diff --git a/authentik/flows/templates/if/flow.html b/authentik/flows/templates/if/flow.html
index 0eb9ec7559..f84a0dd4ef 100644
--- a/authentik/flows/templates/if/flow.html
+++ b/authentik/flows/templates/if/flow.html
@@ -7,7 +7,7 @@
 {{ block.super }}
 <link rel="prefetch" href="{{ flow_background_url }}" />
 {% if flow.compatibility_mode and not inspector %}
-<script>ShadyDOM = { force: !navigator.webdriver };</script>
+<script>ShadyDOM = { force: true };</script>
 {% endif %}
 {% include "base/header_js.html" %}
 <script>
diff --git a/tests/e2e/test_flows_login.py b/tests/e2e/test_flows_login.py
index 51c8281f88..e4cce5f856 100644
--- a/tests/e2e/test_flows_login.py
+++ b/tests/e2e/test_flows_login.py
@@ -1,12 +1,19 @@
 """test default login flow"""
 
 from authentik.blueprints.tests import apply_blueprint
+from authentik.flows.models import Flow
 from tests.e2e.utils import SeleniumTestCase, retry
 
 
 class TestFlowsLogin(SeleniumTestCase):
     """test default login flow"""
 
+    def tearDown(self):
+        # Reset authentication flow's compatibility mode; we need to do this as its
+        # not specified in the blueprint
+        Flow.objects.filter(slug="default-authentication-flow").update(compatibility_mode=False)
+        return super().tearDown()
+
     @retry()
     @apply_blueprint(
         "default/flow-default-authentication-flow.yaml",
@@ -23,3 +30,21 @@ class TestFlowsLogin(SeleniumTestCase):
         self.login()
         self.wait_for_url(self.if_user_url("/library"))
         self.assert_user(self.user)
+
+    @retry()
+    @apply_blueprint(
+        "default/flow-default-authentication-flow.yaml",
+        "default/flow-default-invalidation-flow.yaml",
+    )
+    def test_login_compatibility_mode(self):
+        """test default login flow with compatibility mode enabled"""
+        Flow.objects.filter(slug="default-authentication-flow").update(compatibility_mode=True)
+        self.driver.get(
+            self.url(
+                "authentik_core:if-flow",
+                flow_slug="default-authentication-flow",
+            )
+        )
+        self.login(shadow_dom=False)
+        self.wait_for_url(self.if_user_url("/library"))
+        self.assert_user(self.user)
diff --git a/tests/e2e/utils.py b/tests/e2e/utils.py
index ce5c3480c8..3ed65d7a25 100644
--- a/tests/e2e/utils.py
+++ b/tests/e2e/utils.py
@@ -29,6 +29,7 @@ from selenium.webdriver.common.keys import Keys
 from selenium.webdriver.remote.command import Command
 from selenium.webdriver.remote.webdriver import WebDriver
 from selenium.webdriver.remote.webelement import WebElement
+from selenium.webdriver.support import expected_conditions as ec
 from selenium.webdriver.support.wait import WebDriverWait
 from structlog.stdlib import get_logger
 
@@ -37,8 +38,8 @@ from authentik.core.models import User
 from authentik.core.tests.utils import create_test_admin_user
 from authentik.lib.generators import generate_id
 
-RETRIES = int(environ.get("RETRIES", "3"))
 IS_CI = "CI" in environ
+RETRIES = int(environ.get("RETRIES", "3")) if IS_CI else 1
 
 
 def get_docker_tag() -> str:
@@ -240,10 +241,30 @@ class SeleniumTestCase(DockerTestCase, StaticLiveServerTestCase):
         element = self.driver.execute_script("return arguments[0].shadowRoot", shadow_root)
         return element
 
-    def login(self):
+    def shady_dom(self) -> WebElement:
+        class wrapper:
+            def __init__(self, container: WebDriver):
+                self.container = container
+
+            def find_element(self, by: str, selector: str) -> WebElement:
+                return self.container.execute_script(
+                    "return document.__shady_native_querySelector(arguments[0])", selector
+                )
+
+        return wrapper(self.driver)
+
+    def login(self, shadow_dom=True):
         """Do entire login flow"""
-        flow_executor = self.get_shadow_root("ak-flow-executor")
-        identification_stage = self.get_shadow_root("ak-stage-identification", flow_executor)
+
+        if shadow_dom:
+            flow_executor = self.get_shadow_root("ak-flow-executor")
+            identification_stage = self.get_shadow_root("ak-stage-identification", flow_executor)
+        else:
+            flow_executor = self.shady_dom()
+            identification_stage = self.shady_dom()
+
+        wait = WebDriverWait(identification_stage, self.wait_timeout)
+        wait.until(ec.presence_of_element_located((By.CSS_SELECTOR, "input[name=uidField]")))
 
         identification_stage.find_element(By.CSS_SELECTOR, "input[name=uidField]").click()
         identification_stage.find_element(By.CSS_SELECTOR, "input[name=uidField]").send_keys(
@@ -253,8 +274,16 @@ class SeleniumTestCase(DockerTestCase, StaticLiveServerTestCase):
             Keys.ENTER
         )
 
-        flow_executor = self.get_shadow_root("ak-flow-executor")
-        password_stage = self.get_shadow_root("ak-stage-password", flow_executor)
+        if shadow_dom:
+            flow_executor = self.get_shadow_root("ak-flow-executor")
+            password_stage = self.get_shadow_root("ak-stage-password", flow_executor)
+        else:
+            flow_executor = self.shady_dom()
+            password_stage = self.shady_dom()
+
+        wait = WebDriverWait(password_stage, self.wait_timeout)
+        wait.until(ec.presence_of_element_located((By.CSS_SELECTOR, "input[name=password]")))
+
         password_stage.find_element(By.CSS_SELECTOR, "input[name=password]").send_keys(
             self.user.username
         )
diff --git a/web/.storybook/authentikTheme.ts b/web/.storybook/authentikTheme.ts
deleted file mode 100644
index 0e9a24061b..0000000000
--- a/web/.storybook/authentikTheme.ts
+++ /dev/null
@@ -1,11 +0,0 @@
-import { create } from "@storybook/theming/create";
-
-const isDarkMode = window.matchMedia("(prefers-color-scheme: dark)").matches;
-
-export default create({
-    base: isDarkMode ? "dark" : "light",
-    brandTitle: "authentik Storybook",
-    brandUrl: "https://goauthentik.io",
-    brandImage: "https://goauthentik.io/img/icon_left_brand_colour.svg",
-    brandTarget: "_self",
-});
diff --git a/web/.storybook/main.js b/web/.storybook/main.js
new file mode 100644
index 0000000000..ac6c5eb840
--- /dev/null
+++ b/web/.storybook/main.js
@@ -0,0 +1,69 @@
+/**
+ * @file Storybook configuration.
+ * @import { StorybookConfig } from "@storybook/web-components-vite";
+ * @import { InlineConfig, Plugin } from "vite";
+ */
+import { cwd } from "process";
+import postcssLit from "rollup-plugin-postcss-lit";
+import tsconfigPaths from "vite-tsconfig-paths";
+
+const NODE_ENV = process.env.NODE_ENV || "development";
+
+const CSSImportPattern = /import [\w\$]+ from .+\.(css)/g;
+const JavaScriptFilePattern = /\.m?(js|ts|tsx)$/;
+
+/**
+ * @satisfies {Plugin<never>}
+ */
+const inlineCSSPlugin = {
+    name: "inline-css-plugin",
+    transform: (source, id) => {
+        if (!JavaScriptFilePattern.test(id)) return;
+
+        const code = source.replace(CSSImportPattern, (match) => {
+            return `${match}?inline`;
+        });
+
+        return {
+            code,
+        };
+    },
+};
+
+/**
+ * @satisfies {StorybookConfig}
+ */
+const config = {
+    stories: ["../src/**/*.mdx", "../src/**/*.stories.@(js|jsx|ts|tsx)"],
+    addons: [
+        "@storybook/addon-controls",
+        "@storybook/addon-links",
+        "@storybook/addon-essentials",
+        "storybook-addon-mock",
+    ],
+    framework: {
+        name: "@storybook/web-components-vite",
+        options: {},
+    },
+    docs: {
+        autodocs: "tag",
+    },
+    viteFinal({ plugins = [], ...config }) {
+        /**
+         * @satisfies {InlineConfig}
+         */
+        const mergedConfig = {
+            ...config,
+            define: {
+                "process.env.NODE_ENV": JSON.stringify(NODE_ENV),
+                "process.env.CWD": JSON.stringify(cwd()),
+                "process.env.AK_API_BASE_PATH": JSON.stringify(process.env.AK_API_BASE_PATH || ""),
+            },
+            plugins: [inlineCSSPlugin, ...plugins, postcssLit(), tsconfigPaths()],
+        };
+
+        return mergedConfig;
+    },
+};
+
+export default config;
diff --git a/web/.storybook/main.ts b/web/.storybook/main.ts
deleted file mode 100644
index d61e858df7..0000000000
--- a/web/.storybook/main.ts
+++ /dev/null
@@ -1,81 +0,0 @@
-import replace from "@rollup/plugin-replace";
-import type { StorybookConfig } from "@storybook/web-components-vite";
-import { cwd } from "process";
-import modify from "rollup-plugin-modify";
-import postcssLit from "rollup-plugin-postcss-lit";
-import tsconfigPaths from "vite-tsconfig-paths";
-
-export const isProdBuild = process.env.NODE_ENV === "production";
-export const apiBasePath = process.env.AK_API_BASE_PATH || "";
-
-const importInlinePatterns = [
-    'import AKGlobal from "(\\.\\./)*common/styles/authentik\\.css',
-    'import AKGlobal from "@goauthentik/common/styles/authentik\\.css',
-    'import PF.+ from "@patternfly/patternfly/\\S+\\.css',
-    'import ThemeDark from "@goauthentik/common/styles/theme-dark\\.css',
-    'import OneDark from "@goauthentik/common/styles/one-dark\\.css',
-    'import styles from "\\./LibraryPageImpl\\.css',
-];
-
-const importInlineRegexp = new RegExp(importInlinePatterns.map((a) => `(${a})`).join("|"));
-
-const config: StorybookConfig = {
-    stories: ["../src/**/*.mdx", "../src/**/*.stories.@(js|jsx|ts|tsx)"],
-    addons: [
-        "@storybook/addon-controls",
-        "@storybook/addon-links",
-        "@storybook/addon-essentials",
-        "storybook-addon-mock",
-    ],
-    staticDirs: [
-        {
-            from: "../node_modules/@patternfly/patternfly/patternfly-base.css",
-            to: "@patternfly/patternfly/patternfly-base.css",
-        },
-        {
-            from: "../src/common/styles/authentik.css",
-            to: "@goauthentik/common/styles/authentik.css",
-        },
-        {
-            from: "../src/common/styles/theme-dark.css",
-            to: "@goauthentik/common/styles/theme-dark.css",
-        },
-        {
-            from: "../src/common/styles/one-dark.css",
-            to: "@goauthentik/common/styles/one-dark.css",
-        },
-    ],
-    framework: {
-        name: "@storybook/web-components-vite",
-        options: {},
-    },
-    docs: {
-        autodocs: "tag",
-    },
-    async viteFinal(config) {
-        return {
-            ...config,
-            plugins: [
-                modify({
-                    find: importInlineRegexp,
-                    replace: (match: RegExpMatchArray) => {
-                        return `${match}?inline`;
-                    },
-                }),
-                replace({
-                    "process.env.NODE_ENV": JSON.stringify(
-                        isProdBuild ? "production" : "development",
-                    ),
-                    "process.env.CWD": JSON.stringify(cwd()),
-                    "process.env.AK_API_BASE_PATH": JSON.stringify(apiBasePath),
-                    "preventAssignment": true,
-                }),
-                ...config.plugins,
-                postcssLit(),
-                tsconfigPaths(),
-            ],
-        };
-    },
-};
-
-export default config;
diff --git a/web/.storybook/manager.js b/web/.storybook/manager.js
new file mode 100644
index 0000000000..89ba5a192f
--- /dev/null
+++ b/web/.storybook/manager.js
@@ -0,0 +1,38 @@
+/**
+ * @file Storybook manager configuration.
+ *
+ * @import { ThemeVarsPartial } from "storybook/internal/theming";
+ */
+import { createUIThemeEffect, resolveUITheme } from "@goauthentik/web/common/theme.ts";
+import { addons } from "@storybook/manager-api";
+import { create } from "@storybook/theming/create";
+
+/**
+ * @satisfies {Partial<ThemeVarsPartial>}
+ */
+const baseTheme = {
+    brandTitle: "authentik Storybook",
+    brandUrl: "https://goauthentik.io",
+    brandImage: "https://goauthentik.io/img/icon_left_brand_colour.svg",
+    brandTarget: "_self",
+};
+
+const uiTheme = resolveUITheme();
+
+addons.setConfig({
+    theme: create({
+        ...baseTheme,
+        base: uiTheme,
+    }),
+    enableShortcuts: false,
+});
+
+createUIThemeEffect((nextUITheme) => {
+    addons.setConfig({
+        theme: create({
+            ...baseTheme,
+            base: nextUITheme,
+        }),
+        enableShortcuts: false,
+    });
+});
diff --git a/web/.storybook/manager.ts b/web/.storybook/manager.ts
deleted file mode 100644
index 2ac3045a4b..0000000000
--- a/web/.storybook/manager.ts
+++ /dev/null
@@ -1,9 +0,0 @@
-// .storybook/manager.js
-import { addons } from "@storybook/manager-api";
-
-import authentikTheme from "./authentikTheme";
-
-addons.setConfig({
-    theme: authentikTheme,
-    enableShortcuts: false,
-});
diff --git a/web/.storybook/preview-head.html b/web/.storybook/preview-head.html
index 169a8492e2..3d4f432d2b 100644
--- a/web/.storybook/preview-head.html
+++ b/web/.storybook/preview-head.html
@@ -1,5 +1,3 @@
-<link rel="stylesheet" href="@patternfly/patternfly/patternfly-base.css" />
-<link rel="stylesheet" href="@goauthentik/common/styles/authentik.css" />
 <style>
     body {
         overflow-y: scroll;
diff --git a/web/.storybook/preview.js b/web/.storybook/preview.js
new file mode 100644
index 0000000000..8cb70a49ed
--- /dev/null
+++ b/web/.storybook/preview.js
@@ -0,0 +1,32 @@
+/// <reference types="../types/css.js" />
+/**
+ * @file Storybook manager configuration.
+ *
+ * @import { Preview } from "@storybook/web-components";
+ */
+import { applyDocumentTheme } from "@goauthentik/web/common/theme.ts";
+
+applyDocumentTheme();
+
+/**
+ * @satisfies {Preview}
+ */
+const preview = {
+    parameters: {
+        options: {
+            storySort: {
+                method: "alphabetical",
+            },
+        },
+        actions: { argTypesRegex: "^on[A-Z].*" },
+
+        controls: {
+            matchers: {
+                color: /(background|color)$/i,
+                date: /Date$/,
+            },
+        },
+    },
+};
+
+export default preview;
diff --git a/web/.storybook/preview.ts b/web/.storybook/preview.ts
deleted file mode 100644
index d84453f6a4..0000000000
--- a/web/.storybook/preview.ts
+++ /dev/null
@@ -1,30 +0,0 @@
-import type { Preview } from "@storybook/web-components";
-
-import "@goauthentik/common/styles/authentik.css";
-// import "@goauthentik/common/styles/theme-dark.css";
-import "@patternfly/patternfly/components/Brand/brand.css";
-import "@patternfly/patternfly/components/Page/page.css";
-// .storybook/preview.js
-import "@patternfly/patternfly/patternfly-base.css";
-
-const preview: Preview = {
-    parameters: {
-        options: {
-            storySort: {
-                method: "alphabetical",
-            },
-        },
-        actions: { argTypesRegex: "^on[A-Z].*" },
-        cssUserPrefs: {
-            "prefers-color-scheme": "light",
-        },
-        controls: {
-            matchers: {
-                color: /(background|color)$/i,
-                date: /Date$/,
-            },
-        },
-    },
-};
-
-export default preview;
diff --git a/web/package-lock.json b/web/package-lock.json
index 8ff41e4c3b..6f5d083a2f 100644
--- a/web/package-lock.json
+++ b/web/package-lock.json
@@ -79,14 +79,14 @@
                 "@hcaptcha/types": "^1.0.4",
                 "@lit/localize-tools": "^0.8.0",
                 "@rollup/plugin-replace": "^6.0.1",
-                "@storybook/addon-essentials": "^8.3.4",
-                "@storybook/addon-links": "^8.3.4",
-                "@storybook/api": "^7.6.17",
-                "@storybook/blocks": "^8.3.4",
-                "@storybook/builder-vite": "^8.3.4",
-                "@storybook/manager-api": "^8.3.4",
-                "@storybook/web-components": "^8.3.4",
-                "@storybook/web-components-vite": "^8.3.4",
+                "@storybook/addon-essentials": "^8.6.12",
+                "@storybook/addon-links": "^8.6.12",
+                "@storybook/blocks": "^8.6.12",
+                "@storybook/experimental-addon-test": "^8.6.12",
+                "@storybook/manager-api": "^8.6.12",
+                "@storybook/test": "^8.6.12",
+                "@storybook/web-components": "^8.6.12",
+                "@storybook/web-components-vite": "^8.6.12",
                 "@trivago/prettier-plugin-sort-imports": "^5.2.2",
                 "@types/chart.js": "^2.9.41",
                 "@types/codemirror": "^5.60.15",
@@ -118,9 +118,8 @@
                 "npm-run-all": "^4.1.5",
                 "prettier": "^3.3.3",
                 "pseudolocale": "^2.1.0",
-                "rollup-plugin-modify": "^3.0.0",
                 "rollup-plugin-postcss-lit": "^2.1.0",
-                "storybook": "^8.3.4",
+                "storybook": "^8.6.12",
                 "storybook-addon-mock": "^5.0.0",
                 "turnstile-types": "^1.2.3",
                 "typescript": "^5.6.2",
@@ -157,6 +156,13 @@
                 "node": ">=20.11"
             }
         },
+        "node_modules/@adobe/css-tools": {
+            "version": "4.4.2",
+            "resolved": "https://registry.npmjs.org/@adobe/css-tools/-/css-tools-4.4.2.tgz",
+            "integrity": "sha512-baYZExFpsdkBNuvGKTKWCwKH57HRZLVtycZS05WTQNVOiXVSeAki3nU35zlRbToeMW8aHlJfyS+1C4BOv27q0A==",
+            "dev": true,
+            "license": "MIT"
+        },
         "node_modules/@ampproject/remapping": {
             "version": "2.3.0",
             "resolved": "https://registry.npmjs.org/@ampproject/remapping/-/remapping-2.3.0.tgz",
@@ -942,15 +948,6 @@
                 "w3c-keyname": "^2.2.4"
             }
         },
-        "node_modules/@emotion/use-insertion-effect-with-fallbacks": {
-            "version": "1.1.0",
-            "resolved": "https://registry.npmjs.org/@emotion/use-insertion-effect-with-fallbacks/-/use-insertion-effect-with-fallbacks-1.1.0.tgz",
-            "integrity": "sha512-+wBOcIV5snwGgI2ya3u99D7/FJquOIniQT1IKyDsBmEgwvpxMNeS65Oib7OnE2d2aY+3BU4OiH+0Wchf8yk3Hw==",
-            "dev": true,
-            "peerDependencies": {
-                "react": ">=16.8.0"
-            }
-        },
         "node_modules/@esbuild/aix-ppc64": {
             "version": "0.25.0",
             "resolved": "https://registry.npmjs.org/@esbuild/aix-ppc64/-/aix-ppc64-0.25.0.tgz",
@@ -2440,10 +2437,11 @@
             }
         },
         "node_modules/@mdx-js/react": {
-            "version": "3.0.1",
-            "resolved": "https://registry.npmjs.org/@mdx-js/react/-/react-3.0.1.tgz",
-            "integrity": "sha512-9ZrPIU4MGf6et1m1ov3zKf+q9+deetI51zprKB1D/z3NOb+rUxxtEl3mCjW5wTGh6VhRdwPueh1oRzi6ezkA8A==",
+            "version": "3.1.0",
+            "resolved": "https://registry.npmjs.org/@mdx-js/react/-/react-3.1.0.tgz",
+            "integrity": "sha512-QjHtSaoameoalGnKDT3FoIl4+9RwyTmo9ZJGBdLOks/YOiWHoRDI3PUwEzOE7kEmGcV3AFcp9K6dYu9rEuKLAQ==",
             "dev": true,
+            "license": "MIT",
             "dependencies": {
                 "@types/mdx": "^2.0.0"
             },
@@ -3612,10 +3610,11 @@
             }
         },
         "node_modules/@storybook/addon-actions": {
-            "version": "8.3.5",
-            "resolved": "https://registry.npmjs.org/@storybook/addon-actions/-/addon-actions-8.3.5.tgz",
-            "integrity": "sha512-t8D5oo+4XfD+F8091wLa2y/CDd/W2lExCeol5Vm1tp5saO+u6f2/d7iykLhTowWV84Uohi3D073uFeyTAlGebg==",
+            "version": "8.6.12",
+            "resolved": "https://registry.npmjs.org/@storybook/addon-actions/-/addon-actions-8.6.12.tgz",
+            "integrity": "sha512-B5kfiRvi35oJ0NIo53CGH66H471A3XTzrfaa6SxXEJsgxxSeKScG5YeXcCvLiZfvANRQ7QDsmzPUgg0o3hdMXw==",
             "dev": true,
+            "license": "MIT",
             "dependencies": {
                 "@storybook/global": "^5.0.0",
                 "@types/uuid": "^9.0.1",
@@ -3628,14 +3627,15 @@
                 "url": "https://opencollective.com/storybook"
             },
             "peerDependencies": {
-                "storybook": "^8.3.5"
+                "storybook": "^8.6.12"
             }
         },
         "node_modules/@storybook/addon-backgrounds": {
-            "version": "8.3.5",
-            "resolved": "https://registry.npmjs.org/@storybook/addon-backgrounds/-/addon-backgrounds-8.3.5.tgz",
-            "integrity": "sha512-IQGjDujuw8+iSqKREdkL8I5E/5CAHZbfOWd4A75PQK2D6qZ0fu/xRwTOQOH4jP6xn/abvfACOdL6A0d5bU90ag==",
+            "version": "8.6.12",
+            "resolved": "https://registry.npmjs.org/@storybook/addon-backgrounds/-/addon-backgrounds-8.6.12.tgz",
+            "integrity": "sha512-lmIAma9BiiCTbJ8YfdZkXjpnAIrOUcgboLkt1f6XJ78vNEMnLNzD9gnh7Tssz1qrqvm34v9daDjIb+ggdiKp3Q==",
             "dev": true,
+            "license": "MIT",
             "dependencies": {
                 "@storybook/global": "^5.0.0",
                 "memoizerific": "^1.11.3",
@@ -3646,18 +3646,18 @@
                 "url": "https://opencollective.com/storybook"
             },
             "peerDependencies": {
-                "storybook": "^8.3.5"
+                "storybook": "^8.6.12"
             }
         },
         "node_modules/@storybook/addon-controls": {
-            "version": "8.3.5",
-            "resolved": "https://registry.npmjs.org/@storybook/addon-controls/-/addon-controls-8.3.5.tgz",
-            "integrity": "sha512-2eCVobUUvY1Rq7sp1U8Mx8t44VXwvi0E+hqyrsqOx5TTSC/FUQ+hNAX6GSYUcFIyQQ1ORpKNlUjAAdjxBv1ZHQ==",
+            "version": "8.6.12",
+            "resolved": "https://registry.npmjs.org/@storybook/addon-controls/-/addon-controls-8.6.12.tgz",
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-            "version": "1.0.1",
-            "resolved": "https://registry.npmjs.org/toidentifier/-/toidentifier-1.0.1.tgz",
-            "integrity": "sha512-o5sSPKEkg/DIQNmH43V0/uerLrpzVedkUh8tGNvaeXpfpuwjKenlSox/2O/BTlZUtEe+JG7s5YhEz608PlAHRA==",
-            "dev": true,
-            "engines": {
-                "node": ">=0.6"
-            }
-        },
         "node_modules/token-types": {
             "version": "5.0.1",
             "resolved": "https://registry.npmjs.org/token-types/-/token-types-5.0.1.tgz",
@@ -23664,19 +22708,6 @@
                 "url": "https://github.com/sponsors/sindresorhus"
             }
         },
-        "node_modules/type-is": {
-            "version": "1.6.18",
-            "resolved": "https://registry.npmjs.org/type-is/-/type-is-1.6.18.tgz",
-            "integrity": "sha512-TkRKr9sUTxEH8MdfuCSP7VizJyzRNMjj2J2do2Jr3Kym598JVdEksuzPQCnlFPW4ky9Q+iA+ma9BGm06XQBy8g==",
-            "dev": true,
-            "dependencies": {
-                "media-typer": "0.3.0",
-                "mime-types": "~2.1.24"
-            },
-            "engines": {
-                "node": ">= 0.6"
-            }
-        },
         "node_modules/typed-array-buffer": {
             "version": "1.0.2",
             "resolved": "https://registry.npmjs.org/typed-array-buffer/-/typed-array-buffer-1.0.2.tgz",
@@ -24075,15 +23106,6 @@
                 "node": ">= 10.0.0"
             }
         },
-        "node_modules/unpipe": {
-            "version": "1.0.0",
-            "resolved": "https://registry.npmjs.org/unpipe/-/unpipe-1.0.0.tgz",
-            "integrity": "sha512-pjy2bYhSsufwWlKwPc+l3cN7+wuJlK6uz0YdJEOlQDbl6jo/YlPi4mb8agUkVC8BF7V8NuzeyPNqRksA3hztKQ==",
-            "dev": true,
-            "engines": {
-                "node": ">= 0.8"
-            }
-        },
         "node_modules/unplugin": {
             "version": "1.14.1",
             "resolved": "https://registry.npmjs.org/unplugin/-/unplugin-1.14.1.tgz",
@@ -24214,6 +23236,7 @@
             "resolved": "https://registry.npmjs.org/util/-/util-0.12.5.tgz",
             "integrity": "sha512-kZf/K6hEIrWHI6XqOFUiiMa+79wE/D8Q+NCNAWclkyg3b4d2k7s0QGepNjiABc+aR3N1PAyHL7p6UcLY6LmrnA==",
             "dev": true,
+            "license": "MIT",
             "dependencies": {
                 "inherits": "^2.0.3",
                 "is-arguments": "^1.0.4",
@@ -24228,15 +23251,6 @@
             "integrity": "sha512-EPD5q1uXyFxJpCrLnCc1nHnq3gOa6DZBocAIiI2TaSCA7VCJ1UJDMagCzIkXNsUYfD1daK//LTEQ8xiIbrHtcw==",
             "dev": true
         },
-        "node_modules/utils-merge": {
-            "version": "1.0.1",
-            "resolved": "https://registry.npmjs.org/utils-merge/-/utils-merge-1.0.1.tgz",
-            "integrity": "sha512-pMZTvIkT1d+TFGvDOqodOclx0QWkkgi6Tdoa8gC8ffGAAqz9pzPTZWAybbsHHoED/ztMtkv/VoYTYyShUn81hA==",
-            "dev": true,
-            "engines": {
-                "node": ">= 0.4.0"
-            }
-        },
         "node_modules/uuid": {
             "version": "9.0.1",
             "resolved": "https://registry.npmjs.org/uuid/-/uuid-9.0.1.tgz",
@@ -24259,15 +23273,6 @@
                 "spdx-expression-parse": "^3.0.0"
             }
         },
-        "node_modules/vary": {
-            "version": "1.1.2",
-            "resolved": "https://registry.npmjs.org/vary/-/vary-1.1.2.tgz",
-            "integrity": "sha512-BNGbWLfd0eUPabhkXUVm0j8uuvREyTh5ovRa/dyow/BqAbZJyC+5fU+IzQOzmAKzYqYRAISoRhdQr3eIZ/PXqg==",
-            "dev": true,
-            "engines": {
-                "node": ">= 0.8"
-            }
-        },
         "node_modules/vfile": {
             "version": "6.0.3",
             "resolved": "https://registry.npmjs.org/vfile/-/vfile-6.0.3.tgz",
diff --git a/web/package.json b/web/package.json
index c21f2409e8..11925a0ac3 100644
--- a/web/package.json
+++ b/web/package.json
@@ -36,7 +36,14 @@
     "exports": {
         "./package.json": "./package.json",
         "./paths": "./paths.js",
-        "./scripts/*": "./scripts/*.mjs"
+        "./scripts/*": "./scripts/*.mjs",
+        "./elements/*": "./src/elements/*",
+        "./common/*": "./src/common/*",
+        "./components/*": "./src/components/*",
+        "./flow/*": "./src/flow/*",
+        "./locales/*": "./src/locales/*",
+        "./user/*": "./src/user/*",
+        "./admin/*": "./src/admin/*"
     },
     "dependencies": {
         "@codemirror/lang-css": "^6.3.1",
@@ -105,14 +112,14 @@
         "@hcaptcha/types": "^1.0.4",
         "@lit/localize-tools": "^0.8.0",
         "@rollup/plugin-replace": "^6.0.1",
-        "@storybook/addon-essentials": "^8.3.4",
-        "@storybook/addon-links": "^8.3.4",
-        "@storybook/api": "^7.6.17",
-        "@storybook/blocks": "^8.3.4",
-        "@storybook/builder-vite": "^8.3.4",
-        "@storybook/manager-api": "^8.3.4",
-        "@storybook/web-components": "^8.3.4",
-        "@storybook/web-components-vite": "^8.3.4",
+        "@storybook/addon-essentials": "^8.6.12",
+        "@storybook/addon-links": "^8.6.12",
+        "@storybook/blocks": "^8.6.12",
+        "@storybook/experimental-addon-test": "^8.6.12",
+        "@storybook/manager-api": "^8.6.12",
+        "@storybook/test": "^8.6.12",
+        "@storybook/web-components": "^8.6.12",
+        "@storybook/web-components-vite": "^8.6.12",
         "@trivago/prettier-plugin-sort-imports": "^5.2.2",
         "@types/chart.js": "^2.9.41",
         "@types/codemirror": "^5.60.15",
@@ -144,9 +151,8 @@
         "npm-run-all": "^4.1.5",
         "prettier": "^3.3.3",
         "pseudolocale": "^2.1.0",
-        "rollup-plugin-modify": "^3.0.0",
         "rollup-plugin-postcss-lit": "^2.1.0",
-        "storybook": "^8.3.4",
+        "storybook": "^8.6.12",
         "storybook-addon-mock": "^5.0.0",
         "turnstile-types": "^1.2.3",
         "typescript": "^5.6.2",
diff --git a/web/src/admin/AdminInterface/index.entrypoint.ts b/web/src/admin/AdminInterface/index.entrypoint.ts
index 9dfc19513a..9b6480078e 100644
--- a/web/src/admin/AdminInterface/index.entrypoint.ts
+++ b/web/src/admin/AdminInterface/index.entrypoint.ts
@@ -86,50 +86,48 @@ export class AdminInterface extends WithLicenseSummary(AuthenticatedInterface) {
 
     //#region Styles
 
-    static get styles(): CSSResult[] {
-        return [
-            PFBase,
-            PFPage,
-            PFButton,
-            PFDrawer,
-            PFNav,
-            css`
-                .pf-c-page__main,
-                .pf-c-drawer__content,
-                .pf-c-page__drawer {
-                    z-index: auto !important;
-                    background-color: transparent;
-                }
+    static styles: CSSResult[] = [
+        PFBase,
+        PFPage,
+        PFButton,
+        PFDrawer,
+        PFNav,
+        css`
+            .pf-c-page__main,
+            .pf-c-drawer__content,
+            .pf-c-page__drawer {
+                z-index: auto !important;
+                background-color: transparent;
+            }
 
-                .display-none {
-                    display: none;
-                }
+            .display-none {
+                display: none;
+            }
 
+            .pf-c-page {
+                background-color: var(--pf-c-page--BackgroundColor) !important;
+            }
+
+            :host([theme="dark"]) {
+                /* Global page background colour */
                 .pf-c-page {
-                    background-color: var(--pf-c-page--BackgroundColor) !important;
+                    --pf-c-page--BackgroundColor: var(--ak-dark-background);
                 }
+            }
 
-                :host([theme="dark"]) {
-                    /* Global page background colour */
-                    .pf-c-page {
-                        --pf-c-page--BackgroundColor: var(--ak-dark-background);
-                    }
-                }
+            ak-page-navbar {
+                grid-area: header;
+            }
 
-                ak-page-navbar {
-                    grid-area: header;
-                }
+            .ak-sidebar {
+                grid-area: nav;
+            }
 
-                .ak-sidebar {
-                    grid-area: nav;
-                }
-
-                .pf-c-drawer__panel {
-                    z-index: var(--pf-global--ZIndex--xl);
-                }
-            `,
-        ];
-    }
+            .pf-c-drawer__panel {
+                z-index: var(--pf-global--ZIndex--xl);
+            }
+        `,
+    ];
 
     //#endregion
 
diff --git a/web/src/admin/applications/wizard/steps/ak-application-wizard-provider-choice-step.ts b/web/src/admin/applications/wizard/steps/ak-application-wizard-provider-choice-step.ts
index 599ac376bc..140a0f9b96 100644
--- a/web/src/admin/applications/wizard/steps/ak-application-wizard-provider-choice-step.ts
+++ b/web/src/admin/applications/wizard/steps/ak-application-wizard-provider-choice-step.ts
@@ -21,7 +21,7 @@ import { type LocalTypeCreate } from "./ProviderChoices.js";
 
 @customElement("ak-application-wizard-provider-choice-step")
 export class ApplicationWizardProviderChoiceStep extends WithLicenseSummary(ApplicationWizardStep) {
-    label = msg("Choose A Provider");
+    label = msg("Choose a Provider");
 
     @state()
     failureMessage = "";
diff --git a/web/src/common/api/config.ts b/web/src/common/api/config.ts
index 5c8740c515..e14bec9bed 100644
--- a/web/src/common/api/config.ts
+++ b/web/src/common/api/config.ts
@@ -1,19 +1,14 @@
 import {
-    CSRFHeaderName,
     CSRFMiddleware,
     EventMiddleware,
     LoggingMiddleware,
-} from "@goauthentik/common/api/middleware";
-import { EVENT_LOCALE_REQUEST, VERSION } from "@goauthentik/common/constants";
-import { globalAK } from "@goauthentik/common/global";
+} from "@goauthentik/common/api/middleware.js";
+import { EVENT_LOCALE_REQUEST, VERSION } from "@goauthentik/common/constants.js";
+import { globalAK } from "@goauthentik/common/global.js";
 import { SentryMiddleware } from "@goauthentik/common/sentry";
 
 import { Config, Configuration, CoreApi, CurrentBrand, RootApi } from "@goauthentik/api";
 
-// HACK: Workaround for ESBuild not being able to hoist import statement across entrypoints.
-// This can be removed after ESBuild uses a single build context for all entrypoints.
-export { CSRFHeaderName };
-
 let globalConfigPromise: Promise<Config> | undefined = Promise.resolve(globalAK().config);
 export function config(): Promise<Config> {
     if (!globalConfigPromise) {
diff --git a/web/src/common/api/middleware.ts b/web/src/common/api/middleware.ts
index 2dcd412db5..e91ecf7bdb 100644
--- a/web/src/common/api/middleware.ts
+++ b/web/src/common/api/middleware.ts
@@ -1,5 +1,5 @@
-import { EVENT_REQUEST_POST } from "@goauthentik/common/constants";
-import { getCookie } from "@goauthentik/common/utils";
+import { EVENT_REQUEST_POST } from "@goauthentik/common/constants.js";
+import { getCookie } from "@goauthentik/common/utils.js";
 
 import {
     CurrentBrand,
diff --git a/web/src/common/styles/authentik.css b/web/src/common/styles/authentik.css
index 747c1e2d27..51f584b988 100644
--- a/web/src/common/styles/authentik.css
+++ b/web/src/common/styles/authentik.css
@@ -1,3 +1,12 @@
+/**
+ * @file authentik base UI theme.
+ */
+
+/* Defined to better identify the base theme when debugging constructed stylesheets. */
+.__AK_UI_BASE__ {
+    --__AK_UI_BASE__: 1;
+}
+
 /* #region Global */
 
 :root {
diff --git a/web/src/common/styles/one-dark.css b/web/src/common/styles/one-dark.css
index b934fe6c5d..a30856d781 100644
--- a/web/src/common/styles/one-dark.css
+++ b/web/src/common/styles/one-dark.css
@@ -1,42 +1,48 @@
-/*
+/**
+ * @file Atom One Dark syntax highlighting theme.
+ *
+ * @see https://github.com/atom/one-dark-syntax
+ */
 
-Atom One Dark by Daniel Gamage
-Original One Dark Syntax theme from https://github.com/atom/one-dark-syntax
+/* Defined to better identify the One Dark theme when debugging constructed stylesheets. */
+.__HIGHLIGHT_THEME_ONE_DARK__ {
+    --__HIGHLIGHT_THEME_ONE_DARK__: 1;
+}
 
-base:    #282c34
-mono-1:  #abb2bf
-mono-2:  #818896
-mono-3:  #5c6370
-hue-1:   #56b6c2
-hue-2:   #61aeee
-hue-3:   #c678dd
-hue-4:   #98c379
-hue-5:   #e06c75
-hue-5-2: #be5046
-hue-6:   #d19a66
-hue-6-2: #e6c07b
-
-*/
+:root {
+    --one-dark-base: #282c34;
+    --one-dark-mono-1: #abb2bf;
+    --one-dark-mono-2: #818896;
+    --one-dark-mono-3: #5c6370;
+    --one-dark-hue-1: #56b6c2;
+    --one-dark-hue-2: #61aeee;
+    --one-dark-hue-3: #c678dd;
+    --one-dark-hue-4: #98c379;
+    --one-dark-hue-5: #e06c75;
+    --one-dark-hue-5-2: #be5046;
+    --one-dark-hue-6: #d19a66;
+    --one-dark-hue-6-2: #e6c07b;
+}
 
 .hljs {
-    color: #abb2bf;
-    background: #282c34;
+    color: var(--one-dark-mono-1);
+    background: var(--one-dark-base);
 }
 
 pre:has(.hljs) {
-    background: #282c34;
+    background: var(--one-dark-base);
 }
 
 .hljs-comment,
 .hljs-quote {
-    color: #5c6370;
+    color: var(--one-dark-mono-3);
     font-style: italic;
 }
 
 .hljs-doctag,
 .hljs-keyword,
 .hljs-formula {
-    color: #c678dd;
+    color: var(--one-dark-hue-3);
 }
 
 .hljs-section,
@@ -44,11 +50,11 @@ pre:has(.hljs) {
 .hljs-selector-tag,
 .hljs-deletion,
 .hljs-subst {
-    color: #e06c75;
+    color: var(--one-dark-hue-5);
 }
 
 .hljs-literal {
-    color: #56b6c2;
+    color: var(--one-dark-hue-1);
 }
 
 .hljs-string,
@@ -56,7 +62,7 @@ pre:has(.hljs) {
 .hljs-addition,
 .hljs-attribute,
 .hljs-meta .hljs-string {
-    color: #98c379;
+    color: var(--one-dark-hue-4);
 }
 
 .hljs-attr,
@@ -67,7 +73,7 @@ pre:has(.hljs) {
 .hljs-selector-attr,
 .hljs-selector-pseudo,
 .hljs-number {
-    color: #d19a66;
+    color: var(--one-dark-hue-6);
 }
 
 .hljs-symbol,
@@ -76,13 +82,13 @@ pre:has(.hljs) {
 .hljs-meta,
 .hljs-selector-id,
 .hljs-title {
-    color: #61aeee;
+    color: var(--one-dark-hue-2);
 }
 
 .hljs-built_in,
 .hljs-title.class_,
 .hljs-class .hljs-title {
-    color: #e6c07b;
+    color: var(--one-dark-hue-6-2);
 }
 
 .hljs-emphasis {
diff --git a/web/src/common/styles/theme-dark.css b/web/src/common/styles/theme-dark.css
index 240a21f9ed..240a29e22b 100644
--- a/web/src/common/styles/theme-dark.css
+++ b/web/src/common/styles/theme-dark.css
@@ -1,3 +1,12 @@
+/**
+ * @file authentik dark UI theme.
+ */
+
+/* Defined to better identify the dark theme when debugging constructed stylesheets. */
+.__AK_UI_DARK__ {
+    --__AK_UI_DARK__: 1;
+}
+
 /* #region Global */
 
 :root {
@@ -5,9 +14,6 @@
     --ak-global--Color--100: var(--ak-dark-foreground) !important;
     --pf-c-page__main-section--m-light--BackgroundColor: var(--ak-dark-background-darker);
     --pf-global--BorderColor--100: var(--ak-dark-background-lighter) !important;
-    --ak-mermaid-message-text: var(--ak-dark-foreground) !important;
-    --ak-mermaid-box-background-color: var(--ak-dark-background-lighter) !important;
-    --ak-table-stripe-background: var(--pf-global--BackgroundColor--dark-200);
 }
 
 body {
diff --git a/web/src/common/stylesheets.ts b/web/src/common/stylesheets.ts
index 613b9bb418..84a2459a56 100644
--- a/web/src/common/stylesheets.ts
+++ b/web/src/common/stylesheets.ts
@@ -1,17 +1,27 @@
 /**
  * @file Stylesheet utilities.
  */
-import { CSSResult, CSSResultOrNative, ReactiveElement, css } from "lit";
+import { CSSResultOrNative, ReactiveElement, adoptStyles as adoptStyleSheetsShim, css } from "lit";
 
 /**
- * Elements containing adoptable stylesheets.
+ * Element-like objects containing adoptable stylesheets.
+ *
+ * Note that while these all possess the `adoptedStyleSheets` property,
+ * browser differences and polyfills may make them not actually adoptable.
+ *
+ * This type exists to normalize the different ways of accessing the property.
  */
-export type StyleSheetParent = Pick<DocumentOrShadowRoot, "adoptedStyleSheets">;
+export type StyleRoot =
+    | Document
+    | ShadowRoot
+    | DocumentFragment
+    | HTMLElement
+    | DocumentOrShadowRoot;
 
 /**
  * Type-predicate to determine if a given object has adoptable stylesheets.
  */
-export function isAdoptableStyleSheetParent(input: unknown): input is StyleSheetParent {
+export function isStyleRoot(input: StyleRoot): input is ShadowRoot {
     // Sanity check - Does the input have the right shape?
 
     if (!input || typeof input !== "object") return false;
@@ -25,39 +35,12 @@ export function isAdoptableStyleSheetParent(input: unknown): input is StyleSheet
     // All we care about is that it's shaped like an array.
     if (!("length" in input.adoptedStyleSheets)) return false;
 
-    if (typeof input.adoptedStyleSheets.length !== "number") return false;
-
-    // Finally is the array mutable?
-    return "push" in input.adoptedStyleSheets;
+    return typeof input.adoptedStyleSheets.length === "number";
 }
 
 /**
- * Assert that the given input can adopt stylesheets.
- */
-export function assertAdoptableStyleSheetParent<T>(
-    input: T,
-): asserts input is T & StyleSheetParent {
-    if (isAdoptableStyleSheetParent(input)) return;
-
-    console.debug("Given input missing `adoptedStyleSheets`", input);
-
-    throw new TypeError("Assertion failed: `adoptedStyleSheets` missing in given input");
-}
-
-export function resolveStyleSheetParent<T extends HTMLElement | DocumentFragment | Document>(
-    renderRoot: T,
-) {
-    const styleRoot = "ShadyDOM" in window ? document : renderRoot;
-
-    assertAdoptableStyleSheetParent(styleRoot);
-
-    return styleRoot;
-}
-
-export type StyleSheetInit = string | CSSResult | CSSStyleSheet;
-
-/**
- * Given a source of CSS, create a `CSSStyleSheet`.
+ * Create a lazy-loaded `CSSResult` compatible with Lit's
+ * element lifecycle.
  *
  * @throw {@linkcode TypeError} if the input cannot be converted to a `CSSStyleSheet`
  *
@@ -68,8 +51,12 @@ export type StyleSheetInit = string | CSSResult | CSSStyleSheet;
  *
  * It works well when Storybook is running in `dev`, but in `build` it fails.
  * Storied components will have to map their textual CSS imports.
+ *
+ * @see {@linkcode createStyleSheetUnsafe} to create a `CSSStyleSheet` from the given input.
  */
-export function createStyleSheet(input: string): CSSResult {
+export function createCSSResult(input: string | CSSModule | CSSResultOrNative): CSSResultOrNative {
+    if (typeof input !== "string") return input;
+
     const inputTemplate = [input] as unknown as TemplateStringsArray;
 
     const result = css(inputTemplate, []);
@@ -78,74 +65,91 @@ export function createStyleSheet(input: string): CSSResult {
 }
 
 /**
- * Given a source of CSS, create a `CSSStyleSheet`.
+ * Create a `CSSStyleSheet` from the given input, if it is not already a `CSSStyleSheet`.
  *
- * @see {@linkcode createStyleSheet}
+ * @throw {@linkcode TypeError} if the input cannot be converted to a `CSSStyleSheet`
+ *
+ * @see {@linkcode createCSSResult} for the lazy-loaded `CSSResult` normalization.
  */
-export function normalizeCSSSource(css: string): CSSStyleSheet;
-export function normalizeCSSSource(styleSheet: CSSStyleSheet): CSSStyleSheet;
-export function normalizeCSSSource(cssResult: CSSResult): CSSResult;
-export function normalizeCSSSource(input: StyleSheetInit): CSSResultOrNative;
-export function normalizeCSSSource(input: StyleSheetInit): CSSResultOrNative {
-    if (typeof input === "string") return createStyleSheet(input);
+export function createStyleSheetUnsafe(
+    input: string | CSSModule | CSSResultOrNative,
+): CSSStyleSheet {
+    const result = typeof input === "string" ? createCSSResult(input) : input;
 
-    return input;
-}
-
-/**
- * Create a `CSSStyleSheet` from the given input.
- */
-export function createStyleSheetUnsafe(input: StyleSheetInit): CSSStyleSheet {
-    const result = normalizeCSSSource(input);
     if (result instanceof CSSStyleSheet) return result;
 
-    if (!result.styleSheet) {
-        console.debug(
-            "authentik/common/stylesheets: CSSResult missing styleSheet, returning empty",
-            { result, input },
-        );
+    if (result.styleSheet) return result.styleSheet;
 
-        throw new TypeError("Expected a CSSStyleSheet");
-    }
+    const styleSheet = new CSSStyleSheet();
 
-    return result.styleSheet;
+    styleSheet.replaceSync(result.cssText);
+
+    return styleSheet;
 }
 
+export type StyleSheetsAction =
+    | Iterable<CSSStyleSheet>
+    | ((currentStyleSheets: CSSStyleSheet[]) => Iterable<CSSStyleSheet>);
+
 /**
- * Append stylesheet(s) to the given roots.
+ * Set the adopted stylesheets of a given style parent.
  *
- * @see {@linkcode removeStyleSheet} to remove a stylesheet from a given roots.
+ * ```ts
+ * setAdoptedStyleSheets(document.body, (currentStyleSheets) => [
+ *     ...currentStyleSheets,
+ *     myStyleSheet,
+ * ]);
+ * ```
+ *
+ * @remarks
+ * Replacing `adoptedStyleSheets` more than once in the same frame may result in
+ * the `currentStyleSheets` parameter being out of sync with the actual sheets.
+ *
+ * A style root's `adoptedStyleSheets` is a proxy object that only updates when
+ * DOM is repainted. We can't easily cache the previous entries since the style root
+ * may polyfilled via ShadyDOM.
+ *
+ * Short of using {@linkcode requestAnimationFrame} to sequence the adoption,
+ * and a visibility toggle to avoid a flash of styles between renders,
+ * we can't reliably cache the previous entries.
+ *
+ * In the meantime, we should try to apply all the sheets in a single frame.
  */
-export function appendStyleSheet(
-    styleParent: StyleSheetParent,
-    ...insertions: CSSStyleSheet[]
-): void {
-    insertions = Array.isArray(insertions) ? insertions : [insertions];
+export function setAdoptedStyleSheets(styleRoot: StyleRoot, styleSheets: StyleSheetsAction): void {
+    let changed = false;
 
-    for (const styleSheetInsertion of insertions) {
-        if (styleParent.adoptedStyleSheets.includes(styleSheetInsertion)) return;
+    const currentAdoptedStyleSheets = isStyleRoot(styleRoot)
+        ? [...styleRoot.adoptedStyleSheets]
+        : [];
 
-        styleParent.adoptedStyleSheets = [...styleParent.adoptedStyleSheets, styleSheetInsertion];
+    const result =
+        typeof styleSheets === "function" ? styleSheets(currentAdoptedStyleSheets) : styleSheets;
+
+    const nextAdoptedStyleSheets: CSSStyleSheet[] = [];
+
+    for (const [idx, styleSheet] of Array.from(result).entries()) {
+        const previousStyleSheet = currentAdoptedStyleSheets[idx];
+
+        changed ||= previousStyleSheet !== styleSheet;
+
+        if (nextAdoptedStyleSheets.includes(styleSheet)) continue;
+
+        nextAdoptedStyleSheets.push(styleSheet);
     }
+
+    changed ||= nextAdoptedStyleSheets.length !== currentAdoptedStyleSheets.length;
+
+    if (!changed) return;
+
+    if (styleRoot === document) {
+        document.adoptedStyleSheets = nextAdoptedStyleSheets;
+        return;
+    }
+
+    adoptStyleSheetsShim(styleRoot as unknown as ShadowRoot, nextAdoptedStyleSheets);
 }
 
-/**
- * Remove a stylesheet from the given roots, matching by referential equality.
- *
- * @see {@linkcode appendStyleSheet} to append a stylesheet to a given roots.
- */
-export function removeStyleSheet(
-    styleParent: StyleSheetParent,
-    ...removals: CSSStyleSheet[]
-): void {
-    const nextAdoptedStyleSheets = styleParent.adoptedStyleSheets.filter(
-        (styleSheet) => !removals.includes(styleSheet),
-    );
-
-    if (nextAdoptedStyleSheets.length === styleParent.adoptedStyleSheets.length) return;
-
-    styleParent.adoptedStyleSheets = nextAdoptedStyleSheets;
-}
+//#region Debugging
 
 /**
  * Serialize a stylesheet to a string.
@@ -159,8 +163,8 @@ export function serializeStyleSheet(stylesheet: CSSStyleSheet): string {
 /**
  * Inspect the adopted stylesheets of a given style parent, serializing them to strings.
  */
-export function inspectStyleSheets(styleParent: StyleSheetParent): string[] {
-    return styleParent.adoptedStyleSheets.map((styleSheet) => serializeStyleSheet(styleSheet));
+export function inspectStyleSheets(styleRoot: ShadowRoot): string[] {
+    return styleRoot.adoptedStyleSheets.map((styleSheet) => serializeStyleSheet(styleSheet));
 }
 
 interface InspectedStyleSheetEntry {
@@ -174,8 +178,11 @@ interface InspectedStyleSheetEntry {
  * Recursively inspect the adopted stylesheets of a given style parent, serializing them to strings.
  */
 export function inspectStyleSheetTree(element: ReactiveElement): InspectedStyleSheetEntry {
-    const styleParent = resolveStyleSheetParent(element.renderRoot);
-    const styles = inspectStyleSheets(styleParent);
+    if (!isStyleRoot(element.renderRoot)) {
+        throw new TypeError("Cannot inspect a render root that doesn't have adoptable stylesheets");
+    }
+
+    const styles = inspectStyleSheets(element.renderRoot);
     const tagName = element.tagName.toLowerCase();
 
     const treewalker = document.createTreeWalker(element.renderRoot, NodeFilter.SHOW_ELEMENT, {
@@ -186,12 +193,14 @@ export function inspectStyleSheetTree(element: ReactiveElement): InspectedStyleS
             return NodeFilter.FILTER_SKIP;
         },
     });
+
     const children: InspectedStyleSheetEntry[] = [];
     let currentNode: Node | null = treewalker.nextNode();
+
     while (currentNode) {
         const childElement = currentNode as ReactiveElement;
 
-        if (!isAdoptableStyleSheetParent(childElement.renderRoot)) {
+        if (!isStyleRoot(childElement.renderRoot)) {
             currentNode = treewalker.nextNode();
             continue;
         }
@@ -221,3 +230,5 @@ if (process.env.NODE_ENV === "development") {
         inspectStyleSheets,
     });
 }
+
+//#endregion
diff --git a/web/src/common/theme.ts b/web/src/common/theme.ts
index c0ba4c6412..3f5cb19b33 100644
--- a/web/src/common/theme.ts
+++ b/web/src/common/theme.ts
@@ -1,10 +1,47 @@
 /**
  * @file Theme utilities.
  */
-import { UIConfig } from "@goauthentik/common/ui/config";
+import {
+    type StyleRoot,
+    createStyleSheetUnsafe,
+    setAdoptedStyleSheets,
+} from "@goauthentik/common/stylesheets.js";
+import { UIConfig } from "@goauthentik/common/ui/config.js";
+
+import AKBase from "@goauthentik/common/styles/authentik.css";
+import AKBaseDark from "@goauthentik/common/styles/theme-dark.css";
+import PFBase from "@patternfly/patternfly/patternfly-base.css";
 
 import { Config, CurrentBrand, UiThemeEnum } from "@goauthentik/api";
 
+//#region Stylesheet Exports
+
+/**
+ * A global style sheet for the Patternfly base styles.
+ *
+ * @remarks
+ *
+ * While a component *may* import its own instance of the PFBase style sheet,
+ * this instance ensures referential identity.
+ */
+export const $PFBase = createStyleSheetUnsafe(PFBase);
+
+/**
+ * A global style sheet for the authentik base styles.
+ *
+ * @see {@linkcode $PFBase} for details.
+ */
+export const $AKBase = createStyleSheetUnsafe(AKBase);
+
+/**
+ * A global style sheet for the authentik dark theme.
+ *
+ * @see {@linkcode $PFBase} for details.
+ */
+export const $AKBaseDark = createStyleSheetUnsafe(AKBaseDark);
+
+//#endregion
+
 //#region Scheme Types
 
 /**
@@ -134,15 +171,21 @@ export function resolveUITheme(
  * Effect listener invoked when the color scheme changes.
  */
 export type UIThemeListener = (currentUITheme: ResolvedUITheme) => void;
+
 /**
- * Create an effect that runs
+ * Effect destructor invoked when cleanup is required.
+ */
+export type UIThemeDestructor = () => void;
+
+/**
+ * Create an effect that runs UI theme changes.
  *
  * @returns A cleanup function that removes the effect.
  */
 export function createUIThemeEffect(
     effect: UIThemeListener,
     listenerOptions?: AddEventListenerOptions,
-): () => void {
+): UIThemeDestructor {
     const colorSchemeTarget = resolveUITheme();
     const invertedColorSchemeTarget = UIThemeInversion[colorSchemeTarget];
 
@@ -174,6 +217,8 @@ export function createUIThemeEffect(
         mediaQueryList.removeEventListener("change", changeListener);
     };
 
+    listenerOptions?.signal?.addEventListener("abort", cleanup);
+
     return cleanup;
 }
 
@@ -181,16 +226,96 @@ export function createUIThemeEffect(
 
 //#region Theme Element
 
+/**
+ * Applies the current UI theme to the given style root.
+ *
+ * @param styleRoot The style root to apply the theme to.
+ * @param currentUITheme The current UI theme to apply.
+ * @param additionalStyleSheets Additional style sheets to apply, in addition to the theme's base sheets.
+ * @category CSS
+ *
+ * @see {@linkcode setAdoptedStyleSheets} for caveats.
+ */
+export function applyUITheme(
+    styleRoot: StyleRoot,
+    currentUITheme: ResolvedUITheme = resolveUITheme(),
+    ...additionalStyleSheets: Array<CSSStyleSheet | undefined | null>
+): void {
+    setAdoptedStyleSheets(styleRoot, (currentStyleSheets) => {
+        const appendedSheets = additionalStyleSheets.filter(Boolean) as CSSStyleSheet[];
+
+        if (currentUITheme === UiThemeEnum.Dark) {
+            return [...currentStyleSheets, $AKBaseDark, ...appendedSheets];
+        }
+
+        return [
+            ...currentStyleSheets.filter((styleSheet) => styleSheet !== $AKBaseDark),
+            ...appendedSheets,
+        ];
+    });
+}
+
+/**
+ * Applies the given theme to the document, i.e. the `<html>` element.
+ *
+ * @param hint The color scheme hint to use.
+ */
+export function applyDocumentTheme(hint: CSSColorSchemeValue | UIThemeHint = "auto"): void {
+    const preferredColorScheme = formatColorScheme(hint);
+
+    const applyStyleSheets: UIThemeListener = (currentUITheme) => {
+        console.debug(`authentik/theme (document): switching to ${currentUITheme} theme`);
+
+        setAdoptedStyleSheets(document, (currentStyleSheets) => {
+            if (currentUITheme === "dark") {
+                return [...currentStyleSheets, $PFBase, $AKBase, $AKBaseDark];
+            }
+
+            return [
+                ...currentStyleSheets.filter((styleSheet) => styleSheet !== $AKBaseDark),
+                $PFBase,
+                $AKBase,
+            ];
+        });
+
+        document.documentElement.dataset.theme = currentUITheme;
+    };
+
+    if (preferredColorScheme === "auto") {
+        createUIThemeEffect(applyStyleSheets);
+        return;
+    }
+
+    applyStyleSheets(preferredColorScheme);
+}
+
 /**
  * An element that can be themed.
  */
 export interface ThemedElement extends HTMLElement {
-    brand?: CurrentBrand;
-    uiConfig?: UIConfig;
-    config?: Config;
+    /**
+     * The brand information for the current theme.
+     */
+    readonly brand?: CurrentBrand;
+    /**
+     * The UI configuration for the current theme,
+     * typically injected through a Lit Mixin.
+     *
+     * @see {@linkcode UIConfig} for details.
+     */
+    readonly uiConfig?: UIConfig;
+    /**
+     * An authentik configuration initially provided by the server.
+     */
+    readonly config?: Config;
     activeTheme: ResolvedUITheme;
 }
 
+/**
+ * Returns the root interface element of the page.
+ *
+ * @todo Can this be handled with a Lit Mixin?
+ */
 export function rootInterface<T extends ThemedElement = ThemedElement>(): T | null {
     const element = document.body.querySelector<T>("[data-ak-interface-root]");
 
diff --git a/web/src/common/ui/config.ts b/web/src/common/ui/config.ts
index 2b0aca7ead..528d46575c 100644
--- a/web/src/common/ui/config.ts
+++ b/web/src/common/ui/config.ts
@@ -1,5 +1,5 @@
-import { me } from "@goauthentik/common/users";
-import { isUserRoute } from "@goauthentik/elements/router/utils";
+import { me } from "@goauthentik/common/users.js";
+import { isUserRoute } from "@goauthentik/elements/router/utils.js";
 
 import { UiThemeEnum, UserSelf } from "@goauthentik/api";
 import { CurrentBrand } from "@goauthentik/api";
diff --git a/web/src/common/users.ts b/web/src/common/users.ts
index 067b1ddc68..83f4b3a7c0 100644
--- a/web/src/common/users.ts
+++ b/web/src/common/users.ts
@@ -1,6 +1,6 @@
-import { DEFAULT_CONFIG } from "@goauthentik/common/api/config";
-import { EVENT_LOCALE_REQUEST } from "@goauthentik/common/constants";
-import { isResponseErrorLike } from "@goauthentik/common/errors/network";
+import { DEFAULT_CONFIG } from "@goauthentik/common/api/config.js";
+import { EVENT_LOCALE_REQUEST } from "@goauthentik/common/constants.js";
+import { isResponseErrorLike } from "@goauthentik/common/errors/network.js";
 
 import { CoreApi, SessionUser } from "@goauthentik/api";
 
diff --git a/web/src/components/ak-hint/ak-hint.stories.ts b/web/src/components/ak-hint/ak-hint.stories.ts
index 2819137611..fb912ea5e7 100644
--- a/web/src/components/ak-hint/ak-hint.stories.ts
+++ b/web/src/components/ak-hint/ak-hint.stories.ts
@@ -31,18 +31,19 @@ const container = (testItem: TemplateResult) =>
             li {
                 display: block;
             }
-            p {
-                color: black;
-                margin-top: 1em;
+
+            ak-hint {
+                --ak-hint--Color: var(--pf-global--Color--dark-100);
             }
 
-            * {
-                --ak-hint--Color: black !important;
+            @media (prefers-color-scheme: dark) {
+                ak-hint {
+                    --ak-hint--Color: var(--pf-global--Color--light-100);
+                }
             }
-            ak-hint-title::part(ak-hint-title),
-            ak-hint-footer::part(ak-hint-footer),
-            slotted::(*) {
-                color: black;
+
+            p {
+                margin-top: 1em;
             }
         </style>
 
diff --git a/web/src/elements/Alert.ts b/web/src/elements/Alert.ts
index f27e510ed8..076ba35953 100644
--- a/web/src/elements/Alert.ts
+++ b/web/src/elements/Alert.ts
@@ -2,7 +2,7 @@ import { AKElement } from "@goauthentik/elements/Base";
 import { type SlottedTemplateResult, type Spread } from "@goauthentik/elements/types";
 import { spread } from "@open-wc/lit-helpers";
 
-import { html, nothing } from "lit";
+import { css, html, nothing } from "lit";
 import { customElement, property } from "lit/decorators.js";
 import { classMap } from "lit/directives/class-map.js";
 
@@ -64,7 +64,15 @@ export class Alert extends AKElement implements IAlert {
     icon = "fa-exclamation-circle";
 
     static get styles() {
-        return [PFBase, PFAlert];
+        return [
+            PFBase,
+            PFAlert,
+            css`
+                p {
+                    margin: 0;
+                }
+            `,
+        ];
     }
 
     get classmap() {
diff --git a/web/src/elements/Base.ts b/web/src/elements/Base.ts
index f8b08c4e3b..40256038cd 100644
--- a/web/src/elements/Base.ts
+++ b/web/src/elements/Base.ts
@@ -1,30 +1,24 @@
-import { globalAK } from "@goauthentik/common/global";
+import { globalAK } from "@goauthentik/common/global.js";
 import {
-    StyleSheetInit,
-    StyleSheetParent,
-    appendStyleSheet,
+    StyleRoot,
+    createCSSResult,
     createStyleSheetUnsafe,
-    removeStyleSheet,
-    resolveStyleSheetParent,
-} from "@goauthentik/common/stylesheets";
+} from "@goauthentik/common/stylesheets.js";
 import {
+    $AKBase,
     CSSColorSchemeValue,
     ResolvedUITheme,
-    UIThemeListener,
+    ThemedElement,
+    applyUITheme,
     createUIThemeEffect,
     formatColorScheme,
     resolveUITheme,
-} from "@goauthentik/common/theme";
-import { type ThemedElement } from "@goauthentik/common/theme";
+} from "@goauthentik/common/theme.js";
 
 import { localized } from "@lit/localize";
-import { CSSResultGroup, CSSResultOrNative, LitElement } from "lit";
+import { CSSResult, CSSResultGroup, CSSResultOrNative, LitElement } from "lit";
 import { property } from "lit/decorators.js";
 
-import AKGlobal from "@goauthentik/common/styles/authentik.css";
-import OneDark from "@goauthentik/common/styles/one-dark.css";
-import ThemeDark from "@goauthentik/common/styles/theme-dark.css";
-
 import { UiThemeEnum } from "@goauthentik/api";
 
 // Re-export the theme helpers
@@ -32,6 +26,58 @@ export { rootInterface } from "@goauthentik/common/theme";
 
 @localized()
 export class AKElement extends LitElement implements ThemedElement {
+    //#region Static Properties
+
+    public static styles?: Array<CSSResult | CSSModule>;
+
+    protected static override finalizeStyles(styles?: CSSResultGroup): CSSResultOrNative[] {
+        if (!styles) return [$AKBase];
+
+        if (!Array.isArray(styles)) return [createCSSResult(styles), $AKBase];
+
+        return [
+            // ---
+            ...(styles.flat() as CSSResultOrNative[]).map(createCSSResult),
+            $AKBase,
+        ];
+    }
+
+    //#endregion
+
+    //#region Lifecycle
+
+    constructor() {
+        super();
+
+        const { brand } = globalAK();
+
+        this.preferredColorScheme = formatColorScheme(brand.uiTheme);
+        this.activeTheme = resolveUITheme(brand?.uiTheme);
+
+        this.#customCSSStyleSheet = brand?.brandingCustomCss
+            ? createStyleSheetUnsafe(brand.brandingCustomCss)
+            : null;
+    }
+
+    public override disconnectedCallback(): void {
+        this.#themeAbortController?.abort();
+        super.disconnectedCallback();
+    }
+
+    /**
+     * Returns the node into which the element should render.
+     *
+     * @see {LitElement.createRenderRoot} for more information.
+     */
+    protected override createRenderRoot(): HTMLElement | DocumentFragment {
+        const renderRoot = super.createRenderRoot();
+        this.styleRoot ??= renderRoot;
+
+        return renderRoot;
+    }
+
+    //#endregion
+
     //#region Properties
 
     /**
@@ -53,87 +99,54 @@ export class AKElement extends LitElement implements ThemedElement {
 
     //#region Private Properties
 
-    readonly #preferredColorScheme: CSSColorSchemeValue;
+    /**
+     * The preferred color scheme used to look up the UI theme.
+     */
+    protected readonly preferredColorScheme: CSSColorSchemeValue;
 
-    #customCSSStyleSheet: CSSStyleSheet | null;
-    #darkThemeStyleSheet: CSSStyleSheet | null = null;
+    /**
+     * A custom CSS style sheet to apply to the element.
+     */
+    readonly #customCSSStyleSheet: CSSStyleSheet | null;
+
+    /**
+     * A controller to abort theme updates, such as when the element is disconnected.
+     */
     #themeAbortController: AbortController | null = null;
+    /**
+     * The style root to which the theme is applied.
+     */
+    #styleRoot?: StyleRoot;
 
-    //#endregion
-
-    //#region Lifecycle
-
-    protected static finalizeStyles(styles?: CSSResultGroup): CSSResultOrNative[] {
-        // Ensure all style sheets being passed are really style sheets.
-        const baseStyles: StyleSheetInit[] = [AKGlobal, OneDark];
-
-        if (!styles) return baseStyles.map(createStyleSheetUnsafe);
-
-        if (Array.isArray(styles)) {
-            return [
-                //---
-                ...(styles as unknown as CSSResultOrNative[]),
-                ...baseStyles,
-            ].flatMap(createStyleSheetUnsafe);
-        }
-        return [styles, ...baseStyles].map(createStyleSheetUnsafe);
-    }
-
-    constructor() {
-        super();
-
-        const { brand } = globalAK();
-
-        this.#preferredColorScheme = formatColorScheme(brand.uiTheme);
-        this.activeTheme = resolveUITheme(brand?.uiTheme);
-
-        this.#customCSSStyleSheet = brand?.brandingCustomCss
-            ? createStyleSheetUnsafe(brand.brandingCustomCss)
-            : null;
-    }
-
-    public disconnectedCallback(): void {
-        super.disconnectedCallback();
+    protected set styleRoot(nextStyleRoot: StyleRoot | undefined) {
         this.#themeAbortController?.abort();
-    }
 
-    #styleRoot?: StyleSheetParent;
+        this.#styleRoot = nextStyleRoot;
 
-    #dispatchTheme: UIThemeListener = (nextUITheme) => {
-        if (!this.#styleRoot) return;
-
-        if (nextUITheme === UiThemeEnum.Dark) {
-            this.#darkThemeStyleSheet ||= createStyleSheetUnsafe(ThemeDark);
-            appendStyleSheet(this.#styleRoot, this.#darkThemeStyleSheet);
-            this.activeTheme = UiThemeEnum.Dark;
-        } else if (this.#darkThemeStyleSheet) {
-            removeStyleSheet(this.#styleRoot, this.#darkThemeStyleSheet);
-            this.#darkThemeStyleSheet = null;
-            this.activeTheme = UiThemeEnum.Light;
-        }
-    };
-
-    protected createRenderRoot(): HTMLElement | DocumentFragment {
-        const renderRoot = super.createRenderRoot();
-        this.#styleRoot = resolveStyleSheetParent(renderRoot);
-
-        if (this.#customCSSStyleSheet) {
-            console.debug(`authentik/element[${this.tagName.toLowerCase()}]: Adding custom CSS`);
-
-            appendStyleSheet(this.#styleRoot, this.#customCSSStyleSheet);
-        }
+        if (!nextStyleRoot) return;
 
         this.#themeAbortController = new AbortController();
 
-        if (this.#preferredColorScheme === "dark") {
-            this.#dispatchTheme(UiThemeEnum.Dark);
-        } else if (this.#preferredColorScheme === "auto") {
-            createUIThemeEffect(this.#dispatchTheme, {
-                signal: this.#themeAbortController.signal,
-            });
-        }
+        if (this.preferredColorScheme === "dark") {
+            applyUITheme(nextStyleRoot, UiThemeEnum.Dark, this.#customCSSStyleSheet);
 
-        return renderRoot;
+            this.activeTheme = UiThemeEnum.Dark;
+        } else if (this.preferredColorScheme === "auto") {
+            createUIThemeEffect(
+                (nextUITheme) => {
+                    applyUITheme(nextStyleRoot, nextUITheme, this.#customCSSStyleSheet);
+
+                    this.activeTheme = nextUITheme;
+                },
+                {
+                    signal: this.#themeAbortController.signal,
+                },
+            );
+        }
+    }
+
+    protected get styleRoot(): StyleRoot | undefined {
+        return this.#styleRoot;
     }
 
     //#endregion
diff --git a/web/src/elements/Interface/Interface.ts b/web/src/elements/Interface/Interface.ts
index ba07631bab..e11a9520c4 100644
--- a/web/src/elements/Interface/Interface.ts
+++ b/web/src/elements/Interface/Interface.ts
@@ -1,45 +1,45 @@
-import {
-    appendStyleSheet,
-    createStyleSheetUnsafe,
-    resolveStyleSheetParent,
-} from "@goauthentik/common/stylesheets";
-import { ThemedElement } from "@goauthentik/common/theme";
-import { UIConfig } from "@goauthentik/common/ui/config";
-import { AKElement } from "@goauthentik/elements/Base";
-import { VersionContextController } from "@goauthentik/elements/Interface/VersionContextController";
+import { globalAK } from "@goauthentik/common/global.js";
+import { ThemedElement, applyDocumentTheme } from "@goauthentik/common/theme.js";
+import { UIConfig } from "@goauthentik/common/ui/config.js";
+import { AKElement } from "@goauthentik/elements/Base.js";
+import { VersionContextController } from "@goauthentik/elements/Interface/VersionContextController.js";
 import { ModalOrchestrationController } from "@goauthentik/elements/controllers/ModalOrchestrationController.js";
 
 import { state } from "lit/decorators.js";
 
 import PFBase from "@patternfly/patternfly/patternfly-base.css";
 
-import type { Config, CurrentBrand, LicenseSummary, Version } from "@goauthentik/api";
+import {
+    type Config,
+    type CurrentBrand,
+    type LicenseSummary,
+    type Version,
+} from "@goauthentik/api";
 
-import { BrandContextController } from "./BrandContextController";
-import { ConfigContextController } from "./ConfigContextController";
-import { EnterpriseContextController } from "./EnterpriseContextController";
+import { BrandContextController } from "./BrandContextController.js";
+import { ConfigContextController } from "./ConfigContextController.js";
+import { EnterpriseContextController } from "./EnterpriseContextController.js";
 
 const configContext = Symbol("configContext");
 const modalController = Symbol("modalController");
 const versionContext = Symbol("versionContext");
 
 export abstract class LightInterface extends AKElement implements ThemedElement {
-    protected static readonly PFBaseStyleSheet = createStyleSheetUnsafe(PFBase);
-
     constructor() {
         super();
-        const styleParent = resolveStyleSheetParent(document);
-
         this.dataset.akInterfaceRoot = this.tagName.toLowerCase();
 
-        appendStyleSheet(styleParent, Interface.PFBaseStyleSheet);
+        if (!document.documentElement.dataset.theme) {
+            applyDocumentTheme(globalAK().brand.uiTheme);
+        }
     }
 }
 
 export abstract class Interface extends LightInterface implements ThemedElement {
-    [configContext]: ConfigContextController;
+    static styles = [PFBase];
+    protected [configContext]: ConfigContextController;
 
-    [modalController]: ModalOrchestrationController;
+    protected [modalController]: ModalOrchestrationController;
 
     @state()
     public config?: Config;
@@ -49,6 +49,7 @@ export abstract class Interface extends LightInterface implements ThemedElement
 
     constructor() {
         super();
+
         this.addController(new BrandContextController(this));
         this[configContext] = new ConfigContextController(this);
         this[modalController] = new ModalOrchestrationController(this);
diff --git a/web/src/elements/ak-mdx/ak-mdx.tsx b/web/src/elements/ak-mdx/ak-mdx.tsx
index 9fa20f6bd3..ef101e5cd1 100644
--- a/web/src/elements/ak-mdx/ak-mdx.tsx
+++ b/web/src/elements/ak-mdx/ak-mdx.tsx
@@ -27,11 +27,14 @@ import remarkGFM from "remark-gfm";
 import remarkMdxFrontmatter from "remark-mdx-frontmatter";
 import remarkParse from "remark-parse";
 
-import { CSSResult, css } from "lit";
+import { css } from "lit";
 import { customElement, property } from "lit/decorators.js";
 
+import OneDark from "@goauthentik/common/styles/one-dark.css";
 import PFContent from "@patternfly/patternfly/components/Content/content.css";
 import PFList from "@patternfly/patternfly/components/List/list.css";
+import PFTable from "@patternfly/patternfly/components/Table/table.css";
+import PFBase from "@patternfly/patternfly/patternfly-base.css";
 
 import { UiThemeEnum } from "@goauthentik/api";
 
@@ -67,80 +70,96 @@ export class AKMDX extends AKElement {
 
     resolvedHTML = "";
 
-    static get styles(): CSSResult[] {
-        return [
-            PFList,
-            PFContent,
-            css`
-                a {
-                    --pf-global--link--Color: var(--pf-global--link--Color--light);
-                    --pf-global--link--Color--hover: var(--pf-global--link--Color--light--hover);
-                    --pf-global--link--Color--visited: var(--pf-global--link--Color);
+    static styles = [
+        PFBase,
+        PFList,
+        PFTable,
+        PFContent,
+        OneDark,
+        css`
+            :host {
+                --ak-mermaid-message-text: var(--pf-c-content--Color);
+                --ak-table-stripe-background: var(--pf-global--BackgroundColor--light-200);
+            }
+
+            :host([theme="dark"]) {
+                --ak-mermaid-message-text: var(--ak-dark-foreground);
+                --ak-mermaid-box-background-color: var(--ak-dark-background-lighter);
+                --ak-table-stripe-background: var(--pf-global--BackgroundColor--dark-200);
+            }
+
+            ak-alert + p {
+                margin-block-start: var(--pf-global--spacer--md);
+            }
+
+            a {
+                --pf-global--link--Color: var(--pf-global--link--Color--light);
+                --pf-global--link--Color--hover: var(--pf-global--link--Color--light--hover);
+                --pf-global--link--Color--visited: var(--pf-global--link--Color);
+            }
+
+            /*
+            Note that order of anchor pseudo-selectors must follow:
+                1. link
+                2. visited
+                3. hover
+                4. active
+            */
+            a:link {
+                color: var(--pf-global--link--Color);
+            }
+
+            a:visited {
+                color: var(--pf-global--link--Color--visited);
+            }
+
+            a:hover {
+                color: var(--pf-global--link--Color--hover);
+            }
+
+            a:active {
+                color: var(--pf-global--link--Color);
+            }
+
+            h2:first-of-type {
+                margin-top: 0;
+            }
+
+            table thead,
+            table tr:nth-child(2n) {
+                background-color: var(--ak-table-stripe-background,);
+            }
+
+            table td,
+            table th {
+                border: var(--pf-table-border-width) solid var(--ifm-table-border-color);
+                padding: var(--pf-global--spacer--md);
+            }
+
+            pre {
+                overflow-x: auto;
+            }
+
+            pre:has(.hljs) {
+                padding: var(--pf-global--spacer--md);
+            }
+
+            svg[id^="mermaid-svg-"] {
+                .rect {
+                    fill: var(
+                        --ak-mermaid-box-background-color,
+                        var(--pf-global--BackgroundColor--light-300)
+                    ) !important;
                 }
 
-                /*
-                Note that order of anchor pseudo-selectors must follow:
-                    1. link
-                    2. visited
-                    3. hover
-                    4. active
-                */
-
-                a:link {
-                    color: var(--pf-global--link--Color);
+                .messageText {
+                    stroke-width: 4;
+                    fill: var(--ak-mermaid-message-text) !important;
+                    paint-order: stroke;
                 }
-
-                a:visited {
-                    color: var(--pf-global--link--Color--visited);
-                }
-
-                a:hover {
-                    color: var(--pf-global--link--Color--hover);
-                }
-
-                a:active {
-                    color: var(--pf-global--link--Color);
-                }
-
-                h2:first-of-type {
-                    margin-top: 0;
-                }
-
-                table thead,
-                table tr:nth-child(2n) {
-                    background-color: var(
-                        --ak-table-stripe-background,
-                        var(--pf-global--BackgroundColor--light-200)
-                    );
-                }
-
-                table td,
-                table th {
-                    border: var(--pf-table-border-width) solid var(--ifm-table-border-color);
-                    padding: var(--pf-global--spacer--md);
-                }
-
-                pre:has(.hljs) {
-                    padding: var(--pf-global--spacer--md);
-                }
-
-                svg[id^="mermaid-svg-"] {
-                    .rect {
-                        fill: var(
-                            --ak-mermaid-box-background-color,
-                            var(--pf-global--BackgroundColor--light-300)
-                        ) !important;
-                    }
-
-                    .messageText {
-                        stroke-width: 4;
-                        fill: var(--ak-mermaid-message-text) !important;
-                        paint-order: stroke;
-                    }
-                }
-            `,
-        ];
-    }
+            }
+        `,
+    ];
 
     public async connectedCallback() {
         super.connectedCallback();
diff --git a/web/src/elements/ak-mdx/components/MDXWrapper.tsx b/web/src/elements/ak-mdx/components/MDXWrapper.tsx
index 932459e497..c6c49ca709 100644
--- a/web/src/elements/ak-mdx/components/MDXWrapper.tsx
+++ b/web/src/elements/ak-mdx/components/MDXWrapper.tsx
@@ -16,5 +16,5 @@ export const MDXWrapper: React.FC<MDXWrapperProps> = ({ children, frontmatter })
         nextChildren.unshift(<h1 key="header-title">{title}</h1>);
     }
 
-    return <>{nextChildren}</>;
+    return <div className="pf-c-content">{nextChildren}</div>;
 };
diff --git a/web/src/elements/forms/FormGroup.ts b/web/src/elements/forms/FormGroup.ts
index 3f153495a1..6ff071bcf4 100644
--- a/web/src/elements/forms/FormGroup.ts
+++ b/web/src/elements/forms/FormGroup.ts
@@ -40,7 +40,7 @@ export class FormGroup extends AKElement {
                  * restructured to allow for this.
                  */
                 .pf-c-form__field-group:has(.pf-c-form__field-group-header:hover) .pf-c-button {
-                    color: var(--pf-global--Color--100) !important;
+                    color: var(--pf-c-button--m-plain--hover--Color) !important;
                 }
 
                 /**
diff --git a/web/src/elements/tests/utils.ts b/web/src/elements/tests/utils.ts
index 8dfd0bb1bc..c0accad036 100644
--- a/web/src/elements/tests/utils.ts
+++ b/web/src/elements/tests/utils.ts
@@ -1,21 +1,16 @@
-import {
-    appendStyleSheet,
-    assertAdoptableStyleSheetParent,
-    createStyleSheetUnsafe,
-} from "@goauthentik/common/stylesheets.js";
+import { applyDocumentTheme } from "@goauthentik/common/theme.js";
 
 import { TemplateResult, render as litRender } from "lit";
 
-import AKGlobal from "@goauthentik/common/styles/authentik.css";
-import PFBase from "@patternfly/patternfly/patternfly-base.css";
-
-// A special version of render that ensures our style sheets will always be available
-// to all elements under test.  Ensures they look right during testing, and that any
-// CSS-based checks for visibility will return correct values.
-
+/**
+ * A special version of render that ensures our stylesheets:
+ *
+ * - Will always be available to all elements under test.
+ * - Ensure they look right during testing.
+ * - CSS-based checks for visibility will return correct values.
+ */
 export const render = (body: TemplateResult) => {
-    assertAdoptableStyleSheetParent(document);
+    applyDocumentTheme();
 
-    appendStyleSheet(document, ...[PFBase, AKGlobal].map(createStyleSheetUnsafe));
     return litRender(body, document.body);
 };
diff --git a/web/src/elements/types.ts b/web/src/elements/types.ts
index 5ef3b98cb4..12e42057e1 100644
--- a/web/src/elements/types.ts
+++ b/web/src/elements/types.ts
@@ -1,6 +1,11 @@
 import { type LitElement, type ReactiveControllerHost, type TemplateResult, nothing } from "lit";
 import "lit";
 
+/**
+ * Type utility to make readonly properties mutable.
+ */
+export type Writeable<T> = { -readonly [P in keyof T]: T[P] };
+
 /**
  * A custom element which may be used as a host for a ReactiveController.
  *
@@ -8,7 +13,7 @@ import "lit";
  *
  * This type is derived from an internal type in Lit.
  */
-export type ReactiveElementHost<T> = Partial<ReactiveControllerHost & T> & HTMLElement;
+export type ReactiveElementHost<T> = Partial<ReactiveControllerHost & Writeable<T>> & HTMLElement;
 
 export type AbstractLitElementConstructor = abstract new (...args: never[]) => LitElement;
 
diff --git a/web/src/flow/stages/identification/IdentificationStage.ts b/web/src/flow/stages/identification/IdentificationStage.ts
index 5b5eb3a6c9..5e15ee9034 100644
--- a/web/src/flow/stages/identification/IdentificationStage.ts
+++ b/web/src/flow/stages/identification/IdentificationStage.ts
@@ -36,7 +36,7 @@ export const PasswordManagerPrefill: {
     totp: undefined,
 };
 
-export const OR_LIST_FORMATTERS = new Intl.ListFormat("default", {
+export const OR_LIST_FORMATTERS: Intl.ListFormat = new Intl.ListFormat("default", {
     style: "short",
     type: "disjunction",
 });
diff --git a/web/src/standalone/api-browser/index.entrypoint.ts b/web/src/standalone/api-browser/index.entrypoint.ts
index 35b7bffde4..440a5fdc8b 100644
--- a/web/src/standalone/api-browser/index.entrypoint.ts
+++ b/web/src/standalone/api-browser/index.entrypoint.ts
@@ -1,13 +1,13 @@
 // sort-imports-ignore
 import "rapidoc";
+import "@goauthentik/elements/ak-locale-context/index.js";
 
-import { CSRFHeaderName } from "@goauthentik/common/api/config";
-import { EVENT_THEME_CHANGE } from "@goauthentik/common/constants";
-import { getCookie } from "@goauthentik/common/utils";
-import { Interface } from "@goauthentik/elements/Interface";
-import "@goauthentik/elements/ak-locale-context";
-import { DefaultBrand } from "@goauthentik/common/ui/config";
-import { themeImage } from "@goauthentik/elements/utils/images";
+import { CSRFHeaderName } from "@goauthentik/common/api/middleware.js";
+import { EVENT_THEME_CHANGE } from "@goauthentik/common/constants.js";
+import { getCookie } from "@goauthentik/common/utils.js";
+import { Interface } from "@goauthentik/elements/Interface/Interface.js";
+import { DefaultBrand } from "@goauthentik/common/ui/config.js";
+import { themeImage } from "@goauthentik/elements/utils/images.js";
 
 import { msg } from "@lit/localize";
 import { CSSResult, TemplateResult, css, html } from "lit";
diff --git a/web/src/standalone/loading/index.entrypoint.ts b/web/src/standalone/loading/index.entrypoint.ts
index 92e4196768..0748c5638c 100644
--- a/web/src/standalone/loading/index.entrypoint.ts
+++ b/web/src/standalone/loading/index.entrypoint.ts
@@ -1,7 +1,7 @@
 import { LightInterface } from "@goauthentik/elements/Interface";
 
 import { msg } from "@lit/localize";
-import { CSSResult, TemplateResult, css, html } from "lit";
+import { TemplateResult, css, html } from "lit";
 import { customElement } from "lit/decorators.js";
 
 import PFEmptyState from "@patternfly/patternfly/components/EmptyState/empty-state.css";
@@ -11,19 +11,17 @@ import PFBase from "@patternfly/patternfly/patternfly-base.css";
 
 @customElement("ak-loading")
 export class Loading extends LightInterface {
-    static get styles(): CSSResult[] {
-        return [
-            PFBase,
-            PFPage,
-            PFSpinner,
-            PFEmptyState,
-            css`
-                :host([theme="dark"]) h1 {
-                    color: var(--ak-dark-foreground);
-                }
-            `,
-        ];
-    }
+    static styles = [
+        PFBase,
+        PFPage,
+        PFSpinner,
+        PFEmptyState,
+        css`
+            :host([theme="dark"]) h1 {
+                color: var(--ak-dark-foreground);
+            }
+        `,
+    ];
 
     render(): TemplateResult {
         return html` <section
diff --git a/web/types/css.d.ts b/web/types/css.d.ts
new file mode 100644
index 0000000000..f4c75062d1
--- /dev/null
+++ b/web/types/css.d.ts
@@ -0,0 +1,23 @@
+/**
+ * @file ESBuild CSS module type definitions.
+ */
+
+declare module "*.css" {
+    import { CSSResult } from "lit";
+
+    global {
+        /**
+         * A branded type representing a CSS file imported by ESBuild.
+         *
+         * While this is a `string`, this is typed as a {@linkcode CSSResult}
+         * to satisfy LitElement's `static styles` property.
+         */
+        export type CSSModule = CSSResult & { readonly __brand?: string };
+    }
+
+    /**
+     * The text content of a CSS file imported by ESBuild.
+     */
+    const css: CSSModule;
+    export default css;
+}
diff --git a/web/types/lit.d.ts b/web/types/lit.d.ts
new file mode 100644
index 0000000000..f11538440c
--- /dev/null
+++ b/web/types/lit.d.ts
@@ -0,0 +1,21 @@
+/**
+ * @file Lit-specific globals applied to the Window object.
+ */
+
+export {};
+
+declare global {
+    interface HTMLElement {
+        /**
+         * A property defined by Lit to track the element part.
+         */
+        _$litPart$?: unknown;
+    }
+
+    interface Window {
+        /**
+         * A possible nonce to use create a CSP-safe style element.
+         */
+        litNonce?: string;
+    }
+}
diff --git a/web/src/global.d.ts b/web/types/mdx.d.ts
similarity index 61%
rename from web/src/global.d.ts
rename to web/types/mdx.d.ts
index fa7e392386..42ecc39781 100644
--- a/web/src/global.d.ts
+++ b/web/types/mdx.d.ts
@@ -1,5 +1,3 @@
-declare module "*.css";
-
 declare module "*.md" {
     /**
      * The serialized JSON content of an MD file.
@@ -15,10 +13,3 @@ declare module "*.mdx" {
     const serializedJSON: string;
     export default serializedJSON;
 }
-
-declare namespace Intl {
-    class ListFormat {
-        constructor(locale: string, args: { [key: string]: string });
-        public format: (items: string[]) => string;
-    }
-}