13 files changed, 58 insertions, 52 deletions
diff --git a/.flake8 b/.flake8
index 605bc46e..0f1a77e2 100644
--- a/.flake8
+++ b/.flake8
@@ -1,7 +1,11 @@
 [flake8]
+max-line-length=100
 docstring-convention=all
+import-order-style=pycharm
+application_import_names=pydis_site
+exclude=__pycache__, venv, .venv, **/migrations
 ignore=
-    P102,B311,W503,E226,S311,
+    B311,W503,E226,S311,T000
     # Missing Docstrings
     D100,D104,D105,D107,
     # Docstring Whitespace
@@ -10,11 +14,7 @@ ignore=
     D301,D302,
     # Docstring Content
     D400,D401,D402,D404,D405,D406,D407,D408,D409,D410,D411,D412,D413,D414,D416,D417
-
+    # Type Annotations
+    TYP002,TYP003,TYP101,TYP102,TYP204,TYP206
 per-file-ignores =
-    **/tests/**:D101,D102,D103,D105,D106,S106
-
-application_import_names=pydis_site
-exclude=__pycache__, venv, .venv, **/migrations
-import-order-style=pycharm
-max-line-length=100
+    **/tests/**:D101,D102,D103,D105,D106,S106,TYP
diff --git a/pydis_site/apps/api/dblogger.py b/pydis_site/apps/api/dblogger.py
index f133832a..4b4e3a9d 100644
--- a/pydis_site/apps/api/dblogger.py
+++ b/pydis_site/apps/api/dblogger.py
@@ -4,7 +4,7 @@ from logging import LogRecord, StreamHandler
 class DatabaseLogHandler(StreamHandler):
     """Logs entries into the database."""
 
-    def emit(self, record: LogRecord):
+    def emit(self, record: LogRecord) -> None:
         """Write the given `record` into the database."""
         # This import needs to be deferred due to Django's application
         # registry instantiation logic loading this handler before the
diff --git a/pydis_site/apps/api/models/__init__.py b/pydis_site/apps/api/models/__init__.py
index a7eccb04..a4656bc3 100644
--- a/pydis_site/apps/api/models/__init__.py
+++ b/pydis_site/apps/api/models/__init__.py
@@ -1,4 +1,5 @@
-from .bot import (  # noqa
+# flake8: noqa
+from .bot import (
     BotSetting,
     DocumentationLink,
     DeletedMessage,
@@ -12,5 +13,5 @@ from .bot import (  # noqa
     Tag,
     User
 )
-from .log_entry import LogEntry  # noqa
-from .utils import ModelReprMixin  # noqa
+from .log_entry import LogEntry
+from .utils import ModelReprMixin
diff --git a/pydis_site/apps/api/models/bot/__init__.py b/pydis_site/apps/api/models/bot/__init__.py
index b805924a..46219ea2 100644
--- a/pydis_site/apps/api/models/bot/__init__.py
+++ b/pydis_site/apps/api/models/bot/__init__.py
@@ -1,12 +1,13 @@
-from .bot_setting import BotSetting  # noqa
-from .deleted_message import DeletedMessage  # noqa
-from .documentation_link import DocumentationLink  # noqa
-from .infraction import Infraction  # noqa
-from .message import Message  # noqa
-from .message_deletion_context import MessageDeletionContext  # noqa
-from .nomination import Nomination  # noqa
-from .off_topic_channel_name import OffTopicChannelName  # noqa
-from .reminder import Reminder  # noqa
-from .role import Role  # noqa
-from .tag import Tag  # noqa
-from .user import User  # noqa
+# flake8: noqa
+from .bot_setting import BotSetting
+from .deleted_message import DeletedMessage
+from .documentation_link import DocumentationLink
+from .infraction import Infraction
+from .message import Message
+from .message_deletion_context import MessageDeletionContext
+from .nomination import Nomination
+from .off_topic_channel_name import OffTopicChannelName
+from .reminder import Reminder
+from .role import Role
+from .tag import Tag
+from .user import User
diff --git a/pydis_site/apps/api/models/bot/bot_setting.py b/pydis_site/apps/api/models/bot/bot_setting.py
index a52f3e34..b1c3e47c 100644
--- a/pydis_site/apps/api/models/bot/bot_setting.py
+++ b/pydis_site/apps/api/models/bot/bot_setting.py
@@ -5,7 +5,7 @@ from django.db import models
 from pydis_site.apps.api.models.utils import ModelReprMixin
 
 
-def validate_bot_setting_name(name):
+def validate_bot_setting_name(name: str) -> None:
     """Raises a ValidationError if the given name is not a known setting."""
     known_settings = (
         'defcon',
diff --git a/pydis_site/apps/api/models/bot/tag.py b/pydis_site/apps/api/models/bot/tag.py
index de4eab30..792e6b43 100644
--- a/pydis_site/apps/api/models/bot/tag.py
+++ b/pydis_site/apps/api/models/bot/tag.py
@@ -1,5 +1,5 @@
 from collections.abc import Mapping
-from typing import Any
+from typing import Any, Dict, List, Union
 
 from django.contrib.postgres import fields as pgfields
 from django.core.exceptions import ValidationError
@@ -15,7 +15,7 @@ def is_bool_validator(value: Any) -> None:
         raise ValidationError(f"This field must be of type bool, not {type(value)}.")
 
 
-def validate_tag_embed_fields(fields):
+def validate_tag_embed_fields(fields: dict) -> None:
     """Raises a ValidationError if any of the given embed fields is invalid."""
     field_validators = {
         'name': (MaxLengthValidator(limit_value=256),),
@@ -42,7 +42,7 @@ def validate_tag_embed_fields(fields):
                 validator(value)
 
 
-def validate_tag_embed_footer(footer):
+def validate_tag_embed_footer(footer: Any) -> None:
     """Raises a ValidationError if the given footer is invalid."""
     field_validators = {
         'text': (
@@ -67,7 +67,7 @@ def validate_tag_embed_footer(footer):
             validator(value)
 
 
-def validate_tag_embed_author(author):
+def validate_tag_embed_author(author: Any) -> None:
     """Raises a ValidationError if the given author is invalid."""
     field_validators = {
         'name': (
@@ -93,7 +93,7 @@ def validate_tag_embed_author(author):
             validator(value)
 
 
-def validate_tag_embed(embed):
+def validate_tag_embed(embed: Dict[str, Union[str, List[dict], dict]]) -> None:
     """
     Validate a JSON document containing an embed as possible to send on Discord.
 
diff --git a/pydis_site/apps/api/models/bot/user.py b/pydis_site/apps/api/models/bot/user.py
index 00c24d3d..21617dc4 100644
--- a/pydis_site/apps/api/models/bot/user.py
+++ b/pydis_site/apps/api/models/bot/user.py
@@ -8,7 +8,7 @@ from pydis_site.apps.api.models.utils import ModelReprMixin
 class User(ModelReprMixin, models.Model):
     """A Discord user."""
 
-    id = models.BigIntegerField(  # noqa
+    id = models.BigIntegerField(
         primary_key=True,
         validators=(
             MinValueValidator(
diff --git a/pydis_site/apps/api/views.py b/pydis_site/apps/api/views.py
index e79de5e1..32583665 100644
--- a/pydis_site/apps/api/views.py
+++ b/pydis_site/apps/api/views.py
@@ -56,7 +56,7 @@ class RulesView(APIView):
     permission_classes = ()
 
     @staticmethod
-    def _format_link(description, link, target):
+    def _format_link(description: str, link: str, target: str) -> str:
         """
         Build the markup for rendering the link.
 
diff --git a/pydis_site/apps/api/viewsets/__init__.py b/pydis_site/apps/api/viewsets/__init__.py
index 224e6910..f9a186d9 100644
--- a/pydis_site/apps/api/viewsets/__init__.py
+++ b/pydis_site/apps/api/viewsets/__init__.py
@@ -1,4 +1,5 @@
-from .bot import (  # noqa
+# flake8: noqa
+from .bot import (
     BotSettingViewSet,
     DeletedMessageViewSet,
     DocumentationLinkViewSet,
@@ -10,4 +11,4 @@ from .bot import (  # noqa
     TagViewSet,
     UserViewSet
 )
-from .log_entry import LogEntryViewSet  # noqa
+from .log_entry import LogEntryViewSet
diff --git a/pydis_site/apps/api/viewsets/bot/__init__.py b/pydis_site/apps/api/viewsets/bot/__init__.py
index 465ba5f4..f1851e32 100644
--- a/pydis_site/apps/api/viewsets/bot/__init__.py
+++ b/pydis_site/apps/api/viewsets/bot/__init__.py
@@ -1,10 +1,11 @@
-from .bot_setting import BotSettingViewSet  # noqa
-from .deleted_message import DeletedMessageViewSet  # noqa
-from .documentation_link import DocumentationLinkViewSet  # noqa
-from .infraction import InfractionViewSet  # noqa
-from .nomination import NominationViewSet  # noqa
-from .off_topic_channel_name import OffTopicChannelNameViewSet  # noqa
-from .reminder import ReminderViewSet  # noqa
-from .role import RoleViewSet  # noqa
-from .tag import TagViewSet  # noqa
-from .user import UserViewSet  # noqa
+# flake8: noqa
+from .bot_setting import BotSettingViewSet
+from .deleted_message import DeletedMessageViewSet
+from .documentation_link import DocumentationLinkViewSet
+from .infraction import InfractionViewSet
+from .nomination import NominationViewSet
+from .off_topic_channel_name import OffTopicChannelNameViewSet
+from .reminder import ReminderViewSet
+from .role import RoleViewSet
+from .tag import TagViewSet
+from .user import UserViewSet
diff --git a/pydis_site/apps/home/templatetags/extra_filters.py b/pydis_site/apps/home/templatetags/extra_filters.py
index 99ba3dcd..d63b3245 100644
--- a/pydis_site/apps/home/templatetags/extra_filters.py
+++ b/pydis_site/apps/home/templatetags/extra_filters.py
@@ -4,7 +4,7 @@ register = template.Library()
 
 
 @register.filter
-def starts_with(value: str, arg: str):
+def starts_with(value: str, arg: str) -> bool:
     """
     Simple filter for checking if a string value starts with another string.
 
diff --git a/pydis_site/apps/home/templatetags/wiki_extra.py b/pydis_site/apps/home/templatetags/wiki_extra.py
index 2e90af43..b4b720bf 100644
--- a/pydis_site/apps/home/templatetags/wiki_extra.py
+++ b/pydis_site/apps/home/templatetags/wiki_extra.py
@@ -4,7 +4,7 @@ from django import template
 from django.forms import BooleanField, BoundField, CharField, Field, ImageField, ModelChoiceField
 from django.template import Context
 from django.template.loader import get_template
-from django.utils.safestring import mark_safe
+from django.utils.safestring import SafeText, mark_safe
 from wiki.editors.markitup import MarkItUpWidget
 from wiki.forms import WikiSlugField
 from wiki.models import URLPath
@@ -39,7 +39,7 @@ def get_unbound_field(field: Union[BoundField, Field]) -> Field:
     return field
 
 
-def render(template_path: str, context: Dict[str, Any]):
+def render(template_path: str, context: Dict[str, Any]) -> SafeText:
     """
     Renders a template at a specified path, with the provided context dictionary.
 
@@ -50,7 +50,7 @@ def render(template_path: str, context: Dict[str, Any]):
 
 
 @register.simple_tag
-def render_field(field: Field, render_labels: bool = True):
+def render_field(field: Field, render_labels: bool = True) -> SafeText:
     """
     Renders a form field using a custom template designed specifically for the wiki forms.
 
@@ -78,7 +78,7 @@ def render_field(field: Field, render_labels: bool = True):
 
 
 @register.simple_tag(takes_context=True)
-def get_field_options(context: Context, field: BoundField):
+def get_field_options(context: Context, field: BoundField) -> str:
     """
     Retrieves the field options for a multiple choice field, and stores it in the context.
 
@@ -113,7 +113,7 @@ def get_field_options(context: Context, field: BoundField):
 
 
 @register.filter
-def render_urlpath(value: Union[URLPath, str]):
+def render_urlpath(value: Union[URLPath, str]) -> str:
     """
     Simple filter to render a URLPath (or string) into a template.
 
diff --git a/pydis_site/utils/resources.py b/pydis_site/utils/resources.py
index fb5faef8..637fd785 100644
--- a/pydis_site/utils/resources.py
+++ b/pydis_site/utils/resources.py
@@ -30,7 +30,8 @@ class Resource:
         return f"<Resource name={self.name}>"
 
     @classmethod
-    def construct_from_yaml(cls, yaml_data: typing.TextIO) -> Resource:  # noqa
+    def construct_from_yaml(cls, yaml_data: typing.TextIO) -> Resource:
+        """Construct a Resource object from the provided YAML."""
         resource = cls()
 
         loaded = yaml.safe_load(yaml_data)
@@ -57,7 +58,8 @@ class Category:
         return f"<Category name={self.name}>"
 
     @classmethod
-    def construct_from_directory(cls, directory: str) -> Category:  # noqa
+    def construct_from_directory(cls, directory: str) -> Category:
+        """Construct a Category object from the provided directory."""
         category = cls()
 
         with open(f"{directory}/_category_info.yaml") as category_info: