diff --git a/res/values/strings.xml b/res/values/strings.xml
index 1f3ba2a5b3c..fbb8b27ab2e 100644
--- a/res/values/strings.xml
+++ b/res/values/strings.xml
@@ -258,8 +258,10 @@
 
     <!-- Title for stylus device details page [CHAR LIMIT=50] -->
     <string name="stylus_device_details_title">Stylus</string>
-    <!-- Preference title for setting the default note taking app [CHAR LIMIT=none] -->
-    <string name="stylus_default_notes_app">Default notes app</string>
+    <!-- Preference title for setting the app that opens when stylus button is pressed [CHAR LIMIT=none] -->
+    <string name="stylus_default_notes_app">Tail button press</string>
+    <!-- Summary for the app that opens when tail button is pressed, if set to a work profile app [CHAR LIMIT=none] -->
+    <string name="stylus_default_notes_summary_work"><xliff:g id="app_name" example="WhatsApp">%s</xliff:g> (Work profile)</string>
     <!-- Preference title for toggling whether handwriting in textfields is enabled [CHAR LIMIT=none] -->
     <string name="stylus_textfield_handwriting">Write in text fields</string>
     <!-- Preference title for toggling whether stylus button presses are ignored [CHAR LIMIT=none] -->
diff --git a/src/com/android/settings/connecteddevice/stylus/StylusDevicesController.java b/src/com/android/settings/connecteddevice/stylus/StylusDevicesController.java
index c93a1c6e659..e821966f428 100644
--- a/src/com/android/settings/connecteddevice/stylus/StylusDevicesController.java
+++ b/src/com/android/settings/connecteddevice/stylus/StylusDevicesController.java
@@ -16,12 +16,17 @@
 
 package com.android.settings.connecteddevice.stylus;
 
+import android.app.Dialog;
 import android.app.role.RoleManager;
 import android.bluetooth.BluetoothDevice;
 import android.content.Context;
 import android.content.Intent;
 import android.content.pm.ApplicationInfo;
 import android.content.pm.PackageManager;
+import android.content.pm.UserInfo;
+import android.os.Process;
+import android.os.UserHandle;
+import android.os.UserManager;
 import android.provider.Settings;
 import android.provider.Settings.Secure;
 import android.text.TextUtils;
@@ -38,6 +43,8 @@ import androidx.preference.PreferenceScreen;
 import androidx.preference.SwitchPreference;
 
 import com.android.settings.R;
+import com.android.settings.dashboard.profileselector.ProfileSelectDialog;
+import com.android.settings.dashboard.profileselector.UserAdapter;
 import com.android.settingslib.bluetooth.BluetoothUtils;
 import com.android.settingslib.bluetooth.CachedBluetoothDevice;
 import com.android.settingslib.core.AbstractPreferenceController;
@@ -45,6 +52,7 @@ import com.android.settingslib.core.lifecycle.Lifecycle;
 import com.android.settingslib.core.lifecycle.LifecycleObserver;
 import com.android.settingslib.core.lifecycle.events.OnResume;
 
+import java.util.ArrayList;
 import java.util.List;
 
 /**
@@ -73,6 +81,9 @@ public class StylusDevicesController extends AbstractPreferenceController implem
     @VisibleForTesting
     PreferenceCategory mPreferencesContainer;
 
+    @VisibleForTesting
+    Dialog mDialog;
+
     public StylusDevicesController(Context context, InputDevice inputDevice,
             CachedBluetoothDevice cachedBluetoothDevice, Lifecycle lifecycle) {
         super(context);
@@ -100,8 +111,8 @@ public class StylusDevicesController extends AbstractPreferenceController implem
         pref.setOnPreferenceClickListener(this);
         pref.setEnabled(true);
 
-        List<String> roleHolders = rm.getRoleHoldersAsUser(RoleManager.ROLE_NOTES,
-                mContext.getUser());
+        UserHandle user = getDefaultNoteTaskProfile();
+        List<String> roleHolders = rm.getRoleHoldersAsUser(RoleManager.ROLE_NOTES, user);
         if (roleHolders.isEmpty()) {
             pref.setSummary(R.string.default_app_none);
             return pref;
@@ -117,7 +128,13 @@ public class StylusDevicesController extends AbstractPreferenceController implem
         } catch (PackageManager.NameNotFoundException e) {
             Log.e(TAG, "Notes role package not found.");
         }
-        pref.setSummary(appName);
+
+        if (mContext.getSystemService(UserManager.class).isManagedProfile(user.getIdentifier())) {
+            pref.setSummary(
+                    mContext.getString(R.string.stylus_default_notes_summary_work, appName));
+        } else {
+            pref.setSummary(appName);
+        }
         return pref;
     }
 
@@ -155,7 +172,13 @@ public class StylusDevicesController extends AbstractPreferenceController implem
                 String packageName = pm.getPermissionControllerPackageName();
                 Intent intent = new Intent(Intent.ACTION_MANAGE_DEFAULT_APP).setPackage(
                         packageName).putExtra(Intent.EXTRA_ROLE_NAME, RoleManager.ROLE_NOTES);
-                mContext.startActivity(intent);
+
+                List<UserHandle> users = getUserAndManagedProfiles();
+                if (users.size() <= 1) {
+                    mContext.startActivity(intent);
+                } else {
+                    createAndShowProfileSelectDialog(intent, users);
+                }
                 break;
             case KEY_HANDWRITING:
                 Settings.Secure.putInt(mContext.getContentResolver(),
@@ -229,6 +252,55 @@ public class StylusDevicesController extends AbstractPreferenceController implem
         return inputMethod != null && inputMethod.supportsStylusHandwriting();
     }
 
+    private List<UserHandle> getUserAndManagedProfiles() {
+        UserManager um = mContext.getSystemService(UserManager.class);
+        final ArrayList<UserHandle> userManagedProfiles = new ArrayList<>();
+        // Add the current user, then add all the associated managed profiles.
+        final UserHandle currentUser = Process.myUserHandle();
+        userManagedProfiles.add(currentUser);
+
+        final List<UserInfo> userInfos = um.getUsers();
+        for (UserInfo info : userInfos) {
+            if (um.isManagedProfile(info.id)
+                    && um.getProfileParent(info.id).id == currentUser.getIdentifier()) {
+                userManagedProfiles.add(UserHandle.of(info.id));
+            }
+        }
+        return userManagedProfiles;
+    }
+
+    private UserHandle getDefaultNoteTaskProfile() {
+        final int userId = Secure.getInt(
+                mContext.getContentResolver(),
+                Secure.DEFAULT_NOTE_TASK_PROFILE,
+                UserHandle.myUserId());
+        return UserHandle.of(userId);
+    }
+
+    @VisibleForTesting
+    UserAdapter.OnClickListener createProfileDialogClickCallback(
+            Intent intent, List<UserHandle> users) {
+        // TODO(b/281659827): improve UX flow for when activity is cancelled
+        return (int position) -> {
+            intent.putExtra(Intent.EXTRA_USER, users.get(position));
+
+            Secure.putInt(mContext.getContentResolver(),
+                    Secure.DEFAULT_NOTE_TASK_PROFILE,
+                    users.get(position).getIdentifier());
+            mContext.startActivity(intent);
+
+            mDialog.dismiss();
+        };
+    }
+
+    private void createAndShowProfileSelectDialog(Intent intent, List<UserHandle> users) {
+        mDialog = ProfileSelectDialog.createDialog(
+                mContext,
+                users,
+                createProfileDialogClickCallback(intent, users));
+        mDialog.show();
+    }
+
     /**
      * Identifies whether a device is a stylus using the associated {@link InputDevice} or
      * {@link CachedBluetoothDevice}.
diff --git a/tests/robotests/src/com/android/settings/connecteddevice/stylus/StylusDevicesControllerTest.java b/tests/robotests/src/com/android/settings/connecteddevice/stylus/StylusDevicesControllerTest.java
index f4fa397e3d4..7fa6236b197 100644
--- a/tests/robotests/src/com/android/settings/connecteddevice/stylus/StylusDevicesControllerTest.java
+++ b/tests/robotests/src/com/android/settings/connecteddevice/stylus/StylusDevicesControllerTest.java
@@ -18,6 +18,10 @@ package com.android.settings.connecteddevice.stylus;
 
 import static com.google.common.truth.Truth.assertThat;
 
+import static org.junit.Assert.assertEquals;
+import static org.junit.Assert.assertNull;
+import static org.junit.Assert.assertTrue;
+import static org.mockito.ArgumentMatchers.anyInt;
 import static org.mockito.ArgumentMatchers.eq;
 import static org.mockito.Mockito.any;
 import static org.mockito.Mockito.doNothing;
@@ -27,13 +31,17 @@ import static org.mockito.Mockito.times;
 import static org.mockito.Mockito.verify;
 import static org.mockito.Mockito.when;
 
+import android.app.Dialog;
 import android.app.role.RoleManager;
 import android.bluetooth.BluetoothDevice;
 import android.content.Context;
 import android.content.Intent;
 import android.content.pm.ApplicationInfo;
 import android.content.pm.PackageManager;
+import android.content.pm.UserInfo;
+import android.os.Process;
 import android.os.UserHandle;
+import android.os.UserManager;
 import android.provider.Settings;
 import android.provider.Settings.Secure;
 import android.view.InputDevice;
@@ -48,6 +56,7 @@ import androidx.preference.SwitchPreference;
 import androidx.test.core.app.ApplicationProvider;
 
 import com.android.settings.R;
+import com.android.settings.dashboard.profileselector.UserAdapter;
 import com.android.settingslib.bluetooth.CachedBluetoothDevice;
 import com.android.settingslib.core.lifecycle.Lifecycle;
 
@@ -59,7 +68,9 @@ import org.mockito.Mock;
 import org.mockito.MockitoAnnotations;
 import org.robolectric.RobolectricTestRunner;
 
+import java.util.Arrays;
 import java.util.Collections;
+import java.util.List;
 
 @RunWith(RobolectricTestRunner.class)
 public class StylusDevicesControllerTest {
@@ -79,6 +90,8 @@ public class StylusDevicesControllerTest {
     @Mock
     private PackageManager mPm;
     @Mock
+    private UserManager mUserManager;
+    @Mock
     private RoleManager mRm;
     @Mock
     private Lifecycle mLifecycle;
@@ -87,7 +100,6 @@ public class StylusDevicesControllerTest {
     @Mock
     private BluetoothDevice mBluetoothDevice;
 
-
     @Before
     public void setUp() throws Exception {
         MockitoAnnotations.initMocks(this);
@@ -101,6 +113,7 @@ public class StylusDevicesControllerTest {
 
         when(mContext.getSystemService(InputMethodManager.class)).thenReturn(mImm);
         when(mContext.getSystemService(RoleManager.class)).thenReturn(mRm);
+        when(mContext.getSystemService(UserManager.class)).thenReturn(mUserManager);
         doNothing().when(mContext).startActivity(any());
 
         when(mImm.getCurrentInputMethodInfo()).thenReturn(mInputMethodInfo);
@@ -115,6 +128,8 @@ public class StylusDevicesControllerTest {
         when(mPm.getApplicationInfo(eq(NOTES_PACKAGE_NAME),
                 any(PackageManager.ApplicationInfoFlags.class))).thenReturn(new ApplicationInfo());
         when(mPm.getApplicationLabel(any(ApplicationInfo.class))).thenReturn(NOTES_APP_LABEL);
+        when(mUserManager.getUsers()).thenReturn(Arrays.asList(new UserInfo(0, "default", 0)));
+        when(mUserManager.isManagedProfile(anyInt())).thenReturn(false);
 
         when(mCachedBluetoothDevice.getDevice()).thenReturn(mBluetoothDevice);
 
@@ -228,21 +243,35 @@ public class StylusDevicesControllerTest {
         when(mInputMethodInfo.supportsStylusHandwriting()).thenReturn(false);
 
         showScreen(mController);
-        Preference handwritingPref = mPreferenceContainer.getPreference(1);
 
+        Preference handwritingPref = mPreferenceContainer.getPreference(1);
         assertThat(handwritingPref.isVisible()).isFalse();
     }
 
     @Test
-    public void defaultNotesPreference_showsNotesRoleApp() {
+    public void defaultNotesPreference_singleUser_showsNotesRoleApp() {
         showScreen(mController);
-        Preference defaultNotesPref = mPreferenceContainer.getPreference(0);
 
+        Preference defaultNotesPref = mPreferenceContainer.getPreference(0);
         assertThat(defaultNotesPref.getTitle().toString()).isEqualTo(
                 mContext.getString(R.string.stylus_default_notes_app));
         assertThat(defaultNotesPref.getSummary().toString()).isEqualTo(NOTES_APP_LABEL.toString());
     }
 
+    @Test
+    public void defaultNotesPreference_workProfileUser_showsWorkNotesRoleApp() {
+        when(mUserManager.isManagedProfile(0)).thenReturn(true);
+
+        showScreen(mController);
+
+        Preference defaultNotesPref = mPreferenceContainer.getPreference(0);
+        assertThat(defaultNotesPref.getTitle().toString()).isEqualTo(
+                mContext.getString(R.string.stylus_default_notes_app));
+        assertThat(defaultNotesPref.getSummary().toString()).isEqualTo(
+                mContext.getString(R.string.stylus_default_notes_summary_work,
+                        NOTES_APP_LABEL.toString()));
+    }
+
     @Test
     public void defaultNotesPreference_roleHolderChanges_updatesPreference() {
         showScreen(mController);
@@ -267,7 +296,7 @@ public class StylusDevicesControllerTest {
     }
 
     @Test
-    public void defaultNotesPreferenceClick_sendsManageDefaultRoleIntent() {
+    public void defaultNotesPreferenceClick_singleUser_sendsManageDefaultRoleIntent() {
         final String permissionPackageName = "permissions.package";
         when(mPm.getPermissionControllerPackageName()).thenReturn(permissionPackageName);
         final ArgumentCaptor<Intent> captor = ArgumentCaptor.forClass(Intent.class);
@@ -282,6 +311,46 @@ public class StylusDevicesControllerTest {
         assertThat(intent.getPackage()).isEqualTo(permissionPackageName);
         assertThat(intent.getStringExtra(Intent.EXTRA_ROLE_NAME)).isEqualTo(
                 RoleManager.ROLE_NOTES);
+        assertNull(mController.mDialog);
+    }
+
+    @Test
+    public void defaultNotesPreferenceClick_multiUser_showsProfileSelectorDialog() {
+        mContext.setTheme(R.style.Theme_AppCompat);
+        final String permissionPackageName = "permissions.package";
+        final UserHandle currentUser = Process.myUserHandle();
+        List<UserInfo> userInfos = Arrays.asList(
+                new UserInfo(currentUser.getIdentifier(), "current", 0),
+                new UserInfo(1, "profile", UserInfo.FLAG_PROFILE)
+        );
+        when(mUserManager.getUsers()).thenReturn(userInfos);
+        when(mUserManager.isManagedProfile(1)).thenReturn(true);
+        when(mUserManager.getUserInfo(currentUser.getIdentifier())).thenReturn(userInfos.get(0));
+        when(mUserManager.getUserInfo(1)).thenReturn(userInfos.get(1));
+        when(mUserManager.getProfileParent(1)).thenReturn(userInfos.get(0));
+        when(mPm.getPermissionControllerPackageName()).thenReturn(permissionPackageName);
+
+        showScreen(mController);
+        Preference defaultNotesPref = mPreferenceContainer.getPreference(0);
+        mController.onPreferenceClick(defaultNotesPref);
+
+        assertTrue(mController.mDialog.isShowing());
+    }
+
+    @Test
+    public void profileSelectDialogClickCallback_onClick_sendsIntent() {
+        Intent intent = new Intent();
+        UserHandle user1 = mock(UserHandle.class);
+        UserHandle user2 = mock(UserHandle.class);
+        List<UserHandle> users = Arrays.asList(new UserHandle[] {user1, user2});
+        mController.mDialog = mock(Dialog.class);
+        UserAdapter.OnClickListener callback = mController
+                .createProfileDialogClickCallback(intent, users);
+
+        callback.onClick(1);
+
+        assertEquals(intent.getExtra(Intent.EXTRA_USER), user2);
+        verify(mContext).startActivity(intent);
     }
 
     @Test