diff --git a/ui/src/components/Sidebar.test.tsx b/ui/src/components/Sidebar.test.tsx
index f41ab5b40a0..01308192484 100644
--- a/ui/src/components/Sidebar.test.tsx
+++ b/ui/src/components/Sidebar.test.tsx
@@ -67,7 +67,9 @@ vi.mock("../hooks/useInboxBadge", () => ({
 }));
 
 vi.mock("@/plugins/slots", () => ({
-  PluginSlotOutlet: () => null,
+  PluginSlotOutlet: ({ slotTypes }: { slotTypes: string[] }) => (
+    <div data-plugin-slot-types={slotTypes.join(",")}>Plugin slot outlet</div>
+  ),
 }));
 
 vi.mock("@/plugins/launchers", () => ({
@@ -162,6 +164,28 @@ describe("Sidebar", () => {
     });
   });
 
+  it("renders plugin sidebar slots in Work below Workspaces", async () => {
+    mockInstanceSettingsApi.getExperimental.mockResolvedValue({ enableIsolatedWorkspaces: true });
+    const root = await renderSidebar();
+
+    const sidebarSlot = [...container.querySelectorAll("nav [data-plugin-slot-types]")]
+      .find((node) => node.getAttribute("data-plugin-slot-types") === "sidebar");
+    expect(sidebarSlot?.textContent).toContain("Plugin slot outlet");
+    const workSectionContainer = sidebarSlot?.parentElement?.parentElement;
+    const workText = workSectionContainer?.textContent ?? "";
+    expect(workText).toContain("Work");
+    expect(workText).toContain("Workspaces");
+    expect(workText.indexOf("Workspaces")).toBeLessThan(workText.indexOf("Plugin slot outlet"));
+
+    const primaryNavText = container.querySelector("nav > div:first-child")?.textContent ?? "";
+    expect(primaryNavText).toContain("Inbox");
+    expect(primaryNavText).not.toContain("Plugin slot outlet");
+
+    await act(async () => {
+      root.unmount();
+    });
+  });
+
   it("does not flash the Workspaces link while experimental settings are loading", async () => {
     mockInstanceSettingsApi.getExperimental.mockImplementation(() => new Promise(() => {}));
     const root = await renderSidebar();
diff --git a/ui/src/components/Sidebar.tsx b/ui/src/components/Sidebar.tsx
index 210976c531e..bce1f64aecf 100644
--- a/ui/src/components/Sidebar.tsx
+++ b/ui/src/components/Sidebar.tsx
@@ -91,6 +91,15 @@ export function Sidebar() {
             badgeTone={inboxBadge.failedRuns > 0 ? "danger" : "default"}
             alert={inboxBadge.failedRuns > 0}
           />
+        </div>
+
+        <SidebarSection label="Work">
+          <SidebarNavItem to="/issues" label="Issues" icon={CircleDot} />
+          <SidebarNavItem to="/routines" label="Routines" icon={Repeat} />
+          <SidebarNavItem to="/goals" label="Goals" icon={Target} />
+          {showWorkspacesLink ? (
+            <SidebarNavItem to="/workspaces" label="Workspaces" icon={GitBranch} />
+          ) : null}
           <PluginSlotOutlet
             slotTypes={["sidebar"]}
             context={pluginContext}
@@ -98,21 +107,12 @@ export function Sidebar() {
             itemClassName="text-[13px] font-medium"
             missingBehavior="placeholder"
           />
-        </div>
-
-        <SidebarSection label="Work">
-          <SidebarNavItem to="/issues" label="Issues" icon={CircleDot} />
-          <SidebarNavItem to="/routines" label="Routines" icon={Repeat} />
           <PluginLauncherOutlet
             placementZones={["sidebar"]}
             context={pluginContext}
             className="flex flex-col gap-0.5"
             itemClassName="text-[13px] font-medium"
           />
-          <SidebarNavItem to="/goals" label="Goals" icon={Target} />
-          {showWorkspacesLink ? (
-            <SidebarNavItem to="/workspaces" label="Workspaces" icon={GitBranch} />
-          ) : null}
         </SidebarSection>
 
         <SidebarProjects />