diff --git a/authentik/api/auth.py b/authentik/api/auth.py
index 52f59ab5b..6bcd511f7 100644
--- a/authentik/api/auth.py
+++ b/authentik/api/auth.py
@@ -10,29 +10,29 @@ from structlog.stdlib import get_logger
 from authentik.core.models import Token, TokenIntents, User
 
 LOGGER = get_logger()
-X_AUTHENTIK_PREVENT_BASIC_HEADER = "HTTP_X_AUTHENTIK_PREVENT_BASIC"
 
 
 def token_from_header(raw_header: bytes) -> Optional[Token]:
     """raw_header in the Format of `Basic dGVzdDp0ZXN0`"""
     auth_credentials = raw_header.decode()
     # Accept headers with Type format and without
-    if " " in auth_credentials:
-        auth_type, auth_credentials = auth_credentials.split()
-        if auth_type.lower() != "basic":
-            LOGGER.debug(
-                "Unsupported authentication type, denying", type=auth_type.lower()
-            )
-            return None
-    try:
-        auth_credentials = b64decode(auth_credentials.encode()).decode()
-    except (UnicodeDecodeError, Error):
+    if " " not in auth_credentials:
         return None
-    # Accept credentials with username and without
-    if ":" in auth_credentials:
-        _, password = auth_credentials.split(":")
-    else:
-        password = auth_credentials
+    auth_type, auth_credentials = auth_credentials.split()
+    if auth_type.lower() not in ["basic", "bearer"]:
+        LOGGER.debug("Unsupported authentication type, denying", type=auth_type.lower())
+        return None
+    password = auth_credentials
+    if auth_type.lower() == "basic":
+        try:
+            auth_credentials = b64decode(auth_credentials.encode()).decode()
+        except (UnicodeDecodeError, Error):
+            return None
+        # Accept credentials with username and without
+        if ":" in auth_credentials:
+            _, password = auth_credentials.split(":")
+        else:
+            password = auth_credentials
     if password == "":  # nosec
         return None
     tokens = Token.filter_not_expired(key=password, intent=TokenIntents.INTENT_API)
@@ -43,10 +43,10 @@ def token_from_header(raw_header: bytes) -> Optional[Token]:
 
 
 class AuthentikTokenAuthentication(BaseAuthentication):
-    """Token-based authentication using HTTP Basic authentication"""
+    """Token-based authentication using HTTP Bearer authentication"""
 
     def authenticate(self, request: Request) -> Union[tuple[User, Any], None]:
-        """Token-based authentication using HTTP Basic authentication"""
+        """Token-based authentication using HTTP Bearer authentication"""
         auth = get_authorization_header(request)
 
         token = token_from_header(auth)
@@ -56,6 +56,4 @@ class AuthentikTokenAuthentication(BaseAuthentication):
         return (token.user, None)
 
     def authenticate_header(self, request: Request) -> str:
-        if X_AUTHENTIK_PREVENT_BASIC_HEADER in request._request.META:
-            return ""
-        return 'Basic realm="authentik"'
+        return "Bearer"
diff --git a/authentik/api/tests/test_auth.py b/authentik/api/tests/test_auth.py
index 262186484..558bf603c 100644
--- a/authentik/api/tests/test_auth.py
+++ b/authentik/api/tests/test_auth.py
@@ -11,7 +11,7 @@ from authentik.core.models import Token, TokenIntents
 class TestAPIAuth(TestCase):
     """Test API Authentication"""
 
-    def test_valid(self):
+    def test_valid_basic(self):
         """Test valid token"""
         token = Token.objects.create(
             intent=TokenIntents.INTENT_API, user=get_anonymous_user()
@@ -19,6 +19,13 @@ class TestAPIAuth(TestCase):
         auth = b64encode(f":{token.key}".encode()).decode()
         self.assertEqual(token_from_header(f"Basic {auth}".encode()), token)
 
+    def test_valid_bearer(self):
+        """Test valid token"""
+        token = Token.objects.create(
+            intent=TokenIntents.INTENT_API, user=get_anonymous_user()
+        )
+        self.assertEqual(token_from_header(f"Bearer {token.key}".encode()), token)
+
     def test_invalid_type(self):
         """Test invalid type"""
         self.assertIsNone(token_from_header("foo bar".encode()))
diff --git a/authentik/root/settings.py b/authentik/root/settings.py
index 49025ba40..ec052c734 100644
--- a/authentik/root/settings.py
+++ b/authentik/root/settings.py
@@ -143,7 +143,7 @@ SWAGGER_SETTINGS = {
         "authentik.api.pagination_schema.PaginationInspector",
     ],
     "SECURITY_DEFINITIONS": {
-        "token": {"type": "apiKey", "name": "Authorization", "in": "header"}
+        "Bearer": {"type": "apiKey", "name": "Authorization", "in": "header"}
     },
 }
 
diff --git a/outpost/pkg/ak/api_ws.go b/outpost/pkg/ak/api_ws.go
index c2fe4dc31..28a74b17a 100644
--- a/outpost/pkg/ak/api_ws.go
+++ b/outpost/pkg/ak/api_ws.go
@@ -2,7 +2,6 @@ package ak
 
 import (
 	"crypto/tls"
-	"encoding/base64"
 	"fmt"
 	"net/http"
 	"net/url"
@@ -20,7 +19,7 @@ func (ac *APIController) initWS(pbURL url.URL, outpostUUID strfmt.UUID) {
 	pathTemplate := "%s://%s/ws/outpost/%s/"
 	scheme := strings.ReplaceAll(pbURL.Scheme, "http", "ws")
 
-	authHeader := base64.StdEncoding.EncodeToString([]byte(fmt.Sprintf("Basic :%s", ac.token)))
+	authHeader := fmt.Sprintf("Bearer %s", ac.token)
 
 	header := http.Header{
 		"Authorization": []string{authHeader},
diff --git a/swagger.yaml b/swagger.yaml
index 3563754e4..23424d8cd 100755
--- a/swagger.yaml
+++ b/swagger.yaml
@@ -13,12 +13,12 @@ consumes:
 produces:
   - application/json
 securityDefinitions:
-  token:
+  Bearer:
     type: apiKey
     name: Authorization
     in: header
 security:
-  - token: []
+  - Bearer: []
 paths:
   /admin/apps/:
     get:
diff --git a/web/src/api/Config.ts b/web/src/api/Config.ts
index 261279226..7a47ed0d4 100644
--- a/web/src/api/Config.ts
+++ b/web/src/api/Config.ts
@@ -16,7 +16,6 @@ export const DEFAULT_CONFIG = new Configuration({
     basePath: "/api/v2beta",
     headers: {
         "X-CSRFToken": getCookie("authentik_csrf"),
-        "X-Authentik-Prevent-Basic": "true"
     },
     middleware: [
         API_DRAWER_MIDDLEWARE,