diff --git a/allianceauth/authentication/core/celery_workers.py b/allianceauth/authentication/core/celery_workers.py
index 6da60924..ceb1f40d 100644
--- a/allianceauth/authentication/core/celery_workers.py
+++ b/allianceauth/authentication/core/celery_workers.py
@@ -12,7 +12,7 @@ from django.conf import settings
 logger = logging.getLogger(__name__)
 
 
-def active_tasks_count() -> Optional[int]:
+def active_tasks_count() -> int | None:
     """Return count of currently active tasks
     or None if celery workers are not online.
     """
@@ -20,7 +20,7 @@ def active_tasks_count() -> Optional[int]:
     return _tasks_count(inspect.active())
 
 
-def _tasks_count(data: dict) -> Optional[int]:
+def _tasks_count(data: dict) -> int | None:
     """Return count of tasks in data from celery inspect API."""
     try:
         tasks = itertools.chain(*data.values())
@@ -29,7 +29,7 @@ def _tasks_count(data: dict) -> Optional[int]:
     return len(list(tasks))
 
 
-def queued_tasks_count() -> Optional[int]:
+def queued_tasks_count() -> int | None:
     """Return count of queued tasks. Return None if there was an error."""
     try:
         with current_app.connection_or_acquire() as conn:
diff --git a/allianceauth/authentication/decorators.py b/allianceauth/authentication/decorators.py
index d9d93faa..81403615 100644
--- a/allianceauth/authentication/decorators.py
+++ b/allianceauth/authentication/decorators.py
@@ -2,7 +2,8 @@ from django.urls import include
 from django.contrib.auth.decorators import user_passes_test
 from django.core.exceptions import PermissionDenied
 from functools import wraps
-from typing import Callable, Iterable, Optional
+from typing import Optional
+from collections.abc import Callable, Iterable
 
 from django.urls import include
 from django.contrib import messages
@@ -17,7 +18,7 @@ def user_has_main_character(user):
 
 
 def decorate_url_patterns(
-    urls, decorator: Callable, excluded_views: Optional[Iterable] = None
+    urls, decorator: Callable, excluded_views: Iterable | None = None
 ):
     """Decorate views given in url patterns except when they are explicitly excluded.
 
diff --git a/allianceauth/authentication/task_statistics/counters.py b/allianceauth/authentication/task_statistics/counters.py
index bdb6d034..6d1f6175 100644
--- a/allianceauth/authentication/task_statistics/counters.py
+++ b/allianceauth/authentication/task_statistics/counters.py
@@ -16,7 +16,7 @@ class _TaskCounts(NamedTuple):
     retried: int
     failed: int
     total: int
-    earliest_task: Optional[dt.datetime]
+    earliest_task: dt.datetime | None
     hours: int
 
 
diff --git a/allianceauth/authentication/task_statistics/event_series.py b/allianceauth/authentication/task_statistics/event_series.py
index 9ac1f15d..3eb96abe 100644
--- a/allianceauth/authentication/task_statistics/event_series.py
+++ b/allianceauth/authentication/task_statistics/event_series.py
@@ -17,7 +17,7 @@ class EventSeries:
 
     _ROOT_KEY = "ALLIANCEAUTH_EVENT_SERIES"
 
-    def __init__(self, key_id: str, redis: Optional[Redis] = None) -> None:
+    def __init__(self, key_id: str, redis: Redis | None = None) -> None:
         self._redis = get_redis_client_or_stub() if not redis else redis
         self._key_id = str(key_id)
         self.clear()
@@ -46,7 +46,7 @@ class EventSeries:
         my_id = self._redis.incr(self._key_counter)
         self._redis.zadd(self._key_sorted_set, {my_id: event_time.timestamp()})
 
-    def all(self) -> List[dt.datetime]:
+    def all(self) -> list[dt.datetime]:
         """List of all known events."""
         return [
             event[1]
@@ -75,7 +75,7 @@ class EventSeries:
         maximum = "+inf" if not latest else latest.timestamp()
         return self._redis.zcount(self._key_sorted_set, min=minimum, max=maximum)
 
-    def first_event(self, earliest: dt.datetime = None) -> Optional[dt.datetime]:
+    def first_event(self, earliest: dt.datetime = None) -> dt.datetime | None:
         """Date/Time of first event. Returns `None` if series has no events.
 
         Args:
diff --git a/allianceauth/checks.py b/allianceauth/checks.py
index 19b0adec..657c7313 100644
--- a/allianceauth/checks.py
+++ b/allianceauth/checks.py
@@ -15,8 +15,8 @@ B = Configuration
 
 
 @register()
-def django_settings(app_configs, **kwargs) -> List[CheckMessage]:
-    errors: List[CheckMessage] = []
+def django_settings(app_configs, **kwargs) -> list[CheckMessage]:
+    errors: list[CheckMessage] = []
     if hasattr(settings, "SITE_URL"):
         if settings.SITE_URL[-1] == "/":
             errors.append(Warning("'SITE_URL' Has a trailing slash. This may lead to incorrect links being generated by Auth.", hint="", id="allianceauth.checks.B005"))
@@ -33,8 +33,8 @@ def django_settings(app_configs, **kwargs) -> List[CheckMessage]:
 
 
 @register()
-def system_package_redis(app_configs, **kwargs) -> List[CheckMessage]:
-    errors: List[CheckMessage] = []
+def system_package_redis(app_configs, **kwargs) -> list[CheckMessage]:
+    errors: list[CheckMessage] = []
     try:
         redis_version = Pep440Version(get_redis_client().info()['redis_version'])
     except InvalidVersion:
@@ -54,8 +54,8 @@ def system_package_redis(app_configs, **kwargs) -> List[CheckMessage]:
 
 
 @register()
-def system_package_mysql(app_configs, **kwargs) -> List[CheckMessage]:
-    errors: List[CheckMessage] = []
+def system_package_mysql(app_configs, **kwargs) -> list[CheckMessage]:
+    errors: list[CheckMessage] = []
 
     for connection in db.connections.all():
         if connection.vendor == "mysql":
@@ -82,8 +82,8 @@ def system_package_mysql(app_configs, **kwargs) -> List[CheckMessage]:
 
 
 @register()
-def system_package_mariadb(app_configs, **kwargs) -> List[CheckMessage]:
-    errors: List[CheckMessage] = []
+def system_package_mariadb(app_configs, **kwargs) -> list[CheckMessage]:
+    errors: list[CheckMessage] = []
 
     for connection in db.connections.all():
         if connection.vendor == "mysql":  # Still to find a way to determine MySQL vs MariaDB
@@ -121,8 +121,8 @@ def system_package_mariadb(app_configs, **kwargs) -> List[CheckMessage]:
 
 
 @register()
-def system_package_sqlite(app_configs, **kwargs) -> List[CheckMessage]:
-    errors: List[CheckMessage] = []
+def system_package_sqlite(app_configs, **kwargs) -> list[CheckMessage]:
+    errors: list[CheckMessage] = []
     for connection in db.connections.all():
         if connection.vendor == "sqlite":
             try:
@@ -136,8 +136,8 @@ def system_package_sqlite(app_configs, **kwargs) -> List[CheckMessage]:
 
 
 @register()
-def sql_settings(app_configs, **kwargs) -> List[CheckMessage]:
-    errors: List[CheckMessage] = []
+def sql_settings(app_configs, **kwargs) -> list[CheckMessage]:
+    errors: list[CheckMessage] = []
     for connection in db.connections.all():
         if connection.vendor == "mysql":
             try:
@@ -159,8 +159,8 @@ def sql_settings(app_configs, **kwargs) -> List[CheckMessage]:
 
 
 @register()
-def celery_settings(app_configs, **kwargs) -> List[CheckMessage]:
-    errors: List[CheckMessage] = []
+def celery_settings(app_configs, **kwargs) -> list[CheckMessage]:
+    errors: list[CheckMessage] = []
 
     try:
         if current_app.conf.broker_transport_options != {'priority_steps': [0, 1, 2, 3, 4, 5, 6, 7, 8, 9], 'queue_order_strategy': 'priority'}:
diff --git a/allianceauth/eveonline/models.py b/allianceauth/eveonline/models.py
index fb279c35..85993cbd 100644
--- a/allianceauth/eveonline/models.py
+++ b/allianceauth/eveonline/models.py
@@ -235,7 +235,7 @@ class EveCharacter(models.Model):
         return self.corporation_id == DOOMHEIM_CORPORATION_ID
 
     @property
-    def alliance(self) -> Union[EveAllianceInfo, None]:
+    def alliance(self) -> EveAllianceInfo | None:
         """
         Pseudo foreign key from alliance_id to EveAllianceInfo
         :raises: EveAllianceInfo.DoesNotExist
@@ -255,7 +255,7 @@ class EveCharacter(models.Model):
         return EveCorporationInfo.objects.get(corporation_id=self.corporation_id)
 
     @property
-    def faction(self) -> Union[EveFactionInfo, None]:
+    def faction(self) -> EveFactionInfo | None:
         """
         Pseudo foreign key from faction_id to EveFactionInfo
         :raises: EveFactionInfo.DoesNotExist
diff --git a/allianceauth/framework/api/evecharacter.py b/allianceauth/framework/api/evecharacter.py
index 0d17707e..d6a77f05 100644
--- a/allianceauth/framework/api/evecharacter.py
+++ b/allianceauth/framework/api/evecharacter.py
@@ -13,7 +13,7 @@ from allianceauth.framework.api.user import get_sentinel_user
 
 def get_main_character_from_evecharacter(
     character: EveCharacter,
-) -> Optional[EveCharacter]:
+) -> EveCharacter | None:
     """
     Get the main character for a given EveCharacter or None when no main character is set
 
diff --git a/allianceauth/framework/api/user.py b/allianceauth/framework/api/user.py
index 51b314ae..e1597e72 100644
--- a/allianceauth/framework/api/user.py
+++ b/allianceauth/framework/api/user.py
@@ -34,7 +34,7 @@ def get_all_characters_from_user(user: User) -> list:
     return characters
 
 
-def get_main_character_from_user(user: User) -> Optional[EveCharacter]:
+def get_main_character_from_user(user: User) -> EveCharacter | None:
     """
     Get the main character from a user
 
diff --git a/allianceauth/groupmanagement/models.py b/allianceauth/groupmanagement/models.py
index 8491f08f..19e15c72 100644
--- a/allianceauth/groupmanagement/models.py
+++ b/allianceauth/groupmanagement/models.py
@@ -181,7 +181,7 @@ class AuthGroup(models.Model):
     def __str__(self):
         return self.group.name
 
-    def group_request_approvers(self) -> Set[User]:
+    def group_request_approvers(self) -> set[User]:
         """Return all users who can approve a group request."""
         return set(
             self.group_leaders.all()
diff --git a/allianceauth/hrapplications/managers.py b/allianceauth/hrapplications/managers.py
index 30ee5e74..7c518520 100644
--- a/allianceauth/hrapplications/managers.py
+++ b/allianceauth/hrapplications/managers.py
@@ -5,7 +5,7 @@ from typing import Optional
 
 class ApplicationManager(models.Manager):
 
-    def pending_requests_count_for_user(self, user: User) -> Optional[int]:
+    def pending_requests_count_for_user(self, user: User) -> int | None:
         """Returns the number of pending group requests for the given user"""
         if user.is_superuser:
             return self.filter(approved__isnull=True).count()
diff --git a/allianceauth/menu/admin.py b/allianceauth/menu/admin.py
index 49f590be..7df1c250 100644
--- a/allianceauth/menu/admin.py
+++ b/allianceauth/menu/admin.py
@@ -35,12 +35,12 @@ class MenuItemAdmin(admin.ModelAdmin):
     ]
     ordering = ["parent", "order", "text"]
 
-    def get_form(self, request: HttpRequest, obj: Optional[MenuItem] = None, **kwargs):
+    def get_form(self, request: HttpRequest, obj: MenuItem | None = None, **kwargs):
         kwargs["form"] = self._choose_form(request, obj)
         return super().get_form(request, obj, **kwargs)
 
     @classmethod
-    def _choose_form(cls, request: HttpRequest, obj: Optional[MenuItem]):
+    def _choose_form(cls, request: HttpRequest, obj: MenuItem | None):
         """Return the form for the current menu item type."""
         if obj:  # change
             if obj.hook_hash:
@@ -104,7 +104,7 @@ class MenuItemAdmin(admin.ModelAdmin):
     @staticmethod
     def _type_from_request(
         request: HttpRequest, default=None
-    ) -> Optional[MenuItemType]:
+    ) -> MenuItemType | None:
         try:
             return MenuItemType(request.GET.get("type"))
         except ValueError:
diff --git a/allianceauth/menu/core/menu_item_hooks.py b/allianceauth/menu/core/menu_item_hooks.py
index 4307b3a1..2114569e 100644
--- a/allianceauth/menu/core/menu_item_hooks.py
+++ b/allianceauth/menu/core/menu_item_hooks.py
@@ -14,8 +14,8 @@ class MenuItemHookCustom(MenuItemHook):
         text: str,
         classes: str,
         url_name: str,
-        order: Optional[int] = None,
-        navactive: Optional[List[str]] = None,
+        order: int | None = None,
+        navactive: list[str] | None = None,
     ):
         super().__init__(text, classes, url_name, order, navactive)
         self.url = ""
diff --git a/allianceauth/menu/hooks.py b/allianceauth/menu/hooks.py
index d751c8e5..9341415c 100644
--- a/allianceauth/menu/hooks.py
+++ b/allianceauth/menu/hooks.py
@@ -33,8 +33,8 @@ class MenuItemHook:
         text: str,
         classes: str,
         url_name: str,
-        order: Optional[int] = None,
-        navactive: Optional[List[str]] = None,
+        order: int | None = None,
+        navactive: list[str] | None = None,
     ):
         self.text = text
         self.classes = classes
diff --git a/allianceauth/menu/templatetags/menu_menu_items.py b/allianceauth/menu/templatetags/menu_menu_items.py
index fbbd22a1..2049e56d 100644
--- a/allianceauth/menu/templatetags/menu_menu_items.py
+++ b/allianceauth/menu/templatetags/menu_menu_items.py
@@ -56,8 +56,8 @@ class RenderedMenuItem:
 
     menu_item: MenuItem
 
-    children: List["RenderedMenuItem"] = field(default_factory=list)
-    count: Optional[int] = None
+    children: list["RenderedMenuItem"] = field(default_factory=list)
+    count: int | None = None
     html: str = ""
     html_id: str = ""
 
@@ -78,7 +78,7 @@ class RenderedMenuItem:
         self.html_id = hook_obj.html_id
 
 
-def render_menu(request: HttpRequest) -> List[RenderedMenuItem]:
+def render_menu(request: HttpRequest) -> list[RenderedMenuItem]:
     """Return the rendered side menu for including in a template.
 
     This function is creating BS5 style menus.
@@ -88,7 +88,7 @@ def render_menu(request: HttpRequest) -> List[RenderedMenuItem]:
     # Menu items needs to be rendered with the new BS5 template
     bs5_template = "menu/menu-item-bs5.html"
 
-    rendered_items: Dict[int, RenderedMenuItem] = {}
+    rendered_items: dict[int, RenderedMenuItem] = {}
     menu_items: QuerySet[MenuItem] = MenuItem.objects.order_by(
         "parent", "order", "text"
     )
@@ -131,7 +131,7 @@ def render_menu(request: HttpRequest) -> List[RenderedMenuItem]:
     return list(rendered_items.values())
 
 
-def _gather_menu_items_from_hooks() -> Dict[str, MenuItemHook]:
+def _gather_menu_items_from_hooks() -> dict[str, MenuItemHook]:
     hook_items = {}
     for hook in get_hooks("menu_item_hook"):
         f = hook()
@@ -161,14 +161,14 @@ def _render_link_item(
 
 
 def _render_folder_items(
-    request: HttpRequest, rendered_items: Dict[int, RenderedMenuItem], new_template: str
+    request: HttpRequest, rendered_items: dict[int, RenderedMenuItem], new_template: str
 ):
     for item in rendered_items.values():
         if item.menu_item.is_folder:
             item.update_html(request=request, template=new_template)
 
 
-def _remove_empty_folders(rendered_items: Dict[int, RenderedMenuItem]):
+def _remove_empty_folders(rendered_items: dict[int, RenderedMenuItem]):
     ids_to_remove = []
     for item_id, item in rendered_items.items():
         if item.is_folder and not item.children:
diff --git a/allianceauth/menu/tests/templatetags/test_menu_menu_items.py b/allianceauth/menu/tests/templatetags/test_menu_menu_items.py
index 3e3e829a..ff48a49a 100644
--- a/allianceauth/menu/tests/templatetags/test_menu_menu_items.py
+++ b/allianceauth/menu/tests/templatetags/test_menu_menu_items.py
@@ -347,9 +347,9 @@ class TestRenderedMenuItem(TestCase):
 
 
 class _ParsedMenuItem(NamedTuple):
-    classes: List[str]
+    classes: list[str]
     text: str
-    count: Optional[int]
+    count: int | None
 
 
 def parse_html(obj: RenderedMenuItem) -> _ParsedMenuItem:
diff --git a/allianceauth/services/hooks.py b/allianceauth/services/hooks.py
index 084d8e49..458f9266 100644
--- a/allianceauth/services/hooks.py
+++ b/allianceauth/services/hooks.py
@@ -1,6 +1,7 @@
 from string import Formatter
 from django.urls import include, re_path
-from typing import Iterable, Optional
+from typing import Optional
+from collections.abc import Iterable
 
 from django.conf import settings
 from django.core.exceptions import ObjectDoesNotExist
@@ -175,7 +176,7 @@ class UrlHook:
             urls,
             namespace: str,
             base_url: str,
-            excluded_views : Optional[Iterable[str]] = None
+            excluded_views : Iterable[str] | None = None
     ):
         self.include_pattern = re_path(base_url, include(urls, namespace=namespace))
         self.excluded_views = set(excluded_views or [])
diff --git a/allianceauth/services/modules/discord/api.py b/allianceauth/services/modules/discord/api.py
index fbbf30d8..5805d730 100644
--- a/allianceauth/services/modules/discord/api.py
+++ b/allianceauth/services/modules/discord/api.py
@@ -28,7 +28,7 @@ from .models import DiscordUser  # noqa
 __all__ = ["create_bot_client", "group_to_role", "server_name", "DiscordUser", "Role"]
 
 
-def discord_guild_id() -> Optional[int]:
+def discord_guild_id() -> int | None:
     """Guild ID of configured Discord server.
 
     Returns:
diff --git a/allianceauth/services/modules/discord/core.py b/allianceauth/services/modules/discord/core.py
index 27acb3c7..7b1f76e7 100644
--- a/allianceauth/services/modules/discord/core.py
+++ b/allianceauth/services/modules/discord/core.py
@@ -36,7 +36,7 @@ def calculate_roles_for_user(
     client: DiscordClient,
     discord_uid: int,
     state_name: str = None,
-) -> Tuple[RolesSet, Optional[bool]]:
+) -> tuple[RolesSet, bool | None]:
     """Calculate current Discord roles for an Auth user.
 
     Takes into account reserved groups and existing managed roles (e.g. nitro).
@@ -68,7 +68,7 @@ def calculate_roles_for_user(
     return roles_calculated.union(roles_persistent), True
 
 
-def _user_group_names(user: User, state_name: str = None) -> List[str]:
+def _user_group_names(user: User, state_name: str = None) -> list[str]:
     """Names of groups and state the given user is a member of."""
     if not state_name:
         state_name = user.profile.state.name
@@ -77,7 +77,7 @@ def _user_group_names(user: User, state_name: str = None) -> List[str]:
     return group_names
 
 
-def user_formatted_nick(user: User) -> Optional[str]:
+def user_formatted_nick(user: User) -> str | None:
     """Name of the given user's main character with name formatting applied.
 
     Returns:
@@ -90,7 +90,7 @@ def user_formatted_nick(user: User) -> Optional[str]:
     return None
 
 
-def group_to_role(group: Group) -> Optional[Role]:
+def group_to_role(group: Group) -> Role | None:
     """Fetch the Discord role matching the given Django group by name.
 
     Returns:
diff --git a/allianceauth/services/modules/discord/discord_client/client.py b/allianceauth/services/modules/discord/discord_client/client.py
index 048088e3..73710270 100644
--- a/allianceauth/services/modules/discord/discord_client/client.py
+++ b/allianceauth/services/modules/discord/discord_client/client.py
@@ -6,7 +6,8 @@ from enum import IntEnum
 from hashlib import md5
 from http import HTTPStatus
 from time import sleep
-from typing import Iterable, List, Optional, Set, Tuple
+from typing import List, Optional, Set, Tuple
+from collections.abc import Iterable
 from urllib.parse import urljoin
 from uuid import uuid1
 
@@ -233,7 +234,7 @@ class DiscordClient:
 
     # guild roles
 
-    def guild_roles(self, guild_id: int, use_cache: bool = True) -> Set[Role]:
+    def guild_roles(self, guild_id: int, use_cache: bool = True) -> set[Role]:
         """Fetch all roles for this guild.
 
         Args:
@@ -268,7 +269,7 @@ class DiscordClient:
 
     def create_guild_role(
         self, guild_id: int, role_name: str, **kwargs
-    ) -> Optional[Role]:
+    ) -> Role | None:
         """Create a new guild role with the given name.
 
         See official documentation for additional optional parameters.
@@ -318,7 +319,7 @@ class DiscordClient:
         gen_key = cls._generate_hash(f'{guild_id}')
         return f'{cls._KEYPREFIX_GUILD_ROLES}__{gen_key}'
 
-    def match_role_from_name(self, guild_id: int, role_name: str) -> Optional[Role]:
+    def match_role_from_name(self, guild_id: int, role_name: str) -> Role | None:
         """Fetch Discord role matching the given name (cached).
 
         Args:
@@ -333,7 +334,7 @@ class DiscordClient:
 
     def match_or_create_roles_from_names(
         self, guild_id: int, role_names: Iterable[str]
-    ) -> List[Tuple[Role, bool]]:
+    ) -> list[tuple[Role, bool]]:
         """Fetch or create Discord roles matching the given names (cached).
 
         Will try to match with existing roles names
@@ -361,7 +362,7 @@ class DiscordClient:
 
     def match_or_create_role_from_name(
         self, guild_id: int, role_name: str, guild_roles: RolesSet = None
-    ) -> Tuple[Role, bool]:
+    ) -> tuple[Role, bool]:
         """Fetch or create Discord role matching the given name.
 
         Will try to match with existing roles names
@@ -418,7 +419,7 @@ class DiscordClient:
         access_token: str,
         role_ids: list = None,
         nick: str = None
-    ) -> Optional[bool]:
+    ) -> bool | None:
         """Adds a user to the guild.
 
         Returns:
@@ -442,7 +443,7 @@ class DiscordClient:
             return None
         return False
 
-    def guild_member(self, guild_id: int, user_id: int) -> Optional[GuildMember]:
+    def guild_member(self, guild_id: int, user_id: int) -> GuildMember | None:
         """Fetch info for a guild member.
 
         Args:
@@ -461,8 +462,8 @@ class DiscordClient:
         return GuildMember.from_dict(r.json())
 
     def modify_guild_member(
-        self, guild_id: int, user_id: int, role_ids: List[int] = None, nick: str = None
-    ) -> Optional[bool]:
+        self, guild_id: int, user_id: int, role_ids: list[int] = None, nick: str = None
+    ) -> bool | None:
         """Set properties of a guild member.
 
         Args:
@@ -501,7 +502,7 @@ class DiscordClient:
             return True
         return False
 
-    def remove_guild_member(self, guild_id: int, user_id: int) -> Optional[bool]:
+    def remove_guild_member(self, guild_id: int, user_id: int) -> bool | None:
         """Remove a member from a guild.
 
         Args:
@@ -529,7 +530,7 @@ class DiscordClient:
 
     def add_guild_member_role(
         self, guild_id: int, user_id: int, role_id: int
-    ) -> Optional[bool]:
+    ) -> bool | None:
         """Adds a role to a guild member
 
         Returns:
@@ -549,7 +550,7 @@ class DiscordClient:
 
     def remove_guild_member_role(
         self, guild_id: int, user_id: int, role_id: int
-    ) -> Optional[bool]:
+    ) -> bool | None:
         """Remove a role to a guild member
 
         Args:
@@ -572,7 +573,7 @@ class DiscordClient:
             return True
         return False
 
-    def guild_member_roles(self, guild_id: int, user_id: int) -> Optional[RolesSet]:
+    def guild_member_roles(self, guild_id: int, user_id: int) -> RolesSet | None:
         """Fetch the current guild roles of a guild member.
 
         Args:
@@ -821,6 +822,6 @@ class DiscordClient:
         return md5(key.encode('utf-8')).hexdigest()
 
     @staticmethod
-    def _sanitize_role_ids(role_ids: Iterable[int]) -> List[int]:
+    def _sanitize_role_ids(role_ids: Iterable[int]) -> list[int]:
         """Sanitize a list of role IDs, i.e. make sure its a list of unique integers."""
         return [int(role_id) for role_id in set(role_ids)]
diff --git a/allianceauth/services/modules/discord/discord_client/helpers.py b/allianceauth/services/modules/discord/discord_client/helpers.py
index c8453040..2932e3c5 100644
--- a/allianceauth/services/modules/discord/discord_client/helpers.py
+++ b/allianceauth/services/modules/discord/discord_client/helpers.py
@@ -1,5 +1,6 @@
 from copy import copy
-from typing import Iterable, List, Optional, Set, Tuple
+from typing import List, Optional, Set, Tuple
+from collections.abc import Iterable
 
 from .models import Role
 
@@ -50,7 +51,7 @@ class RolesSet:
     def __len__(self):
         return len(self._roles.keys())
 
-    def has_roles(self, role_ids: Set[int]) -> bool:
+    def has_roles(self, role_ids: set[int]) -> bool:
         """True if this objects contains all roles defined by given role_ids
         incl. managed roles.
         """
@@ -58,7 +59,7 @@ class RolesSet:
         all_role_ids = self._roles.keys()
         return role_ids.issubset(all_role_ids)
 
-    def ids(self) -> Set[int]:
+    def ids(self) -> set[int]:
         """Set of all role IDs."""
         return set(self._roles.keys())
 
@@ -114,7 +115,7 @@ class RolesSet:
         new_ids = self.ids().difference(other.ids())
         return self.subset(role_ids=new_ids)
 
-    def role_by_name(self, role_name: str) -> Optional[Role]:
+    def role_by_name(self, role_name: str) -> Role | None:
         """Role if one with matching name is found else None."""
         role_name = Role.sanitize_name(role_name)
         if role_name in self._roles_by_name:
@@ -123,7 +124,7 @@ class RolesSet:
 
     @classmethod
     def create_from_matched_roles(
-        cls, matched_roles: List[Tuple[Role, bool]]
+        cls, matched_roles: list[tuple[Role, bool]]
     ) -> "RolesSet":
         """Create new instance from the given list of matches roles.
 
diff --git a/allianceauth/services/modules/discord/discord_client/models.py b/allianceauth/services/modules/discord/discord_client/models.py
index f38ece8f..2f8f230a 100644
--- a/allianceauth/services/modules/discord/discord_client/models.py
+++ b/allianceauth/services/modules/discord/discord_client/models.py
@@ -69,7 +69,7 @@ class Guild:
 
     id: int
     name: str
-    roles: FrozenSet[Role]
+    roles: frozenset[Role]
 
     def __post_init__(self):
         object.__setattr__(self, "id", int(self.id))
@@ -95,7 +95,7 @@ class GuildMember:
 
     _NICK_MAX_CHARS = 32
 
-    roles: FrozenSet[int]
+    roles: frozenset[int]
     nick: str = None
     user: User = None
 
diff --git a/allianceauth/services/modules/discord/models.py b/allianceauth/services/modules/discord/models.py
index 1f9c084f..4d74b247 100644
--- a/allianceauth/services/modules/discord/models.py
+++ b/allianceauth/services/modules/discord/models.py
@@ -98,7 +98,7 @@ class DiscordUser(models.Model):
             logger.warning('Failed to update nickname for %s', self.user)
         return success
 
-    def update_groups(self, state_name: str = None) -> Optional[bool]:
+    def update_groups(self, state_name: str = None) -> bool | None:
         """update groups for a user based on his current group memberships.
         Will add or remove roles of a user as needed.
 
@@ -134,7 +134,7 @@ class DiscordUser(models.Model):
         logger.info('No need to update roles for user %s', self.user)
         return True
 
-    def update_username(self) -> Optional[bool]:
+    def update_username(self) -> bool | None:
         """Updates the username incl. the discriminator
         from the Discord server and saves it
 
@@ -159,7 +159,7 @@ class DiscordUser(models.Model):
         notify_user: bool = False,
         is_rate_limited: bool = True,
         handle_api_exceptions: bool = False
-    ) -> Optional[bool]:
+    ) -> bool | None:
         """Deletes the Discount user both on the server and locally
 
         Params:
diff --git a/allianceauth/services/modules/smf/manager.py b/allianceauth/services/modules/smf/manager.py
index 9a3d7049..d0f52617 100644
--- a/allianceauth/services/modules/smf/manager.py
+++ b/allianceauth/services/modules/smf/manager.py
@@ -181,7 +181,7 @@ class SmfManager:
         return out
 
     @classmethod
-    def add_user(cls, username, email_address, groups, main_character: EveCharacter) -> Tuple:
+    def add_user(cls, username, email_address, groups, main_character: EveCharacter) -> tuple:
         """
         Add a user to SMF
         :param username:
diff --git a/allianceauth/tests/auth_utils.py b/allianceauth/tests/auth_utils.py
index 7f759b84..06bfb314 100644
--- a/allianceauth/tests/auth_utils.py
+++ b/allianceauth/tests/auth_utils.py
@@ -262,7 +262,7 @@ class AuthUtils:
 
     @classmethod
     def add_permissions_to_user_by_name(
-        cls, perms: List[str], user: User, disconnect_signals: bool = True
+        cls, perms: list[str], user: User, disconnect_signals: bool = True
     ) -> User:
         """Add permissions given by name to a user
 
diff --git a/allianceauth/theme/hooks.py b/allianceauth/theme/hooks.py
index 7a618676..bebb5f2b 100644
--- a/allianceauth/theme/hooks.py
+++ b/allianceauth/theme/hooks.py
@@ -10,12 +10,12 @@ class ThemeHook:
     def __init__(self,
                 name: str,
                 description: str,
-                css: List[dict],
-                js: List[dict],
-                css_template: Optional[str] = None,
-                js_template: Optional[str] = None,
-                html_tags: Optional[str] = "",
-                header_padding: Optional[str] = "4em"):
+                css: list[dict],
+                js: list[dict],
+                css_template: str | None = None,
+                js_template: str | None = None,
+                html_tags: str | None = "",
+                header_padding: str | None = "4em"):
         """
         :param name: Theme python name
         :type name: str
diff --git a/allianceauth/urls.py b/allianceauth/urls.py
index 71a43b26..a2505f4d 100644
--- a/allianceauth/urls.py
+++ b/allianceauth/urls.py
@@ -1,4 +1,5 @@
-from typing import List, Iterable, Callable
+from typing import List
+from collections.abc import Iterable, Callable
 
 from django.urls import include
 import esi.urls
@@ -24,8 +25,8 @@ admin.site.site_header = NAME
 
 
 def urls_from_apps(
-    apps_hook_functions: Iterable[Callable], public_views_allowed: List[str]
-) -> List[URLPattern]:
+    apps_hook_functions: Iterable[Callable], public_views_allowed: list[str]
+) -> list[URLPattern]:
     """Return urls from apps and add default decorators."""
 
     url_patterns = []
diff --git a/allianceauth/utils/counters.py b/allianceauth/utils/counters.py
index 095ea13d..c84c5527 100644
--- a/allianceauth/utils/counters.py
+++ b/allianceauth/utils/counters.py
@@ -22,7 +22,7 @@ class ItemCounter:
     DEFAULT_CACHE_TIMEOUT = 24 * 3600
 
     def __init__(
-        self, name: str, minimum: Optional[int] = None, redis: Optional[Redis] = None
+        self, name: str, minimum: int | None = None, redis: Redis | None = None
     ) -> None:
         if not name:
             raise ValueError("Must define a name")
@@ -60,6 +60,6 @@ class ItemCounter:
             except ValueError:
                 pass
 
-    def value(self) -> Optional[int]:
+    def value(self) -> int | None:
         """Return current value or None if not yet initialized."""
         return cache.get(self._cache_key)