diff --git a/web/src/admin/applications/ApplicationListPage.ts b/web/src/admin/applications/ApplicationListPage.ts
index ad18f185ff..a28d25440d 100644
--- a/web/src/admin/applications/ApplicationListPage.ts
+++ b/web/src/admin/applications/ApplicationListPage.ts
@@ -4,6 +4,7 @@ import MDApplication from "@goauthentik/docs/add-secure-apps/applications/index.
 import "@goauthentik/elements/AppIcon.js";
 import { WithBrandConfig } from "@goauthentik/elements/Interface/brandProvider";
 import "@goauthentik/elements/Markdown";
+import "@goauthentik/elements/SidebarHelpToggle.js";
 import "@goauthentik/elements/buttons/SpinnerButton";
 import "@goauthentik/elements/forms/DeleteBulkForm";
 import "@goauthentik/elements/forms/ModalForm";
@@ -38,6 +39,21 @@ export const applicationListStyle = css`
     .pf-c-sidebar.pf-m-gutter > .pf-c-sidebar__main > * + * {
         margin-left: calc(var(--pf-c-sidebar__main--child--MarginLeft) / 2);
     }
+
+    ak-sidebar-help-toggle {
+        display: none;
+    }
+
+    @media screen and (min-width: 768px) {
+        ak-sidebar-help-toggle {
+            display: block;
+        }
+    }
+
+    ak-sidebar-help-toggle.pf-m-width-default {
+        background-color: inherit;
+        max-width: 3rem;
+    }
 `;
 
 @customElement("ak-application-list")
@@ -90,13 +106,12 @@ export class ApplicationListPage extends WithBrandConfig(TablePage<Application>)
     }
 
     renderSidebarAfter(): TemplateResult {
-        return html`<div class="pf-c-sidebar__panel pf-m-width-25">
-            <div class="pf-c-card">
-                <div class="pf-c-card__body">
-                    <ak-markdown .md=${MDApplication} meta="applications/index.md"></ak-markdown>
-                </div>
-            </div>
-        </div>`;
+        return html`<ak-sidebar-help-toggle
+            label=${msg("Applications Documentation")}
+            .content=${MDApplication}
+            class="pf-c-sidebar__panel"
+            active-style="pf-m-width-25"
+        ></ak-sidebar-help-toggle>`;
     }
 
     renderToolbarSelected(): TemplateResult {
diff --git a/web/src/elements/SidebarHelpToggle.ts b/web/src/elements/SidebarHelpToggle.ts
new file mode 100644
index 0000000000..a6118d558e
--- /dev/null
+++ b/web/src/elements/SidebarHelpToggle.ts
@@ -0,0 +1,108 @@
+import { AKElement } from "@goauthentik/elements/Base";
+import "@goauthentik/elements/Markdown";
+
+import { msg } from "@lit/localize";
+import { css, html } from "lit";
+import { customElement, property, query, state } from "lit/decorators.js";
+
+import PFButton from "@patternfly/patternfly/components/Button/button.css";
+import PFCard from "@patternfly/patternfly/components/Card/card.css";
+import PFDisplay from "@patternfly/patternfly/utilities/Display/display.css";
+import PFFlex from "@patternfly/patternfly/utilities/Flex/flex.css";
+import PFSpacing from "@patternfly/patternfly/utilities/Spacing/spacing.css";
+
+import { bound } from "./decorators/bound";
+
+@customElement("ak-sidebar-help-toggle")
+export class ToggledSidebarHelp extends AKElement {
+    static get styles() {
+        return [
+            PFCard,
+            PFButton,
+            PFDisplay,
+            PFFlex,
+            PFSpacing,
+            css`
+                .vert {
+                    transform-origin: bottom left;
+                    rotate: 90deg;
+                    translate: 0 -100%;
+                }
+                .ak-fit-text {
+                    width: fit-content;
+                }
+            `,
+        ];
+    }
+
+    @property({ attribute: false })
+    content: string = "";
+
+    @property({ attribute: "active-style" })
+    activeStyle = "pf-m-width-25";
+
+    @property()
+    label: string = msg("Documentation");
+
+    @state()
+    showing = false;
+
+    @query("#toggle")
+    button!: HTMLButtonElement;
+
+    @bound
+    toggle() {
+        this.showing = !this.showing;
+    }
+
+    render() {
+        if (!this.showing) {
+            // eslint-disable-next-line wc/no-self-class
+            this.classList.remove(this.activeStyle);
+            // eslint-disable-next-line wc/no-self-class
+            this.classList.add("pf-m-width-default");
+            return html`<button
+                type="button"
+                id="toggle"
+                class="pf-c-button pf-m-primary vert"
+                @click=${this.toggle}
+            >
+                ${this.label}
+            </button>`;
+        }
+
+        // eslint-disable-next-line wc/no-self-class
+        this.classList.remove("pf-m-width-default");
+        // eslint-disable-next-line wc/no-self-class
+        this.classList.add(this.activeStyle);
+        return html`
+            <div class="pf-c-card">
+                <div class="pf-u-display-flex pf-u-justify-content-flex-end">
+                    <button
+                        type="button"
+                        class=" pf-c-button pf-m-secondary pf-u-m-md ak-fit-text"
+                        @click=${this.toggle}
+                    >
+                        ${msg("Hide")}
+                    </button>
+                </div>
+                <div class="pf-c-card__body">
+                    <ak-markdown .md=${this.content} meta="applications/index.md"></ak-markdown>
+                </div>
+            </div>
+        `;
+    }
+
+    updated() {
+        requestAnimationFrame(() => {
+            if (this.showing) {
+                this.style.removeProperty("width");
+            } else {
+                if (this.button) {
+                    const { width } = this.button.getBoundingClientRect();
+                    this.style.setProperty("width", `${width}px`);
+                }
+            }
+        });
+    }
+}