diff --git a/src/databricks/labs/ucx/installer/workflows.py b/src/databricks/labs/ucx/installer/workflows.py
index 2a510c4841..f5641d8f88 100644
--- a/src/databricks/labs/ucx/installer/workflows.py
+++ b/src/databricks/labs/ucx/installer/workflows.py
@@ -403,14 +403,14 @@ def __init__(  # pylint: disable=too-many-arguments
         super().__init__(config, installation, ws)
 
     def create_jobs(self):
-        remote_wheel = self._upload_wheel()
+        remote_wheels = self._upload_wheel()
         desired_workflows = {t.workflow for t in self._tasks if t.cloud_compatible(self._ws.config)}
         wheel_runner = None
 
         if self._config.override_clusters:
-            wheel_runner = self._upload_wheel_runner(remote_wheel)
+            wheel_runner = self._upload_wheel_runner(remote_wheels)
         for workflow_name in desired_workflows:
-            settings = self._job_settings(workflow_name, remote_wheel)
+            settings = self._job_settings(workflow_name, remote_wheels)
             if self._config.override_clusters:
                 settings = self._apply_cluster_overrides(
                     workflow_name,
@@ -430,7 +430,7 @@ def create_jobs(self):
                     continue
 
         self._install_state.save()
-        self._create_debug(remote_wheel)
+        self._create_debug(remote_wheels)
         return self._create_readme()
 
     @property
@@ -534,12 +534,13 @@ def _upload_wheel(self):
         with self._wheels:
             if self._config.upload_dependencies:
                 wheel_paths = self._wheels.upload_wheel_dependencies(["databricks", "sqlglot"])
+                wheel_paths = [f"/Workspace{wheel_path}" for wheel_path in wheel_paths]
             wheel_paths.append(f"/Workspace{self._wheels.upload_to_wsfs()}")
             return wheel_paths
 
     def _upload_wheel_runner(self, remote_wheels: list[str]):
         # TODO: we have to be doing this workaround until ES-897453 is solved in the platform
-        remote_wheels_str = " \n".join(list(remote_wheels))
+        remote_wheels_str = " ".join(list(remote_wheels))
         code = TEST_RUNNER_NOTEBOOK.format(remote_wheel=remote_wheels_str, config_file=self._config_file).encode("utf8")
         return self._installation.upload(f"wheels/wheel-test-runner-{self._product_info.version()}.py", code)
 
@@ -727,14 +728,14 @@ def _job_parse_logs_task(
         )
         return self._job_wheel_task(jobs_task, workflow, remote_wheels)
 
-    def _create_debug(self, remote_wheel: str):
+    def _create_debug(self, remote_wheels: list[str]):
         readme_link = self._installation.workspace_link('README')
         job_links = ", ".join(
             f"[{self._name(step_name)}]({self._ws.config.host}#job/{job_id})"
             for step_name, job_id in self._install_state.jobs.items()
         )
         content = DEBUG_NOTEBOOK.format(
-            remote_wheel=remote_wheel, readme_link=readme_link, job_links=job_links, config_file=self._config_file
+            remote_wheel=remote_wheels, readme_link=readme_link, job_links=job_links, config_file=self._config_file
         ).encode("utf8")
         self._installation.upload('DEBUG.py', content)
 
diff --git a/tests/integration/test_installation.py b/tests/integration/test_installation.py
index c46c8a545e..c14fdaa21d 100644
--- a/tests/integration/test_installation.py
+++ b/tests/integration/test_installation.py
@@ -471,3 +471,15 @@ def test_new_collection(ws, sql_backend, installation_ctx, env_or_skip):
     config = installation_ctx.installation.load(WorkspaceConfig)
     workspace_id = installation_ctx.workspace_installer.workspace_client.get_workspace_id()
     assert config.installed_workspace_ids == [workspace_id]
+
+
+def test_installation_with_dependency_upload(ws, installation_ctx, mocker):
+    config = dataclasses.replace(installation_ctx.config, upload_dependencies=True)
+    installation_ctx = installation_ctx.replace(config=config)
+    mocker.patch("webbrowser.open")
+    installation_ctx.workspace_installation.run()
+    with pytest.raises(ManyError):
+        installation_ctx.deployed_workflows.run_workflow("failing")
+
+    installation_ctx.deployed_workflows.repair_run("failing")
+    assert installation_ctx.deployed_workflows.validate_step("failing")