diff --git a/.pre-commit-config.yaml b/.pre-commit-config.yaml
index 62506b3..82c8422 100644
--- a/.pre-commit-config.yaml
+++ b/.pre-commit-config.yaml
@@ -6,12 +6,12 @@ ci:
 
 repos:
 -   repo: https://github.com/psf/black
-    rev: 22.12.0
+    rev: 23.7.0
     hooks:
     -   id: black
 
 -   repo: https://github.com/pycqa/isort
-    rev: 5.11.4
+    rev: 5.12.0
     hooks:
       - id: isort
         args: ["--profile", "black", "--filter-files"]
diff --git a/discatcore/http/client.py b/discatcore/http/client.py
index f8d4bdc..917f41a 100644
--- a/discatcore/http/client.py
+++ b/discatcore/http/client.py
@@ -171,6 +171,9 @@ def _prepare_data(
             pd.json = _filter_dict_for_unset(json) if isinstance(json, dict) else json
 
         if json is not Unset and files is not Unset:
+            if t.TYPE_CHECKING:
+                files = t.cast(list[BasicFile], files)
+
             form_dat = aiohttp.FormData()
             form_dat.add_field(
                 "payload_json",
diff --git a/requirements/dev.txt b/requirements/dev.txt
index ebf89c6..9bbcd6a 100644
--- a/requirements/dev.txt
+++ b/requirements/dev.txt
@@ -1 +1 @@
-pyright==1.1.279
+pyright==1.1.317
diff --git a/scripts/generate_endpoints.py b/scripts/generate_endpoints.py
index 2d4a085..7012e2e 100644
--- a/scripts/generate_endpoints.py
+++ b/scripts/generate_endpoints.py
@@ -75,6 +75,7 @@ class UnsetType(Enum):
 #  Function Creator
 #
 
+
 # taken from typing
 # https://github.com/python/cpython/blob/3.10/Lib/typing.py#L185-L203
 def _type_repr(obj: t.Any) -> str:
@@ -272,7 +273,9 @@ def _dict_type_check(
     elif val is ...:
         return Unset
 
-    if isinstance(val, expected_type):
+    origin = t.get_origin(expected_type)
+
+    if isinstance(val, origin or expected_type):
         return val
     raise TypeError(f"the value at key {key} is not of type {_type_repr(expected_type)}!")
 
@@ -406,8 +409,8 @@ def parse_endpoint_func(name: str, func: dict[str, t.Any]) -> tuple[str, list[st
 def parse_json_file(file: dict[str, t.Any]) -> str:
     funcs: list[str] = []
     name = _dict_type_check(file, "name", str)
-    methods: dict[str, t.Any] = _dict_type_check(file, "methods", dict)
-    requires: UnsetOr[list[str]] = _dict_type_check(file, "requires", list, is_required=False)
+    methods: dict[str, t.Any] = _dict_type_check(file, "methods", dict[str, t.Any])
+    requires: UnsetOr[list[str]] = _dict_type_check(file, "requires", list[str], is_required=False)
 
     imports = ""
     used_imports: list[str] = []