diff --git a/.github/workflows/pr.yml b/.github/workflows/pr.yml
index 24924882..3ceb7ca1 100644
--- a/.github/workflows/pr.yml
+++ b/.github/workflows/pr.yml
@@ -15,4 +15,4 @@ jobs:
     with:
       python-version: "3.10"
       poetry-version: "2.2.1"
-      code-checks-python-versions: '["3.10", "3.11", "3.12", "3.13"]'
+      code-checks-python-versions: '["3.10", "3.11", "3.12", "3.13", "3.14"]'
diff --git a/.github/workflows/release.yml b/.github/workflows/release.yml
index d98e5315..f6cab49b 100644
--- a/.github/workflows/release.yml
+++ b/.github/workflows/release.yml
@@ -16,5 +16,5 @@ jobs:
       promote: true # HACK: skip RC phase, project does not require stabilization period before releasing stable versions
       python-version: "3.10"
       poetry-version: "2.2.1"
-      code-checks-python-versions: '["3.10", "3.11", "3.12", "3.13"]'
+      code-checks-python-versions: '["3.10", "3.11", "3.12", "3.13", "3.14"]'
     secrets: inherit
diff --git a/.ort.yml b/.ort.yml
index 72e83e17..280cd2ea 100644
--- a/.ort.yml
+++ b/.ort.yml
@@ -27,6 +27,6 @@ resolutions:
     - message: ".*PyPI::starlette:0\\.49\\.1.*"
       reason: "CANT_FIX_EXCEPTION"
       comment: "BSD 3-Clause New or Revised License: https://github.com/Kludex/starlette/blob/0.49.1/LICENSE.md"
-    - message: ".*PyPI::(typing-extensions|urllib3).*"
+    - message: ".*PyPI::(typing-extensions|typing-inspection|urllib3|pydantic).*"
       reason: "CANT_FIX_EXCEPTION"
       comment: "ORT cannot pick up license information"
diff --git a/aidial_sdk/_pydantic/__init__.py b/aidial_sdk/_pydantic/__init__.py
index ba6cfb4a..02b8193e 100644
--- a/aidial_sdk/_pydantic/__init__.py
+++ b/aidial_sdk/_pydantic/__init__.py
@@ -10,6 +10,7 @@
 
 # ruff: noqa: F401
 
+import sys
 from collections.abc import Mapping
 from typing import TYPE_CHECKING
 
@@ -19,7 +20,15 @@
 
 INSTALLED_PYDANTIC_V2 = VERSION.startswith("2.")
 USE_PYDANTIC_V2 = env_bool("PYDANTIC_V2", False)
-PYDANTIC_V2 = INSTALLED_PYDANTIC_V2 and USE_PYDANTIC_V2
+
+# Pydantic V1 (including the pydantic.v1 shim in pydantic>=2) is not
+# compatible with Python 3.14+.  Force V2 mode automatically when running
+# on Python 3.14+ so that users don't have to set PYDANTIC_V2=1 manually.
+_PYTHON_314_OR_LATER = sys.version_info >= (3, 14)
+
+PYDANTIC_V2 = INSTALLED_PYDANTIC_V2 and (
+    USE_PYDANTIC_V2 or _PYTHON_314_OR_LATER
+)
 
 if TYPE_CHECKING:
     from pydantic import (
@@ -37,7 +46,6 @@
     from pydantic import field_validator as validator
     from pydantic._internal._model_construction import ModelMetaclass
     from pydantic.fields import FieldInfo
-    from pydantic.v1.validators import make_literal_validator
 
     HeadersType = Mapping[str, str]
 else:
@@ -60,7 +68,6 @@
         from pydantic import field_validator as validator
         from pydantic._internal._model_construction import ModelMetaclass
         from pydantic.fields import FieldInfo
-        from pydantic.v1.validators import make_literal_validator
 
         # In Pydantic V2, skip validation to preserve the case-insensitive MutableHeaders object
         HeadersType = Annotated[Mapping[str, str], SkipValidation]
@@ -82,7 +89,6 @@
             from pydantic.main import ModelMetaclass
         from pydantic.v1 import ValidationError, root_validator
         from pydantic.v1.fields import FieldInfo
-        from pydantic.v1.validators import make_literal_validator
 
         def _fail(*args, **kwargs):
             raise ImportError("ConfigDict is only supported in Pydantic v2")
diff --git a/aidial_sdk/_pydantic/_compat.py b/aidial_sdk/_pydantic/_compat.py
index d63e4463..ddf5760f 100644
--- a/aidial_sdk/_pydantic/_compat.py
+++ b/aidial_sdk/_pydantic/_compat.py
@@ -16,7 +16,7 @@
 import aidial_sdk._pydantic as pydantic
 from aidial_sdk._pydantic import PYDANTIC_V2
 
-_IncEx = set[int] | set[str] | dict[int, Any] | dict[str, Any] | None
+_IncEx = set[int] | set[str] | Mapping[int, Any] | Mapping[str, Any]
 
 
 class BaseModel(pydantic.BaseModel):
@@ -30,9 +30,9 @@ def model_dump(
             self,
             *,
             mode: Literal["json", "python"] | str = "python",
-            include: _IncEx = None,
-            exclude: _IncEx = None,
-            by_alias: bool = False,
+            include: _IncEx | None = None,
+            exclude: _IncEx | None = None,
+            by_alias: bool | None = None,
             exclude_unset: bool = False,
             exclude_defaults: bool = False,
             exclude_none: bool = False,
@@ -40,6 +40,7 @@ def model_dump(
             warnings: bool | Literal["none", "warn", "error"] = True,
             context: dict[str, Any] | None = None,
             serialize_as_any: bool = False,
+            **kwargs,
         ) -> dict[str, Any]:
             if mode not in {"json", "python"}:
                 raise ValueError("mode must be either 'json' or 'python'")
@@ -56,10 +57,11 @@ def model_dump(
             dumped = super().dict(  # pyright: ignore[reportDeprecated]
                 include=include,
                 exclude=exclude,
-                by_alias=by_alias,
+                by_alias=bool(by_alias),
                 exclude_unset=exclude_unset,
                 exclude_defaults=exclude_defaults,
                 exclude_none=exclude_none,
+                **kwargs,
             )
 
             return (
diff --git a/aidial_sdk/chat_completion/form.py b/aidial_sdk/chat_completion/form.py
index 8fda461c..eb5b7100 100644
--- a/aidial_sdk/chat_completion/form.py
+++ b/aidial_sdk/chat_completion/form.py
@@ -15,7 +15,6 @@
     BaseModel,
     FieldInfo,
     ModelMetaclass,
-    make_literal_validator,
     validator,
 )
 from aidial_sdk._pydantic._model_config import ModelConfigWrapper
@@ -191,9 +190,26 @@ def _create_class(cls: type[_Model]) -> type[_Model]:
     return _create_class
 
 
+def _make_literal_validator(
+    literal_type: Any,
+) -> Callable[[Any], Any]:
+    """Pure-Python equivalent of pydantic.v1's make_literal_validator."""
+    permitted_choices = get_args(literal_type)
+    allowed_choices = {v: v for v in permitted_choices}
+
+    def literal_validator(v: Any) -> Any:
+        try:
+            return allowed_choices[v]
+        except (KeyError, TypeError):
+            cs = ", ".join(repr(c) for c in permitted_choices)
+            raise ValueError(f"unexpected value; permitted: {cs}")
+
+    return literal_validator
+
+
 def _create_field_validator(field_name: str, enum_values: Sequence[Any]):
     literal_type = Literal[enum_values]
-    literal_validator = make_literal_validator(literal_type)
+    literal_validator = _make_literal_validator(literal_type)
 
     if PYDANTIC_V2:
         return validator(field_name)(literal_validator)
diff --git a/aidial_sdk/deployment/rate.py b/aidial_sdk/deployment/rate.py
index 8c7e0fe9..83925e37 100644
--- a/aidial_sdk/deployment/rate.py
+++ b/aidial_sdk/deployment/rate.py
@@ -3,5 +3,5 @@
 
 
 class RateRequest(FromRequestDeploymentMixin):
-    response_id: StrictStr = Field(None, alias="responseId")
+    response_id: StrictStr | None = Field(None, alias="responseId")
     rate: bool = False
diff --git a/aidial_sdk/pydantic/v2.py b/aidial_sdk/pydantic/v2.py
index 044fc2a6..dcabf664 100644
--- a/aidial_sdk/pydantic/v2.py
+++ b/aidial_sdk/pydantic/v2.py
@@ -24,7 +24,12 @@ def Field(*args, **kwargs) -> Any:  # type: ignore
         raise ImportError("The Field helper is only supported in Pydantic v2")
 
 else:
+    import re
+
+    import annotated_types
+    from pydantic import types
     from pydantic.aliases import AliasChoices, AliasPath
+    from pydantic.config import JsonDict
     from pydantic.fields import Field as PydanticField
     from pydantic_core import PydanticUndefined
 
@@ -35,7 +40,9 @@ def Field(*args, **kwargs) -> Any:  # type: ignore
     def Field(
         default: Any = PydanticUndefined,
         *,
-        default_factory: Callable[[], Any] | None = _Unset,
+        default_factory: Callable[[], Any]
+        | Callable[[dict[str, Any]], Any]
+        | None = _Unset,
         alias: str | None = _Unset,
         alias_priority: int | None = _Unset,
         validation_alias: str | AliasPath | AliasChoices | None = _Unset,
@@ -44,21 +51,21 @@ def Field(
         description: str | None = _Unset,
         examples: list[Any] | None = _Unset,
         exclude: bool | None = _Unset,
-        discriminator: str | None = _Unset,
-        json_schema_extra: dict[str, Any]
-        | Callable[[dict[str, Any]], None]
+        discriminator: str | types.Discriminator | None = _Unset,
+        json_schema_extra: JsonDict
+        | Callable[[JsonDict], None]
         | None = _Unset,
         frozen: bool | None = _Unset,
         validate_default: bool | None = _Unset,
         repr: bool = _Unset,
         init_var: bool | None = _Unset,
         kw_only: bool | None = _Unset,
-        pattern: str | None = _Unset,
+        pattern: str | re.Pattern[str] | None = _Unset,
         strict: bool | None = _Unset,
-        gt: float | None = _Unset,
-        ge: float | None = _Unset,
-        lt: float | None = _Unset,
-        le: float | None = _Unset,
+        gt: annotated_types.SupportsGt | None = _Unset,
+        ge: annotated_types.SupportsGe | None = _Unset,
+        lt: annotated_types.SupportsLt | None = _Unset,
+        le: annotated_types.SupportsLe | None = _Unset,
         multiple_of: float | None = _Unset,
         allow_inf_nan: bool | None = _Unset,
         max_digits: int | None = _Unset,
@@ -77,7 +84,7 @@ def Field(
             else:
 
                 def _extra(x: dict[str, Any]) -> None:
-                    json_schema_extra({**x, "buttons": buttons})
+                    json_schema_extra({**x, "buttons": buttons})  # type: ignore
 
                 new_extra = _extra
         else:
@@ -85,7 +92,7 @@ def _extra(x: dict[str, Any]) -> None:
 
         return PydanticField(
             default=default,
-            default_factory=default_factory,
+            default_factory=default_factory,  # type: ignore
             alias=alias,
             alias_priority=alias_priority,
             validation_alias=validation_alias,
diff --git a/noxfile.py b/noxfile.py
index 7781438a..bf21cf04 100644
--- a/noxfile.py
+++ b/noxfile.py
@@ -35,25 +35,38 @@ class UsePydanticV2(Enum):
     NO = "0"
 
 
-@nox.session(python=["3.10", "3.11", "3.12", "3.13"])
+@nox.session(python=["3.10", "3.11", "3.12", "3.13", "3.14"])
 # Testing against earliest and latest supported versions of the dependencies
 @nox.parametrize(
-    "pydantic",
+    "pydantic_info",
     [
-        ("1.10.17", UsePydanticV2.NO),
-        ("2.8.2", UsePydanticV2.NO),
-        ("2.8.2", UsePydanticV2.YES),
-        ("2.13.1", UsePydanticV2.NO),
-        ("2.13.1", UsePydanticV2.YES),
+        ("1.10.17", UsePydanticV2.NO, False),
+        ("2.8.2", UsePydanticV2.NO, False),
+        ("2.8.2", UsePydanticV2.YES, False),
+        # Python 3.14 is supported since Pydantic v2.12
+        ("2.13.1", UsePydanticV2.NO, True),
+        ("2.13.1", UsePydanticV2.YES, True),
     ],
 )
-@nox.parametrize("httpx", ["0.25.0", "0.27.0"])
+@nox.parametrize("httpx_version", ["0.25.0", "0.27.0"])
 def test(
-    session: nox.Session, pydantic: tuple[str, UsePydanticV2], httpx: str
+    session: nox.Session,
+    pydantic_info: tuple[str, UsePydanticV2, bool],
+    httpx_version: str,
 ) -> None:
     """Runs tests"""
+    pydantic_version, use_pydantic_v2, python_314_supported = pydantic_info
+
+    if session.python == "3.14":
+        if not python_314_supported:
+            session.skip("Python 3.14 is supported since Pydantic v2.12")
+        if httpx_version == "0.25.0":
+            session.skip("Earlier versions of httpx do not support Python 3.14")
+
     session.run("poetry", "install", external=True)
-    session.install(f"pydantic=={pydantic[0]}", f"httpx=={httpx}")
+    session.install(f"pydantic=={pydantic_version}", f"httpx=={httpx_version}")
     session.run(
-        "pytest", *session.posargs, env={"PYDANTIC_V2": str(pydantic[1].value)}
+        "pytest",
+        *session.posargs,
+        env={"PYDANTIC_V2": str(use_pydantic_v2.value)},
     )
diff --git a/poetry.lock b/poetry.lock
index 71c5c09f..4454dfe1 100644
--- a/poetry.lock
+++ b/poetry.lock
@@ -1,4 +1,4 @@
-# This file is automatically @generated by Poetry 2.2.1 and should not be changed by hand.
+# This file is automatically @generated by Poetry 2.3.2 and should not be changed by hand.
 
 [[package]]
 name = "aiohappyeyeballs"
@@ -200,14 +200,14 @@ files = [
 
 [[package]]
 name = "annotated-types"
-version = "0.5.0"
+version = "0.7.0"
 description = "Reusable constraint types to use with typing.Annotated"
 optional = false
-python-versions = ">=3.7"
+python-versions = ">=3.8"
 groups = ["main"]
 files = [
-    {file = "annotated_types-0.5.0-py3-none-any.whl", hash = "sha256:58da39888f92c276ad970249761ebea80ba544b77acddaa1a4d6cf78287d45fd"},
-    {file = "annotated_types-0.5.0.tar.gz", hash = "sha256:47cdc3490d9ac1506ce92c7aaa76c579dc3509ff11e098fc867e5130ab7be802"},
+    {file = "annotated_types-0.7.0-py3-none-any.whl", hash = "sha256:1f02e8b43a8fbbc3f3e0d4f0f4bfc8131bcb4eebe8849b8e5c773f3a1c582a53"},
+    {file = "annotated_types-0.7.0.tar.gz", hash = "sha256:aff07c09a53a08bc8cfccb9c85b05f1aa9a2a6f23728d790723543408344ce89"},
 ]
 
 [[package]]
@@ -322,6 +322,7 @@ files = [
     {file = "certifi-2024.7.4-py3-none-any.whl", hash = "sha256:c198e21b1289c2ab85ee4e67bb4b4ef3ead0892059901a8d5b622f24a1101e90"},
     {file = "certifi-2024.7.4.tar.gz", hash = "sha256:5a1e7645bc0ec61a09e26c36f6106dd4cf40c6db3a1fb6352b0244e7fb057c7b"},
 ]
+markers = {main = "extra == \"httpx\""}
 
 [[package]]
 name = "cfgv"
@@ -742,6 +743,7 @@ files = [
     {file = "httpcore-1.0.9-py3-none-any.whl", hash = "sha256:2d400746a40668fc9dec9810239072b40b4484b640a8c38fd654a024c7a1bf55"},
     {file = "httpcore-1.0.9.tar.gz", hash = "sha256:6e34463af53fd2ab5d807f399a9b45ea31c3dfa2276f15a2c3f00afff6e176e8"},
 ]
+markers = {main = "extra == \"httpx\""}
 
 [package.dependencies]
 certifi = "*"
@@ -764,6 +766,7 @@ files = [
     {file = "httpx-0.25.2-py3-none-any.whl", hash = "sha256:a05d3d052d9b2dfce0e3896636467f8a5342fb2b902c819428e1ac65413ca118"},
     {file = "httpx-0.25.2.tar.gz", hash = "sha256:8b8fcaa0c8ea7b05edd69a094e63a2094c4efcb48129fb757361bc423c0ad9e8"},
 ]
+markers = {main = "extra == \"httpx\""}
 
 [package.dependencies]
 anyio = "*"
@@ -1655,127 +1658,158 @@ test = ["enum34 ; python_version <= \"3.4\"", "ipaddress ; python_version < \"3.
 
 [[package]]
 name = "pydantic"
-version = "2.8.0"
+version = "2.13.1"
 description = "Data validation using Python type hints"
 optional = false
-python-versions = ">=3.8"
+python-versions = ">=3.9"
 groups = ["main"]
 files = [
-    {file = "pydantic-2.8.0-py3-none-any.whl", hash = "sha256:ead4f3a1e92386a734ca1411cb25d94147cf8778ed5be6b56749047676d6364e"},
-    {file = "pydantic-2.8.0.tar.gz", hash = "sha256:d970ffb9d030b710795878940bd0489842c638e7252fc4a19c3ae2f7da4d6141"},
+    {file = "pydantic-2.13.1-py3-none-any.whl", hash = "sha256:9557ecc2806faaf6037f85b1fbd963d01e30511c48085f0d573650fdeaad378a"},
+    {file = "pydantic-2.13.1.tar.gz", hash = "sha256:a0f829b279ddd1e39291133fe2539d2aa46cc6b150c1706a270ff0879e3774d2"},
 ]
 
 [package.dependencies]
-annotated-types = ">=0.4.0"
-pydantic-core = "2.20.0"
-typing-extensions = [
-    {version = ">=4.6.1", markers = "python_version < \"3.13\""},
-    {version = ">=4.12.2", markers = "python_version >= \"3.13\""},
-]
+annotated-types = ">=0.6.0"
+pydantic-core = "2.46.1"
+typing-extensions = ">=4.14.1"
+typing-inspection = ">=0.4.2"
 
 [package.extras]
 email = ["email-validator (>=2.0.0)"]
+timezone = ["tzdata ; python_version >= \"3.9\" and platform_system == \"Windows\""]
 
 [[package]]
 name = "pydantic-core"
-version = "2.20.0"
+version = "2.46.1"
 description = "Core functionality for Pydantic validation and serialization"
 optional = false
-python-versions = ">=3.8"
+python-versions = ">=3.9"
 groups = ["main"]
 files = [
-    {file = "pydantic_core-2.20.0-cp310-cp310-macosx_10_12_x86_64.whl", hash = "sha256:e9dcd7fb34f7bfb239b5fa420033642fff0ad676b765559c3737b91f664d4fa9"},
-    {file = "pydantic_core-2.20.0-cp310-cp310-macosx_11_0_arm64.whl", hash = "sha256:649a764d9b0da29816889424697b2a3746963ad36d3e0968784ceed6e40c6355"},
-    {file = "pydantic_core-2.20.0-cp310-cp310-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:7701df088d0b05f3460f7ba15aec81ac8b0fb5690367dfd072a6c38cf5b7fdb5"},
-    {file = "pydantic_core-2.20.0-cp310-cp310-manylinux_2_17_armv7l.manylinux2014_armv7l.whl", hash = "sha256:ab760f17c3e792225cdaef31ca23c0aea45c14ce80d8eff62503f86a5ab76bff"},
-    {file = "pydantic_core-2.20.0-cp310-cp310-manylinux_2_17_ppc64le.manylinux2014_ppc64le.whl", hash = "sha256:cb1ad5b4d73cde784cf64580166568074f5ccd2548d765e690546cff3d80937d"},
-    {file = "pydantic_core-2.20.0-cp310-cp310-manylinux_2_17_s390x.manylinux2014_s390x.whl", hash = "sha256:b81ec2efc04fc1dbf400647d4357d64fb25543bae38d2d19787d69360aad21c9"},
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+    {file = "pydantic_core-2.46.1-pp311-pypy311_pp73-win_amd64.whl", hash = "sha256:375cfdd2a1049910c82ba2ff24f948e93599a529e0fdb066d747975ca31fc663"},
+    {file = "pydantic_core-2.46.1.tar.gz", hash = "sha256:d408153772d9f298098fb5d620f045bdf0f017af0d5cb6e309ef8c205540caa4"},
 ]
 
 [package.dependencies]
-typing-extensions = ">=4.6.0,<4.7.0 || >4.7.0"
+typing-extensions = ">=4.14.1"
 
 [[package]]
 name = "pygments"
@@ -1858,6 +1892,21 @@ typing-extensions = {version = ">=4.12", markers = "python_version < \"3.13\""}
 docs = ["sphinx (>=5.3)", "sphinx-rtd-theme (>=1)"]
 testing = ["coverage (>=6.2)", "hypothesis (>=5.7.1)"]
 
+[[package]]
+name = "pytest-timeout"
+version = "2.3.1"
+description = "pytest plugin to abort hanging tests"
+optional = false
+python-versions = ">=3.7"
+groups = ["test"]
+files = [
+    {file = "pytest-timeout-2.3.1.tar.gz", hash = "sha256:12397729125c6ecbdaca01035b9e5239d4db97352320af155b3f5de1ba5165d9"},
+    {file = "pytest_timeout-2.3.1-py3-none-any.whl", hash = "sha256:68188cb703edfc6a18fad98dc25a3c61e9f24d644b0b70f33af545219fc7813e"},
+]
+
+[package.dependencies]
+pytest = ">=7.0.0"
+
 [[package]]
 name = "pyyaml"
 version = "6.0.1"
@@ -2084,13 +2133,28 @@ files = [
 ]
 markers = {dev = "python_version == \"3.10\"", test = "python_version < \"3.13\""}
 
+[[package]]
+name = "typing-inspection"
+version = "0.4.2"
+description = "Runtime typing introspection tools"
+optional = false
+python-versions = ">=3.9"
+groups = ["main"]
+files = [
+    {file = "typing_inspection-0.4.2-py3-none-any.whl", hash = "sha256:4ed1cacbdc298c220f1bd249ed5287caa16f34d44ef4e9c3d0cbad5b521545e7"},
+    {file = "typing_inspection-0.4.2.tar.gz", hash = "sha256:ba561c48a67c5958007083d386c3295464928b01faa735ab8547c5692e87f464"},
+]
+
+[package.dependencies]
+typing-extensions = ">=4.12.0"
+
 [[package]]
 name = "urllib3"
 version = "2.7.0"
 description = "HTTP library with thread-safe connection pooling, file post, and more."
 optional = false
 python-versions = ">=3.10"
-groups = ["dev", "test"]
+groups = ["test"]
 files = [
     {file = "urllib3-2.7.0-py3-none-any.whl", hash = "sha256:9fb4c81ebbb1ce9531cce37674bbc6f1360472bc18ca9a553ede278ef7276897"},
     {file = "urllib3-2.7.0.tar.gz", hash = "sha256:231e0ec3b63ceb14667c67be60f2f2c40a518cb38b03af60abc813da26505f4c"},
@@ -2350,4 +2414,4 @@ telemetry = ["opentelemetry-api", "opentelemetry-exporter-otlp-proto-grpc", "ope
 [metadata]
 lock-version = "2.1"
 python-versions = ">=3.10,<4.0"
-content-hash = "8dc54a85763aa14b616a8624b67e3f42bbc560161504136c7f43469c50f3eb53"
+content-hash = "f60f3807068a36af6b314dcafb38282f59cf8af0fbee72bd4197cf863aa4624e"
diff --git a/pyproject.toml b/pyproject.toml
index a354e3d5..91e21762 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -38,6 +38,7 @@ httpx = ["httpx (>=0.25.0,<1.0)"]
 [tool.poetry.group.test.dependencies]
 pytest = "^9.0.3"
 pytest-asyncio = "^1.3.0"
+pytest-timeout = "^2.3.1"
 nox = "^2023.4.22"
 pillow = "^12.2.0"
 httpx = "^0.25.0"
@@ -60,7 +61,7 @@ build-backend = "poetry.core.masonry.api"
 
 [tool.pytest.ini_options]
 asyncio_default_fixture_loop_scope = "function"
-addopts = "--asyncio-mode=auto"
+addopts = "--asyncio-mode=auto --timeout=180"
 testpaths = ["tests"]
 filterwarnings = [
     "error",