.sleep(delay)
         return b""
 
-    async def list_files(self, path: str):
+    @override
+    async def list_files(self, container_path: os.PathLike | str):
         delay = self.dummy_kernel_cfg["delay"]["list-files"]
         await asyncio.sleep(delay)
         return {"files": "", "errors": "", "abspath": ""}
diff --git a/src/ai/backend/agent/kernel.py b/src/ai/backend/agent/kernel.py
index b6fb207f830..b9704e22e3b 100644
--- a/src/ai/backend/agent/kernel.py
+++ b/src/ai/backend/agent/kernel.py
@@ -6,6 +6,7 @@
 import json
 import logging
 import math
+import os
 import re
 import secrets
 import time
@@ -318,19 +319,50 @@ async def get_service_apps(self):
         raise NotImplementedError
 
     @abstractmethod
-    async def accept_file(self, filename, filedata):
+    async def accept_file(self, container_path: os.PathLike | str, filedata) -> None:
+        """
+        Put the uploaded file to the designated container path.
+        The path should be inside /home/work of the container.
+        A relative path is interpreted as a subpath inside /home/work.
+
+        WARNING: Since the implementations may use the scratch directory mounted as the home
+        directory inside the container, the file may not be visible inside the container if the
+        designated home-relative path overlaps with a vfolder mount.
+        """
         raise NotImplementedError
 
     @abstractmethod
-    async def download_file(self, filepath):
+    async def download_file(self, container_path: os.PathLike | str) -> bytes:
+        """
+        Download the designated path (a single file or an entire directory) as a tar archive.
+        The path should be inside /home/work of the container.
+        A relative path is interpreted as a subpath inside /home/work.
+        The return value is the raw byte stream of the archive itself, and it is the caller's
+        responsibility to extract the tar archive.
+
+        This API is intended to download a small set of files from the container filesystem.
+        """
         raise NotImplementedError
 
     @abstractmethod
-    async def download_single(self, filepath):
+    async def download_single(self, container_path: os.PathLike | str) -> bytes:
+        """
+        Download the designated path (a single file) as a tar archive.
+        The path should be inside /home/work of the container.
+        A relative path is interpreted as a subpath inside /home/work.
+        The return value is the content of the file *extracted* from the downloaded archive.
+
+        This API is intended to download a small file from the container filesystem.
+        """
         raise NotImplementedError
 
     @abstractmethod
-    async def list_files(self, path: str):
+    async def list_files(self, container_path: os.PathLike | str):
+        """
+        List the directory entries of the designated path.
+        The path should be inside /home/work of the container.
+        A relative path is interpreted as a subpath inside /home/work.
+        """
         raise NotImplementedError
 
     @abstractmethod
diff --git a/src/ai/backend/agent/kubernetes/intrinsic.py b/src/ai/backend/agent/kubernetes/intrinsic.py
index f895cef093b..ceb8d0f8b66 100644
--- a/src/ai/backend/agent/kubernetes/intrinsic.py
+++ b/src/ai/backend/agent/kubernetes/intrinsic.py
@@ -55,12 +55,13 @@ async def fetch_api_stats(container: DockerContainer) -> Optional[Dict[str, Any]
         )
         return None
     else:
+        entry = {"read": "0001-01-01"}
         # aiodocker 0.16 or later returns a list of dict, even when not streaming.
         if isinstance(ret, list):
             if not ret:
                 # The API may return an empty result upon container termination.
                 return None
-            ret = ret[0]
+            entry = ret[0]
         # The API may return an invalid or empty result upon container termination.
         if ret is None or not isinstance(ret, dict):
             log.warning(
@@ -69,9 +70,9 @@ async def fetch_api_stats(container: DockerContainer) -> Optional[Dict[str, Any]
                 ret,
             )
             return None
-        if ret["read"].startswith("0001-01-01") or ret["preread"].startswith("0001-01-01"):
+        if entry["read"].startswith("0001-01-01") or entry["preread"].startswith("0001-01-01"):
             return None
-        return ret
+        return entry
 
 
 # Pseudo-plugins for intrinsic devices (CPU and the main memory)
diff --git a/src/ai/backend/agent/kubernetes/kernel.py b/src/ai/backend/agent/kubernetes/kernel.py
index c5759085631..68dfc2bd8cd 100644
--- a/src/ai/backend/agent/kubernetes/kernel.py
+++ b/src/ai/backend/agent/kubernetes/kernel.py
@@ -4,8 +4,8 @@
 import os
 import shutil
 import textwrap
-from pathlib import Path
-from typing import Any, Dict, FrozenSet, Mapping, Optional, Sequence, Tuple
+from pathlib import Path, PurePosixPath
+from typing import Any, Dict, FrozenSet, Mapping, Optional, Sequence, Tuple, override
 
 import pkg_resources
 import zmq
@@ -229,44 +229,53 @@ async def commit(
         log.error("Committing in Kubernetes is not supported yet.")
         raise NotImplementedError
 
-    async def accept_file(self, filename: str, filedata: bytes):
+    @override
+    async def accept_file(self, container_path: os.PathLike | str, filedata: bytes) -> None:
         loop = current_loop()
-        work_dir = self.agent_config["container"]["scratch-root"] / str(self.kernel_id) / "work"
+        container_home_path = PurePosixPath("/home/work")
         try:
-            # create intermediate directories in the path
-            dest_path = (work_dir / filename).resolve(strict=False)
-            parent_path = dest_path.parent
-        except ValueError:  # parent_path does not start with work_dir!
-            raise AssertionError("malformed upload filename and path.")
+            home_relpath = PurePosixPath(container_path).relative_to(container_home_path)
+        except ValueError:
+            raise PermissionError("Not allowed to upload files outside /home/work")
+        host_work_dir: Path = (
+            self.agent_config["container"]["scratch-root"] / str(self.kernel_id) / "work"
+        )
+        host_abspath = (host_work_dir / home_relpath).resolve(strict=False)
+        if not host_abspath.is_relative_to(host_work_dir):
+            raise PermissionError("Not allowed to upload files outside /home/work")
 
         def _write_to_disk():
-            parent_path.mkdir(parents=True, exist_ok=True)
-            dest_path.write_bytes(filedata)
+            host_abspath.parent.mkdir(parents=True, exist_ok=True)
+            host_abspath.write_bytes(filedata)
 
         try:
             await loop.run_in_executor(None, _write_to_disk)
-        except FileNotFoundError:
-            log.error(
-                "{0}: writing uploaded file failed: {1} -> {2}", self.kernel_id, filename, dest_path
+        except OSError as e:
+            raise RuntimeError(
+                "{0}: writing uploaded file failed: {1} -> {2} ({3})".format(
+                    self.kernel_id,
+                    container_path,
+                    host_abspath,
+                    repr(e),
+                )
             )
 
-    async def download_file(self, filepath: str):
+    @override
+    async def download_file(self, container_path: os.PathLike | str) -> bytes:
         # TODO: Implement file operations with pure Kubernetes API
         await kube_config.load_kube_config()
         core_api = kube_client.CoreV1Api()
 
-        home_path = Path("/home/work")
-        try:
-            abspath = (home_path / filepath).resolve()
-            abspath.relative_to(home_path)
-        except ValueError:
+        container_home_path = PurePosixPath("/home/work")
+        container_abspath = PurePosixPath(os.path.normpath(container_home_path / container_path))
+        if not container_abspath.is_relative_to(container_home_path):
             raise PermissionError("You cannot download files outside /home/work")
 
         async with watch.Watch().stream(
             core_api.connect_get_namespaced_pod_exec,
             self.kernel_id,
             "backend-ai",
-            command=["tar", "cf", "-", abspath.resolve()],
+            command=["tar", "cf", "-", container_abspath],
             stderr=True,
             stdin=True,
             stdout=True,
@@ -275,24 +284,25 @@ async def download_file(self, filepath: str):
         ) as stream:
             async for event in stream:
                 log.debug("stream: {}", event)
+                # TODO: retrieve the output stream as a bytes buffer
+        return b""
 
-        return None
-
-    async def download_single(self, filepath: str):
+    @override
+    async def download_single(self, container_path: os.PathLike | str) -> bytes:
         # TODO: Implement download single file operations with pure Kubernetes API
         log.error("download_single() in the k8s backend is not supported yet.")
         raise NotImplementedError
 
-    async def list_files(self, container_path: str):
+    @override
+    async def list_files(self, container_path: os.PathLike | str):
         # TODO: Implement file operations with pure Kubernetes API
         await kube_config.load_kube_config()
         core_api = kube_client.CoreV1Api()
 
         # Confine the lookable paths in the home directory
-        home_path = Path("/home/work").resolve()
-        resolved_path = (home_path / container_path).resolve()
-
-        if str(os.path.commonpath([resolved_path, home_path])) != str(home_path):
+        container_home_path = PurePosixPath("/home/work")
+        container_abspath = PurePosixPath(os.path.normpath(container_home_path / container_path))
+        if not container_abspath.is_relative_to(container_home_path):
             raise PermissionError("You cannot list files outside /home/work")
 
         # Gather individual file information in the target path.
@@ -336,6 +346,7 @@ async def list_files(self, container_path: str):
         ) as stream:
             async for event in stream:
                 log.debug("stream: {}", event)
+                # TODO: retrieve the output stream as a bytes buffer
 
         return {"files": "", "errors": "", "abspath": str(container_path)}
 
diff --git a/src/ai/backend/agent/kubernetes/utils.py b/src/ai/backend/agent/kubernetes/utils.py
index ae674d3a5e2..c9eddd20d2d 100644
--- a/src/ai/backend/agent/kubernetes/utils.py
+++ b/src/ai/backend/agent/kubernetes/utils.py
@@ -129,7 +129,7 @@ async def recreate(self) -> None:
                 pass
             else:
                 raise
-        container_config = {
+        container_config: dict[str, Any] = {
             "Image": self.image_ref,
             "Tty": True,
             "Privileged": False,