diff --git a/src/features/workspace/components/__tests__/archive-workspace.test.tsx b/src/features/workspace/components/__tests__/archive-workspace.test.tsx
index a66c1417..f27d6183 100644
--- a/src/features/workspace/components/__tests__/archive-workspace.test.tsx
+++ b/src/features/workspace/components/__tests__/archive-workspace.test.tsx
@@ -2,13 +2,16 @@ import { render } from "@/lib/test-utils";
 import { ArchiveWorkspace } from "../archive-workspace";
 import userEvent from "@testing-library/user-event";
 import { waitFor } from "@testing-library/react";
+import { server } from "@/mocks/msw/node";
+import { http, HttpResponse } from "msw";
 
 test("has correct buttons when not archived", async () => {
-  const { getByRole } = render(
+  const { getByRole, queryByRole } = render(
     <ArchiveWorkspace isArchived={false} workspaceName="foo-bar" />,
   );
 
   expect(getByRole("button", { name: /archive/i })).toBeVisible();
+  expect(queryByRole("button", { name: /contextual help/i })).toBe(null);
 });
 
 test("has correct buttons when archived", async () => {
@@ -60,3 +63,38 @@ test("can permanently delete archived workspace", async () => {
     expect(getByText(/permanently deleted "foo-bar" workspace/i)).toBeVisible();
   });
 });
+
+test("can't archive active workspace", async () => {
+  server.use(
+    http.get("*/api/v1/workspaces/active", () =>
+      HttpResponse.json({
+        workspaces: [
+          {
+            name: "foo",
+            is_active: true,
+            last_updated: new Date(Date.now()).toISOString(),
+          },
+        ],
+      }),
+    ),
+  );
+  const { getByRole } = render(
+    <ArchiveWorkspace workspaceName="foo" isArchived={false} />,
+  );
+
+  await waitFor(() => {
+    expect(getByRole("button", { name: /archive/i })).toBeDisabled();
+    expect(getByRole("button", { name: /contextual help/i })).toBeVisible();
+  });
+});
+
+test("can't archive default workspace", async () => {
+  const { getByRole } = render(
+    <ArchiveWorkspace workspaceName="default" isArchived={false} />,
+  );
+
+  await waitFor(() => {
+    expect(getByRole("button", { name: /archive/i })).toBeDisabled();
+    expect(getByRole("button", { name: /contextual help/i })).toBeVisible();
+  });
+});
diff --git a/src/features/workspace/components/__tests__/workspace-name.test.tsx b/src/features/workspace/components/__tests__/workspace-name.test.tsx
index 2d1ba447..d92b25b4 100644
--- a/src/features/workspace/components/__tests__/workspace-name.test.tsx
+++ b/src/features/workspace/components/__tests__/workspace-name.test.tsx
@@ -2,6 +2,8 @@ import { test, expect } from "vitest";
 import { WorkspaceName } from "../workspace-name";
 import { render, waitFor } from "@/lib/test-utils";
 import userEvent from "@testing-library/user-event";
+import { server } from "@/mocks/msw/node";
+import { http, HttpResponse } from "msw";
 
 test("can rename workspace", async () => {
   const { getByRole, getByText } = render(
@@ -29,3 +31,34 @@ test("can't rename archived workspace", async () => {
   expect(getByRole("textbox", { name: /workspace name/i })).toBeDisabled();
   expect(getByRole("button", { name: /save/i })).toBeDisabled();
 });
+
+test("can't rename active workspace", async () => {
+  server.use(
+    http.get("*/api/v1/workspaces/active", () =>
+      HttpResponse.json({
+        workspaces: [
+          {
+            name: "foo",
+            is_active: true,
+            last_updated: new Date(Date.now()).toISOString(),
+          },
+        ],
+      }),
+    ),
+  );
+  const { getByRole } = render(
+    <WorkspaceName workspaceName="foo" isArchived={true} />,
+  );
+
+  expect(getByRole("textbox", { name: /workspace name/i })).toBeDisabled();
+  expect(getByRole("button", { name: /save/i })).toBeDisabled();
+});
+
+test("can't rename default workspace", async () => {
+  const { getByRole } = render(
+    <WorkspaceName workspaceName="foo" isArchived={true} />,
+  );
+
+  expect(getByRole("textbox", { name: /workspace name/i })).toBeDisabled();
+  expect(getByRole("button", { name: /save/i })).toBeDisabled();
+});
diff --git a/src/features/workspace/components/archive-workspace.tsx b/src/features/workspace/components/archive-workspace.tsx
index a599f847..aedb2fbf 100644
--- a/src/features/workspace/components/archive-workspace.tsx
+++ b/src/features/workspace/components/archive-workspace.tsx
@@ -1,15 +1,62 @@
-import { Card, CardBody, Button, Text } from "@stacklok/ui-kit";
+import {
+  Card,
+  CardBody,
+  Button,
+  Text,
+  TooltipTrigger,
+  Tooltip,
+  TooltipInfoButton,
+} from "@stacklok/ui-kit";
 import { twMerge } from "tailwind-merge";
 import { useRestoreWorkspaceButton } from "../hooks/use-restore-workspace-button";
 import { useArchiveWorkspaceButton } from "../hooks/use-archive-workspace-button";
 import { useConfirmHardDeleteWorkspace } from "../hooks/use-confirm-hard-delete-workspace";
 import { useNavigate } from "react-router-dom";
 import { hrefs } from "@/lib/hrefs";
+import { useActiveWorkspaceName } from "../hooks/use-active-workspace-name";
+
+function getContextualText({
+  activeWorkspaceName,
+  workspaceName,
+}: {
+  workspaceName: string;
+  activeWorkspaceName: string;
+}) {
+  if (workspaceName === activeWorkspaceName) {
+    return "Cannot archive the active workspace";
+  }
+  if (workspaceName === "default") {
+    return "Cannot archive the default workspace";
+  }
+  return null;
+}
+
+// NOTE: You can't show a tooltip on a disabled button
+// React Aria's recommended approach is https://spectrum.adobe.com/page/contextual-help/
+function ContextualHelp({ workspaceName }: { workspaceName: string }) {
+  const { data: activeWorkspaceName } = useActiveWorkspaceName();
+  if (!activeWorkspaceName) return null;
+
+  const text = getContextualText({ activeWorkspaceName, workspaceName });
+  if (!text) return null;
+
+  return (
+    <TooltipTrigger delay={0}>
+      <TooltipInfoButton aria-label="Contextual help" />
+      <Tooltip>{text}</Tooltip>
+    </TooltipTrigger>
+  );
+}
 
 const ButtonsUnarchived = ({ workspaceName }: { workspaceName: string }) => {
   const archiveButtonProps = useArchiveWorkspaceButton({ workspaceName });
 
-  return <Button {...archiveButtonProps} />;
+  return (
+    <div className="flex gap-2 items-center">
+      <Button {...archiveButtonProps} />
+      <ContextualHelp workspaceName={workspaceName} />
+    </div>
+  );
 };
 
 const ButtonsArchived = ({ workspaceName }: { workspaceName: string }) => {
@@ -51,7 +98,7 @@ export function ArchiveWorkspace({
       <CardBody className="flex justify-between items-center">
         <div>
           <Text className="text-primary">Archive Workspace</Text>
-          <Text className="flex items-center text-secondary mb-0">
+          <Text className="flex items-center text-secondary mb-0 text-balance">
             Archiving this workspace removes it from the main workspaces list,
             though it can be restored if needed.
           </Text>
diff --git a/src/features/workspace/components/workspace-custom-instructions.tsx b/src/features/workspace/components/workspace-custom-instructions.tsx
index 2d878842..d2387a8b 100644
--- a/src/features/workspace/components/workspace-custom-instructions.tsx
+++ b/src/features/workspace/components/workspace-custom-instructions.tsx
@@ -186,8 +186,8 @@ export function WorkspaceCustomInstructions({
       <CardBody>
         <Text className="text-primary">Custom instructions</Text>
         <Text className="text-secondary mb-4">
-          Pass custom instructions to your LLM to augment it's behavior, and
-          save time & tokens.
+          Pass custom instructions to your LLM to augment its behavior, and save
+          time & tokens.
         </Text>
         <div className="border border-gray-200 rounded overflow-hidden">
           {isCustomInstructionsPending ? (
diff --git a/src/features/workspace/hooks/use-archive-workspace-button.tsx b/src/features/workspace/hooks/use-archive-workspace-button.tsx
index cc8e0ebe..e6782ed4 100644
--- a/src/features/workspace/hooks/use-archive-workspace-button.tsx
+++ b/src/features/workspace/hooks/use-archive-workspace-button.tsx
@@ -1,17 +1,22 @@
 import { Button } from "@stacklok/ui-kit";
 import { ComponentProps } from "react";
 import { useMutationArchiveWorkspace } from "@/features/workspace/hooks/use-mutation-archive-workspace";
+import { useActiveWorkspaceName } from "./use-active-workspace-name";
 
 export function useArchiveWorkspaceButton({
   workspaceName,
 }: {
   workspaceName: string;
 }): ComponentProps<typeof Button> {
+  const { data: activeWorkspaceName } = useActiveWorkspaceName();
   const { mutateAsync, isPending } = useMutationArchiveWorkspace();
 
   return {
     isPending,
-    isDisabled: isPending,
+    isDisabled:
+      isPending ||
+      workspaceName === activeWorkspaceName ||
+      workspaceName === "default",
     onPress: () => mutateAsync({ path: { workspace_name: workspaceName } }),
     isDestructive: true,
     children: "Archive",
diff --git a/src/features/workspace/hooks/use-confirm-hard-delete-workspace.tsx b/src/features/workspace/hooks/use-confirm-hard-delete-workspace.tsx
index 120eec16..74e6350a 100644
--- a/src/features/workspace/hooks/use-confirm-hard-delete-workspace.tsx
+++ b/src/features/workspace/hooks/use-confirm-hard-delete-workspace.tsx
@@ -11,10 +11,12 @@ export function useConfirmHardDeleteWorkspace() {
     async (...params: Parameters<typeof hardDeleteWorkspace>) => {
       const answer = await confirm(
         <>
-          <p>Are you sure you want to delete this workspace?</p>
+          <p className="mb-1">
+            Are you sure you want to permanently delete this workspace?
+          </p>
           <p>
-            You will lose any custom instructions, or other configuration.{" "}
-            <b>This action cannot be undone.</b>
+            You will lose all configuration and data associated with this
+            workspace, like prompt history or alerts.
           </p>
         </>,
         {