diff --git a/frontend/src/agents/ApiWriteAllowlist.test.tsx b/frontend/src/agents/ApiWriteAllowlist.test.tsx
index 2f292b64..b7458e23 100644
--- a/frontend/src/agents/ApiWriteAllowlist.test.tsx
+++ b/frontend/src/agents/ApiWriteAllowlist.test.tsx
@@ -98,7 +98,7 @@ describe('ApiWriteAllowlist', () => {
     const labels = Array.from(container.querySelectorAll('label')).map(
       (l) => l.textContent,
     );
-    expect(labels).toEqual(['Telegram: telegram_send_message']);
+    expect(labels).toEqual(['Telegram: Telegram send message']);
     expect(
       container
         .querySelector('button[role="checkbox"]')!
diff --git a/frontend/src/agents/ApiWriteAllowlist.tsx b/frontend/src/agents/ApiWriteAllowlist.tsx
index 97aaaa09..d08d0ff0 100644
--- a/frontend/src/agents/ApiWriteAllowlist.tsx
+++ b/frontend/src/agents/ApiWriteAllowlist.tsx
@@ -10,6 +10,7 @@ import { SectionHeader } from '../components/ui/section-header';
 import { showActionToast } from '../notifications/actionToastSlice';
 import { selectToken } from '../preferences/preferenceSlice';
 import type { Agent, AgentConfig } from './types';
+import { actionTitle } from '../connectors/i18n';
 
 type WriteAction = {
   entry: string;
@@ -148,7 +149,7 @@ export default function ApiWriteAllowlist({
                 <Label htmlFor={id} className="font-normal">
                   {t('modals.agentDetails.apiWrites.item', {
                     tool: item.tool,
-                    action: item.action,
+                    action: actionTitle(item.action),
                     interpolation: { escapeValue: false },
                   })}
                 </Label>
diff --git a/frontend/src/connectors/ToolPermissions.test.tsx b/frontend/src/connectors/ToolPermissions.test.tsx
new file mode 100644
index 00000000..6d02b363
--- /dev/null
+++ b/frontend/src/connectors/ToolPermissions.test.tsx
@@ -0,0 +1,136 @@
+import { configureStore } from '@reduxjs/toolkit';
+import { act } from 'react';
+import { createRoot, type Root } from 'react-dom/client';
+import { Provider } from 'react-redux';
+
+vi.mock('react-i18next', () => ({
+  useTranslation: () => ({
+    t: (key: string, opts?: Record<string, unknown>) =>
+      opts?.count !== undefined ? `${key}:${opts.count}` : key,
+  }),
+}));
+
+const connectors = vi.hoisted(() => ({ setToolPermissions: vi.fn() }));
+vi.mock('../api/services/connectorsService', () => ({ default: connectors }));
+
+import actionToastReducer from '../notifications/actionToastSlice';
+import ToolPermissions from './ToolPermissions';
+import type { ConnectionTool } from './types';
+
+Object.assign(globalThis, { IS_REACT_ACT_ENVIRONMENT: true });
+
+const action = (
+  name: string,
+  access: 'read' | 'write',
+  permission: 'always' | 'ask' | 'off',
+) => ({ name, access, permission, description: `Does ${name}.` });
+
+const tool = (actions: ReturnType<typeof action>[]): ConnectionTool =>
+  ({
+    id: 'tool-1',
+    name: 'mcp_tool',
+    display_name: 'Linear',
+    status: true,
+    credential_mode: 'owner',
+    actions,
+  }) as ConnectionTool;
+
+const MANY_READS = Array.from({ length: 8 }, (_, i) =>
+  action(`get_issue_${i}`, 'read', 'always'),
+);
+
+describe('ToolPermissions', () => {
+  let container: HTMLDivElement;
+  let root: Root;
+  const store = () =>
+    configureStore({
+      reducer: {
+        actionToast: actionToastReducer,
+        preference: (state = { token: null }) => state,
+      },
+    });
+
+  beforeEach(() => {
+    connectors.setToolPermissions.mockReset();
+    connectors.setToolPermissions.mockImplementation(async () => ({
+      success: true,
+      tool: tool([]),
+    }));
+    container = document.createElement('div');
+    document.body.appendChild(container);
+    root = createRoot(container);
+  });
+
+  afterEach(async () => {
+    await act(async () => root.unmount());
+    container.remove();
+  });
+
+  const render = async (value: ConnectionTool) => {
+    const s = store();
+    await act(async () => {
+      root.render(
+        <Provider store={s}>
+          <ToolPermissions connectionId="conn-1" tool={value} />
+        </Provider>,
+      );
+    });
+  };
+
+  const group = (access: 'read' | 'write') =>
+    container.querySelector<HTMLElement>(`[data-access="${access}"]`)!;
+  const choice = (access: 'read' | 'write', permission: string) =>
+    group(access).querySelector<HTMLButtonElement>(
+      `[data-permission="${permission}"]`,
+    )!;
+
+  it('sets every read at once', async () => {
+    await render(tool([...MANY_READS, action('create_issue', 'write', 'ask')]));
+    await act(async () => choice('read', 'ask').click());
+    expect(connectors.setToolPermissions).toHaveBeenCalledWith(
+      'conn-1',
+      'tool-1',
+      Object.fromEntries(MANY_READS.map((a) => [a.name, 'ask'])),
+      null,
+    );
+    expect(choice('read', 'ask').getAttribute('data-state')).toBe('on');
+    // Writes are untouched.
+    expect(choice('write', 'ask').getAttribute('data-state')).toBe('on');
+  });
+
+  it('shows no group choice when its actions differ', async () => {
+    await render(
+      tool([action('a', 'write', 'ask'), action('b', 'write', 'always')]),
+    );
+    for (const permission of ['always', 'ask', 'off'])
+      expect(choice('write', permission).getAttribute('data-state')).toBe(
+        'off',
+      );
+  });
+
+  it('keeps a long list folded, then lists actions in words with what they do', async () => {
+    await render(tool(MANY_READS));
+    expect(container.textContent).not.toContain('Get issue 0');
+    const customize = Array.from(container.querySelectorAll('button')).find(
+      (b) =>
+        b.textContent?.startsWith('settings.connectors.permission.customize'),
+    )!;
+    await act(async () => customize.click());
+    expect(container.textContent).toContain('Get issue 0');
+    expect(container.textContent).toContain('Does get_issue_0.');
+  });
+
+  it('follows the tool when its actions change', async () => {
+    await render(tool([action('old_one', 'read', 'always')]));
+    await render(tool([action('new_one', 'read', 'always')]));
+    expect(container.textContent).toContain('New one');
+    expect(container.textContent).not.toContain('Old one');
+  });
+
+  it('says what Ask first means outside chat', async () => {
+    await render(tool([action('create_issue', 'write', 'ask')]));
+    expect(container.textContent).toContain(
+      'settings.connectors.permission.hint',
+    );
+  });
+});
diff --git a/frontend/src/connectors/ToolPermissions.tsx b/frontend/src/connectors/ToolPermissions.tsx
index 6d386837..01c09ac7 100644
--- a/frontend/src/connectors/ToolPermissions.tsx
+++ b/frontend/src/connectors/ToolPermissions.tsx
@@ -1,8 +1,9 @@
-import { useState } from 'react';
+import { useEffect, useState } from 'react';
 import { useTranslation } from 'react-i18next';
 import { useDispatch, useSelector } from 'react-redux';
 
 import connectorsService from '../api/services/connectorsService';
+import { Button } from '../components/ui/button';
 import { Card } from '../components/ui/card';
 import { SectionHeader } from '../components/ui/section-header';
 import {
@@ -12,8 +13,11 @@ import {
   SelectTrigger,
   SelectValue,
 } from '../components/ui/select';
+import { ToggleGroup, ToggleGroupItem } from '../components/ui/toggle-group';
 import { showActionToast } from '../notifications/actionToastSlice';
 import { selectToken } from '../preferences/preferenceSlice';
+import { formatCount } from '../utils/dateTimeUtils';
+import { actionTitle } from './i18n';
 import type {
   ActionPermission,
   ConnectionTool,
@@ -22,10 +26,14 @@ import type {
 
 const PERMISSIONS: ActionPermission[] = ['always', 'ask', 'off'];
 
+/** Longer groups start folded to their one group choice. */
+const FOLD_AFTER = 5;
+
 /**
- * One tool's actions, grouped Read and Write, each with Always allow /
- * Needs approval / Off. Changes save immediately; a failed save puts the
- * previous choice back and says so.
+ * One tool's actions in two groups, what it looks up and what it does, each
+ * set at once to Allow / Ask first / Off; single actions can differ under
+ * Customize. Changes save immediately; a failed save puts the previous
+ * choices back and says so.
  */
 export default function ToolPermissions({
   connectionId,
@@ -45,15 +53,21 @@ export default function ToolPermissions({
   const dispatch = useDispatch();
   const token = useSelector(selectToken);
   const [actions, setActions] = useState<ConnectionToolAction[]>(tool.actions);
+  const [unfolded, setUnfolded] = useState<Record<string, boolean>>({});
+  // A refreshed tool brings its new list of actions.
+  useEffect(() => setActions(tool.actions), [tool.actions]);
 
-  const setPermission = (name: string, permission: ActionPermission) => {
+  const setPermissions = (changes: Record<string, ActionPermission>) => {
     const previous = actions;
-    const next = actions.map((action) =>
-      action.name === name ? { ...action, permission } : action,
+    setActions(
+      actions.map((action) =>
+        changes[action.name]
+          ? { ...action, permission: changes[action.name] }
+          : action,
+      ),
     );
-    setActions(next);
     connectorsService
-      .setToolPermissions(connectionId, tool.id, { [name]: permission }, token)
+      .setToolPermissions(connectionId, tool.id, changes, token)
       .then((data) => {
         if (!data?.success) throw new Error('save failed');
         onChange?.(data.tool);
@@ -78,54 +92,147 @@ export default function ToolPermissions({
 
   return (
     <Card variant={variant} padding="sm" className="gap-4">
-      {groups.map((group) => (
-        <div key={group.access} className="flex flex-col gap-2">
-          <SectionHeader
-            as="h4"
-            size="sm"
-            title={t(`settings.connectors.capability.${group.access}`)}
-          />
-          <ul className="flex flex-col gap-2">
-            {group.actions.map((action) => (
-              <li
-                key={action.name}
-                className="flex items-center justify-between gap-3"
-              >
-                <span
-                  className="text-foreground min-w-0 truncate font-mono text-xs"
-                  title={action.description || action.name}
-                >
-                  {action.name}
-                </span>
-                <Select
-                  value={action.permission}
+      {groups.map((group) => {
+        const title = t(`settings.connectors.capabilityPlain.${group.access}`);
+        const first = group.actions[0].permission;
+        // One choice for the group when its actions agree; none when mixed.
+        const common = group.actions.every(
+          (action) => action.permission === first,
+        )
+          ? first
+          : '';
+        const foldable = group.actions.length > FOLD_AFTER;
+        const open = !foldable || unfolded[group.access];
+        return (
+          <div
+            key={group.access}
+            data-access={group.access}
+            className="flex flex-col gap-2"
+          >
+            <div className="flex flex-wrap items-center justify-between gap-2">
+              <SectionHeader
+                as="h4"
+                size="sm"
+                title={title}
+                description={t('settings.connectors.permission.actionCount', {
+                  count: group.actions.length,
+                  formatted: formatCount(group.actions.length),
+                })}
+              />
+              <div className="bg-muted rounded-full p-1">
+                <ToggleGroup
+                  type="single"
+                  size="xs"
+                  value={common}
                   disabled={readOnly}
+                  aria-label={t('settings.connectors.permission.groupLabel', {
+                    group: title,
+                  })}
                   onValueChange={(value) =>
-                    setPermission(action.name, value as ActionPermission)
+                    value &&
+                    setPermissions(
+                      Object.fromEntries(
+                        group.actions.map((action) => [
+                          action.name,
+                          value as ActionPermission,
+                        ]),
+                      ),
+                    )
                   }
                 >
-                  <SelectTrigger
-                    size="sm"
-                    className="w-40 shrink-0"
-                    aria-label={t('settings.connectors.permission.label', {
-                      action: action.name,
+                  {PERMISSIONS.map((permission) => (
+                    <ToggleGroupItem
+                      key={permission}
+                      value={permission}
+                      data-permission={permission}
+                    >
+                      {t(`settings.connectors.permission.${permission}`)}
+                    </ToggleGroupItem>
+                  ))}
+                </ToggleGroup>
+              </div>
+            </div>
+            {foldable && (
+              <Button
+                type="button"
+                variant="link"
+                size="inline"
+                className="self-start"
+                aria-expanded={open}
+                onClick={() =>
+                  setUnfolded((state) => ({
+                    ...state,
+                    [group.access]: !open,
+                  }))
+                }
+              >
+                {open
+                  ? t('settings.connectors.permission.fold')
+                  : t('settings.connectors.permission.customize', {
+                      count: group.actions.length,
+                      formatted: formatCount(group.actions.length),
                     })}
+              </Button>
+            )}
+            {open && (
+              <ul className="flex flex-col gap-3">
+                {group.actions.map((action) => (
+                  <li
+                    key={action.name}
+                    className="flex items-start justify-between gap-3"
                   >
-                    <SelectValue />
-                  </SelectTrigger>
-                  <SelectContent>
-                    {PERMISSIONS.map((permission) => (
-                      <SelectItem key={permission} value={permission}>
-                        {t(`settings.connectors.permission.${permission}`)}
-                      </SelectItem>
-                    ))}
-                  </SelectContent>
-                </Select>
-              </li>
-            ))}
-          </ul>
-        </div>
-      ))}
+                    <div className="min-w-0">
+                      <p
+                        className="text-foreground truncate text-sm"
+                        title={action.name}
+                      >
+                        {actionTitle(action.name)}
+                      </p>
+                      {action.description && (
+                        <p
+                          className="text-muted-foreground line-clamp-2 text-xs"
+                          title={action.description}
+                        >
+                          {action.description}
+                        </p>
+                      )}
+                    </div>
+                    <Select
+                      value={action.permission}
+                      disabled={readOnly}
+                      onValueChange={(value) =>
+                        setPermissions({
+                          [action.name]: value as ActionPermission,
+                        })
+                      }
+                    >
+                      <SelectTrigger
+                        size="sm"
+                        className="w-32 shrink-0"
+                        aria-label={t('settings.connectors.permission.label', {
+                          action: actionTitle(action.name),
+                        })}
+                      >
+                        <SelectValue />
+                      </SelectTrigger>
+                      <SelectContent>
+                        {PERMISSIONS.map((permission) => (
+                          <SelectItem key={permission} value={permission}>
+                            {t(`settings.connectors.permission.${permission}`)}
+                          </SelectItem>
+                        ))}
+                      </SelectContent>
+                    </Select>
+                  </li>
+                ))}
+              </ul>
+            )}
+          </div>
+        );
+      })}
+      <p className="text-muted-foreground text-xs">
+        {t('settings.connectors.permission.hint')}
+      </p>
     </Card>
   );
 }
diff --git a/frontend/src/connectors/i18n.ts b/frontend/src/connectors/i18n.ts
index a1cf2f52..057a8178 100644
--- a/frontend/src/connectors/i18n.ts
+++ b/frontend/src/connectors/i18n.ts
@@ -17,6 +17,12 @@ export const connectorDescription = (
     defaultValue: connector.description,
   });
 
+/** An action's name in words: `get_triage_responsibility` → "Get triage responsibility". */
+export const actionTitle = (name: string) => {
+  const words = name.replace(/[_-]+/g, ' ').trim();
+  return words.charAt(0).toUpperCase() + words.slice(1);
+};
+
 /** The connector's name; only the two custom kinds have translated names. */
 export const connectorName = (
   t: TFunction,