diff --git a/src/fastapi_cloud_cli/commands/deploy.py b/src/fastapi_cloud_cli/commands/deploy.py
index 123a4d2..694e574 100644
--- a/src/fastapi_cloud_cli/commands/deploy.py
+++ b/src/fastapi_cloud_cli/commands/deploy.py
@@ -20,6 +20,7 @@
 from rich_toolkit.menu import Option
 from typing_extensions import Annotated
 
+from fastapi_cloud_cli.commands.login import login
 from fastapi_cloud_cli.utils.api import APIClient
 from fastapi_cloud_cli.utils.apps import AppConfig, get_app_config, write_app_config
 from fastapi_cloud_cli.utils.auth import is_logged_in
@@ -550,10 +551,33 @@ def deploy(
 
     with get_rich_toolkit() as toolkit:
         if not is_logged_in():
-            logger.debug("User not logged in, showing waitlist form")
-            _waitlist_form(toolkit)
+            logger.debug("User not logged in, prompting for login or waitlist")
 
-            raise typer.Exit(1)
+            toolkit.print_title("Welcome to FastAPI Cloud!", tag="FastAPI")
+            toolkit.print_line()
+
+            toolkit.print(
+                "You need to be logged in to deploy to FastAPI Cloud.",
+                tag="info",
+            )
+            toolkit.print_line()
+
+            choice = toolkit.ask(
+                "What would you like to do?",
+                tag="auth",
+                options=[
+                    Option({"name": "Login to my existing account", "value": "login"}),
+                    Option({"name": "Join the waiting list", "value": "waitlist"}),
+                ],
+            )
+
+            toolkit.print_line()
+
+            if choice == "login":
+                login()
+            else:
+                _waitlist_form(toolkit)
+                raise typer.Exit(1)
 
         toolkit.print_title("Starting deployment", tag="FastAPI")
         toolkit.print_line()
diff --git a/tests/test_cli_deploy.py b/tests/test_cli_deploy.py
index 4a09ecb..712a011 100644
--- a/tests/test_cli_deploy.py
+++ b/tests/test_cli_deploy.py
@@ -60,10 +60,63 @@ def _get_random_deployment(
 
 
 @pytest.mark.respx(base_url=settings.base_api_url)
-def test_shows_waitlist_form_when_not_logged_in(
+def test_chooses_login_option_when_not_logged_in(
     logged_out_cli: None, tmp_path: Path, respx_mock: respx.MockRouter
 ) -> None:
-    steps = [*"some@example.com", Keys.ENTER, Keys.RIGHT_ARROW, Keys.ENTER, Keys.ENTER]
+    steps = [Keys.ENTER]
+
+    respx_mock.post(
+        "/login/device/authorization", data={"client_id": settings.client_id}
+    ).mock(
+        return_value=Response(
+            200,
+            json={
+                "verification_uri_complete": "http://test.com",
+                "verification_uri": "http://test.com",
+                "user_code": "1234",
+                "device_code": "5678",
+            },
+        )
+    )
+    respx_mock.post(
+        "/login/device/token",
+        data={
+            "device_code": "5678",
+            "client_id": settings.client_id,
+            "grant_type": "urn:ietf:params:oauth:grant-type:device_code",
+        },
+    ).mock(return_value=Response(200, json={"access_token": "test_token_1234"}))
+
+    with changing_dir(tmp_path), patch(
+        "rich_toolkit.container.getchar"
+    ) as mock_getchar, patch(
+        "fastapi_cloud_cli.commands.login.typer.launch"
+    ) as mock_launch:
+        mock_getchar.side_effect = steps
+
+        result = runner.invoke(app, ["deploy"])
+
+    assert "Welcome to FastAPI Cloud!" in result.output
+    assert "What would you like to do?" in result.output
+    assert "Login to my existing account" in result.output
+    assert "Join the waiting list" in result.output
+    assert "Now you are logged in!" in result.output
+    assert mock_launch.called
+
+
+@pytest.mark.respx(base_url=settings.base_api_url)
+def test_chooses_waitlist_option_when_not_logged_in(
+    logged_out_cli: None, tmp_path: Path, respx_mock: respx.MockRouter
+) -> None:
+    steps = [
+        Keys.DOWN_ARROW,
+        Keys.ENTER,
+        *"some@example.com",
+        Keys.ENTER,
+        Keys.RIGHT_ARROW,
+        Keys.ENTER,
+        Keys.ENTER,
+    ]
 
     respx_mock.post(
         "/users/waiting-list",
@@ -87,6 +140,10 @@ def test_shows_waitlist_form_when_not_logged_in(
         result = runner.invoke(app, ["deploy"])
 
     assert result.exit_code == 1
+    assert "Welcome to FastAPI Cloud!" in result.output
+    assert "What would you like to do?" in result.output
+    assert "Login to my existing account" in result.output
+    assert "Join the waiting list" in result.output
     assert "We're currently in private beta" in result.output
     assert "Let's go! Thanks for your interest in FastAPI Cloud! 🚀" in result.output
 
@@ -96,6 +153,8 @@ def test_shows_waitlist_form_when_not_logged_in_longer_flow(
     logged_out_cli: None, tmp_path: Path, respx_mock: respx.MockRouter
 ) -> None:
     steps = [
+        Keys.DOWN_ARROW,  # Select "Join the waiting list"
+        Keys.ENTER,
         *"some@example.com",
         Keys.ENTER,
         Keys.ENTER,
@@ -767,6 +826,8 @@ def test_shows_error_for_invalid_waitlist_form_data(
     logged_out_cli: None, tmp_path: Path, respx_mock: respx.MockRouter
 ) -> None:
     steps = [
+        Keys.DOWN_ARROW,  # Select "Join the waiting list"
+        Keys.ENTER,
         *"test@example.com",
         Keys.ENTER,
         Keys.ENTER,  # Choose to provide more information
diff --git a/tests/utils.py b/tests/utils.py
index c5d0968..74aa97b 100644
--- a/tests/utils.py
+++ b/tests/utils.py
@@ -16,6 +16,7 @@ def changing_dir(directory: Union[str, Path]) -> Generator[None, None, None]:
 
 class Keys:
     RIGHT_ARROW = "\x1b[C"
+    DOWN_ARROW = "\x1b[B"
     ENTER = "\r"
     CTRL_C = "\x03"
     TAB = "\t"