diff --git a/apps/web/components/automations/automation-editor.tsx b/apps/web/components/automations/automation-editor.tsx
index cb8c339056..605b632bd3 100644
--- a/apps/web/components/automations/automation-editor.tsx
+++ b/apps/web/components/automations/automation-editor.tsx
@@ -8,7 +8,7 @@ import { Input } from "@kandev/ui/input";
 import { Label } from "@kandev/ui/label";
 import { Switch } from "@kandev/ui/switch";
 import { Separator } from "@kandev/ui/separator";
-import { IconArrowLeft, IconTrash } from "@tabler/icons-react";
+import { IconTrash } from "@tabler/icons-react";
 import { useAutomations } from "@/hooks/domains/settings/use-automations";
 import {
   addTrigger,
@@ -352,7 +352,6 @@ export function AutomationEditor({ workspaceId, automationId }: AutomationEditor
 
   return (
     <div className="max-w-3xl space-y-6" data-testid="automation-editor">
-      <EditorHeader workspaceId={workspaceId} />
       <div className="space-y-2">
         <Label htmlFor="automation-name">Name</Label>
         <Input
@@ -519,23 +518,6 @@ function ThenSection({
   );
 }
 
-function EditorHeader({ workspaceId }: { workspaceId: string }) {
-  const router = useRouter();
-  return (
-    <div className="flex items-center gap-3">
-      <Button
-        variant="ghost"
-        size="icon-sm"
-        className="cursor-pointer"
-        onClick={() => router.push(`/settings/workspace/${workspaceId}/automations`)}
-      >
-        <IconArrowLeft className="h-4 w-4" />
-      </Button>
-      <span className="text-sm text-muted-foreground">Automations</span>
-    </div>
-  );
-}
-
 function SettingsSection({
   form,
   updateField,
diff --git a/apps/web/components/page-topbar.tsx b/apps/web/components/page-topbar.tsx
index 481f7f6848..6bbe740661 100644
--- a/apps/web/components/page-topbar.tsx
+++ b/apps/web/components/page-topbar.tsx
@@ -24,11 +24,11 @@ type PageTopbarProps = {
   /** Label for the parent breadcrumb (default: "Kandev") */
   backLabel?: string;
   /**
-   * Optional middle crumb inserted between the back link and the title — use
-   * for nested sections (e.g. Home > Settings > Prompts). When omitted the
-   * breadcrumb is two segments wide.
+   * Optional middle crumbs inserted between the back link and the title — use
+   * for nested sections (e.g. Home > Settings > Automations > New). When
+   * omitted the breadcrumb is two segments wide.
    */
-  parent?: { label: string; href: string };
+  parents?: Array<{ label: string; href: string }>;
   /** Optional content rendered before the breadcrumb */
   leading?: ReactNode;
   /** Optional content rendered at the visual center of the topbar */
@@ -66,14 +66,14 @@ function BackLink({ href, label }: { href: string; label: string }) {
 function TopbarBreadcrumb({
   backHref,
   backLabel,
-  parent,
+  parents,
   title,
   subtitle,
   icon,
 }: {
   backHref: string;
   backLabel: string;
-  parent: { label: string; href: string } | undefined;
+  parents: Array<{ label: string; href: string }> | undefined;
   title: string;
   subtitle?: string;
   icon?: ReactNode;
@@ -87,21 +87,19 @@ function TopbarBreadcrumb({
           </BreadcrumbLink>
         </BreadcrumbItem>
         <BreadcrumbSeparator className="shrink-0" />
-        {parent && (
-          <>
-            <BreadcrumbItem className="shrink-0">
-              <BreadcrumbLink asChild>
-                <Link
-                  href={parent.href}
-                  className="cursor-pointer text-muted-foreground hover:text-foreground transition-colors"
-                >
-                  {parent.label}
-                </Link>
-              </BreadcrumbLink>
-            </BreadcrumbItem>
-            <BreadcrumbSeparator className="shrink-0" />
-          </>
-        )}
+        {parents?.flatMap((p) => [
+          <BreadcrumbItem key={`${p.href}-item`} className="shrink-0">
+            <BreadcrumbLink asChild>
+              <Link
+                href={p.href}
+                className="cursor-pointer text-muted-foreground hover:text-foreground transition-colors"
+              >
+                {p.label}
+              </Link>
+            </BreadcrumbLink>
+          </BreadcrumbItem>,
+          <BreadcrumbSeparator key={`${p.href}-sep`} className="shrink-0" />,
+        ])}
         <BreadcrumbItem className="min-w-0">
           <BreadcrumbPage className="flex min-w-0 items-center gap-2">
             {icon}
@@ -128,7 +126,7 @@ export const PageTopbar = forwardRef<HTMLElement, PageTopbarProps>(function Page
     icon,
     backHref = "/",
     backLabel = "Kandev",
-    parent,
+    parents,
     leading,
     center,
     leftActions,
@@ -154,7 +152,7 @@ export const PageTopbar = forwardRef<HTMLElement, PageTopbarProps>(function Page
         <TopbarBreadcrumb
           backHref={backHref}
           backLabel={backLabel}
-          parent={parent}
+          parents={parents}
           title={title}
           subtitle={subtitle}
           icon={icon}
diff --git a/apps/web/components/settings/settings-app-sidebar.tsx b/apps/web/components/settings/settings-app-sidebar.tsx
index 9a3a1db56e..20993c1914 100644
--- a/apps/web/components/settings/settings-app-sidebar.tsx
+++ b/apps/web/components/settings/settings-app-sidebar.tsx
@@ -38,7 +38,6 @@ import {
   SidebarGroupLabel,
   SidebarGroupContent,
   SidebarMenu,
-  SidebarMenuBadge,
   SidebarMenuItem,
   SidebarMenuButton,
   SidebarMenuSub,
@@ -51,7 +50,7 @@ import { ScrollArea } from "@kandev/ui/scroll-area";
 import { ScrollOnOverflow } from "@kandev/ui/scroll-on-overflow";
 import { useAppStore } from "@/components/state-provider";
 import { useAvailableAgents } from "@/hooks/domains/settings/use-available-agents";
-import { useSystemBadgeCount } from "@/hooks/domains/system/use-system-badge-count";
+
 import { AgentLogo } from "@/components/agent-logo";
 import { getExecutorIcon } from "@/lib/executor-icons";
 import { getCapabilityWarning } from "@/lib/capability-warning";
@@ -173,10 +172,6 @@ function SystemSidebarSection({ pathname }: { pathname: string }) {
     { href: "/settings/system/licenses", label: "Licenses", Icon: IconScale },
   ];
   const isSystem = pathname.startsWith("/settings/system");
-  // Sum of non-info health issues + 1 when an update is available. Surfaced
-  // on the group row and the Status child entry so the user gets a hint
-  // without having to open System.
-  const badgeCount = useSystemBadgeCount();
   return (
     <SidebarMenuItem>
       <SidebarMenuButton asChild tooltip="System" isActive={isSystem}>
@@ -185,9 +180,6 @@ function SystemSidebarSection({ pathname }: { pathname: string }) {
           <span>System</span>
         </Link>
       </SidebarMenuButton>
-      {badgeCount > 0 && (
-        <SidebarMenuBadge data-testid="system-sidebar-badge">{badgeCount}</SidebarMenuBadge>
-      )}
       <SidebarMenuSub className="ml-3 mt-1">
         {items.map(({ href, label, Icon }) => (
           <SidebarMenuSubItem key={href}>
@@ -197,11 +189,6 @@ function SystemSidebarSection({ pathname }: { pathname: string }) {
                 <span>{label}</span>
               </Link>
             </SidebarMenuSubButton>
-            {href === "/settings/system/status" && badgeCount > 0 && (
-              <SidebarMenuBadge data-testid="system-sidebar-status-badge">
-                {badgeCount}
-              </SidebarMenuBadge>
-            )}
           </SidebarMenuSubItem>
         ))}
       </SidebarMenuSub>
diff --git a/apps/web/components/settings/settings-layout-client.tsx b/apps/web/components/settings/settings-layout-client.tsx
index bac428d4db..f4e98be1c2 100644
--- a/apps/web/components/settings/settings-layout-client.tsx
+++ b/apps/web/components/settings/settings-layout-client.tsx
@@ -42,18 +42,41 @@ function deriveCurrentPageLabel(pathname: string): string | null {
   return null;
 }
 
+// Build the intermediate breadcrumb crumbs between the back link and the
+// current page title. For workspace-scoped automation pages, inject an
+// "Automations" crumb so the breadcrumb reads e.g.
+// Home > Settings > Automations > New.
+function deriveParents(pathname: string): Array<{ label: string; href: string }> {
+  const segments = pathname.split("/").filter(Boolean);
+  if (segments.length <= 1) return [];
+
+  const parents: Array<{ label: string; href: string }> = [
+    { label: "Settings", href: "/settings" },
+  ];
+
+  const automationsMatch = pathname.match(
+    /^\/settings\/workspace\/([^/]+)\/automations(?:\/(.+))?/,
+  );
+  if (automationsMatch && automationsMatch[2]) {
+    // Only inject the Automations crumb when we're on a sub-page (new or
+    // edit), not on the listing page itself — the listing page title is
+    // already "Automations".
+    parents.push({
+      label: "Automations",
+      href: `/settings/workspace/${automationsMatch[1]}/automations`,
+    });
+  }
+
+  return parents;
+}
+
 export function SettingsLayoutClient({ children }: { children: React.ReactNode }) {
   const pathname = usePathname();
   const isAgentDetail = pathname.startsWith("/settings/agents/") && pathname !== "/settings/agents";
 
   if (isAgentDetail) {
     return (
-      <SettingsShell
-        title="Agent"
-        backHref="/settings/agents"
-        backLabel="Agents"
-        parent={undefined}
-      >
+      <SettingsShell title="Agent" backHref="/settings/agents" backLabel="Agents" parents={[]}>
         {children}
       </SettingsShell>
     );
@@ -61,10 +84,10 @@ export function SettingsLayoutClient({ children }: { children: React.ReactNode }
 
   const pageLabel = deriveCurrentPageLabel(pathname);
   const title = pageLabel ?? "Settings";
-  const parent = pageLabel ? { label: "Settings", href: "/settings" } : undefined;
+  const parents = deriveParents(pathname);
 
   return (
-    <SettingsShell title={title} backHref="/" backLabel="Kandev" parent={parent}>
+    <SettingsShell title={title} backHref="/" backLabel="Kandev" parents={parents}>
       {children}
     </SettingsShell>
   );
@@ -74,13 +97,13 @@ function SettingsShell({
   title,
   backHref,
   backLabel,
-  parent,
+  parents,
   children,
 }: {
   title: string;
   backHref: string;
   backLabel: string;
-  parent: { label: string; href: string } | undefined;
+  parents: Array<{ label: string; href: string }>;
   children: React.ReactNode;
 }) {
   return (
@@ -92,7 +115,7 @@ function SettingsShell({
             title={title}
             backHref={backHref}
             backLabel={backLabel}
-            parent={parent}
+            parents={parents}
             className="h-16 border-b-0"
             leading={<SidebarTrigger size="lg" className="md:hidden h-10 w-10 cursor-pointer" />}
           />