diff --git a/assets/javascripts/discourse-assign/assigned-messages-route-map.js b/assets/javascripts/discourse-assign/assigned-messages-route-map.js
index be90c7c..c05ad5d 100644
--- a/assets/javascripts/discourse-assign/assigned-messages-route-map.js
+++ b/assets/javascripts/discourse-assign/assigned-messages-route-map.js
@@ -1,6 +1,8 @@
 export default {
   resource: "user.userPrivateMessages",
   map() {
-    this.route("assigned");
+    this.route("assigned", { path: "/assigned" }, function () {
+      this.route("index", { path: "/" });
+    });
   },
 };
diff --git a/assets/javascripts/discourse-assign/routes/user-private-messages-assigned.js b/assets/javascripts/discourse-assign/routes/user-private-messages-assigned-index.js
similarity index 100%
rename from assets/javascripts/discourse-assign/routes/user-private-messages-assigned.js
rename to assets/javascripts/discourse-assign/routes/user-private-messages-assigned-index.js
diff --git a/assets/javascripts/discourse/initializers/assign-extend-user-messages.js b/assets/javascripts/discourse/initializers/assign-extend-user-messages.js
new file mode 100644
index 0000000..fc51fea
--- /dev/null
+++ b/assets/javascripts/discourse/initializers/assign-extend-user-messages.js
@@ -0,0 +1,20 @@
+import I18n from "I18n";
+import { withPluginApi } from "discourse/lib/plugin-api";
+
+export default {
+  name: "assign-extend-user-messages",
+
+  initialize(container) {
+    withPluginApi("1.5.0", (api) => {
+      const currentUser = container.lookup("service:current-user");
+
+      if (currentUser?.can_assign && api.addUserMessagesNavigationDropdownRow) {
+        api.addUserMessagesNavigationDropdownRow(
+          "userPrivateMessages.assigned",
+          I18n.t("discourse_assign.assigned"),
+          "user-plus"
+        );
+      }
+    });
+  },
+};
diff --git a/assets/javascripts/discourse/templates/user-private-messages-assigned.hbs b/assets/javascripts/discourse/templates/user-private-messages-assigned.hbs
new file mode 100644
index 0000000..d2cfd28
--- /dev/null
+++ b/assets/javascripts/discourse/templates/user-private-messages-assigned.hbs
@@ -0,0 +1,10 @@
+<UserNav::MessagesSecondaryNav>
+  <li class="messages-assigned-latest">
+    <LinkTo @route="userPrivateMessages.assigned.index">
+      {{d-icon "envelope"}}
+      <span>{{i18n "categories.latest"}}</span>
+    </LinkTo>
+  </li>
+</UserNav::MessagesSecondaryNav>
+
+{{outlet}}
diff --git a/test/javascripts/acceptance/user-private-messages-assigned-test.js b/test/javascripts/acceptance/user-private-messages-assigned-test.js
new file mode 100644
index 0000000..8a1255a
--- /dev/null
+++ b/test/javascripts/acceptance/user-private-messages-assigned-test.js
@@ -0,0 +1,62 @@
+import I18n from "I18n";
+import {
+  acceptance,
+  updateCurrentUser,
+} from "discourse/tests/helpers/qunit-helpers";
+import { click, currentURL, visit } from "@ember/test-helpers";
+import AssignedTopics from "../fixtures/assigned-topics-fixtures";
+import { cloneJSON } from "discourse-common/lib/object";
+import selectKit from "discourse/tests/helpers/select-kit-helper";
+import { test } from "qunit";
+
+acceptance("User Private Messages | Discourse Assign", function (needs) {
+  needs.user({
+    can_assign: true,
+  });
+
+  needs.settings({ assign_enabled: true, assigns_user_url_path: "/" });
+
+  needs.pretender((server, helper) => {
+    const assignments = cloneJSON(
+      AssignedTopics["/topics/messages-assigned/eviltrout.json"]
+    );
+
+    server.get("/topics/private-messages-assigned/eviltrout.json", () =>
+      helper.response(assignments)
+    );
+  });
+
+  test("viewing assigned messages", async function (assert) {
+    await visit("/u/eviltrout/messages");
+    await click(".assigned-messages a");
+
+    assert.strictEqual(
+      currentURL(),
+      "/u/eviltrout/messages/assigned",
+      "transitioned to the assigned page"
+    );
+  });
+
+  test("viewing assigned messages when redesigned user page nav has been enabled", async function (assert) {
+    updateCurrentUser({ redesigned_user_page_nav_enabled: true });
+
+    await visit("/u/eviltrout/messages");
+
+    const messagesDropdown = selectKit(".user-nav-messages-dropdown");
+
+    await messagesDropdown.expand();
+    await messagesDropdown.selectRowByName(I18n.t("discourse_assign.assigned"));
+
+    assert.strictEqual(
+      currentURL(),
+      "/u/eviltrout/messages/assigned",
+      "transitioned to the assigned page"
+    );
+
+    assert.strictEqual(
+      messagesDropdown.header().name(),
+      I18n.t("discourse_assign.assigned"),
+      "assigned messages is selected in the dropdown"
+    );
+  });
+});