diff --git a/corporate/views/billing_page.py b/corporate/views/billing_page.py
index de21e07159..7ae475ce6f 100644
--- a/corporate/views/billing_page.py
+++ b/corporate/views/billing_page.py
@@ -326,7 +326,7 @@ def remote_server_deactivate_page(
     request: HttpRequest,
     billing_session: "RemoteServerBillingSession",
     *,
-    confirmed: Literal[None, "true"] = None,
+    confirmed: Literal["true"] | None = None,
 ) -> HttpResponse:
     from corporate.lib.stripe import (
         ServerDeactivateWithExistingPlanError,
diff --git a/corporate/views/remote_billing_page.py b/corporate/views/remote_billing_page.py
index 9fb407d337..9eee281709 100644
--- a/corporate/views/remote_billing_page.py
+++ b/corporate/views/remote_billing_page.py
@@ -63,9 +63,9 @@ billing_logger = logging.getLogger("corporate.stripe")
 
 
 VALID_NEXT_PAGES = [None, "sponsorship", "upgrade", "billing", "plans", "deactivate"]
-VALID_NEXT_PAGES_TYPE: TypeAlias = Literal[
-    None, "sponsorship", "upgrade", "billing", "plans", "deactivate"
-]
+VALID_NEXT_PAGES_TYPE: TypeAlias = (
+    Literal["sponsorship", "upgrade", "billing", "plans", "deactivate"] | None
+)
 
 REMOTE_BILLING_SIGNED_ACCESS_TOKEN_VALIDITY_IN_SECONDS = 2 * 60 * 60
 # We use units of hours here so that we can pass this through to the
@@ -152,9 +152,9 @@ def remote_realm_billing_finalize_login(
     *,
     signed_billing_access_token: PathOnly[str],
     full_name: str | None = None,
-    tos_consent: Literal[None, "true"] = None,
-    enable_major_release_emails: Literal[None, "true", "false"] = None,
-    enable_maintenance_release_emails: Literal[None, "true", "false"] = None,
+    tos_consent: Literal["true"] | None = None,
+    enable_major_release_emails: Literal["true", "false"] | None = None,
+    enable_maintenance_release_emails: Literal["true", "false"] | None = None,
 ) -> HttpResponse:
     """
     This is the endpoint accessed via the billing_access_url, generated by
@@ -673,9 +673,9 @@ def remote_billing_legacy_server_from_login_confirmation_link(
     *,
     confirmation_key: PathOnly[str],
     full_name: str | None = None,
-    tos_consent: Literal[None, "true"] = None,
-    enable_major_release_emails: Literal[None, "true", "false"] = None,
-    enable_maintenance_release_emails: Literal[None, "true", "false"] = None,
+    tos_consent: Literal["true"] | None = None,
+    enable_major_release_emails: Literal["true", "false"] | None = None,
+    enable_maintenance_release_emails: Literal["true", "false"] | None = None,
 ) -> HttpResponse:
     """
     The user comes here via the confirmation link they received via email.
diff --git a/zerver/lib/event_types.py b/zerver/lib/event_types.py
index e24eff92d2..ab90d87102 100644
--- a/zerver/lib/event_types.py
+++ b/zerver/lib/event_types.py
@@ -903,7 +903,7 @@ class EventStreamUpdateCore(BaseEvent):
     type: Literal["stream"]
     op: Literal["update"]
     property: str
-    value: bool | int | str | UserGroupMembersDict | Literal[None]
+    value: bool | int | str | UserGroupMembersDict | None
     name: str
     stream_id: int