diff --git a/v2/robotmk/tests/test_scheduler.rs b/v2/robotmk/tests/test_scheduler.rs
index 4440f9d8..1f9db80d 100644
--- a/v2/robotmk/tests/test_scheduler.rs
+++ b/v2/robotmk/tests/test_scheduler.rs
@@ -3,7 +3,8 @@ use assert_cmd::cargo::cargo_bin;
 use camino::{Utf8Path, Utf8PathBuf};
 use robotmk::config::{
     Config, EnvironmentConfig, ExecutionConfig, RCCEnvironmentConfig, RetryStrategy,
-    RobotFrameworkConfig, SessionConfig, SuiteConfig, WorkingDirectoryCleanupConfig,
+    RobotFrameworkConfig, SessionConfig, SuiteConfig, UserSessionConfig,
+    WorkingDirectoryCleanupConfig,
 };
 use robotmk::section::Host;
 use serde_json::to_string;
@@ -25,6 +26,7 @@ async fn test_scheduler() -> Result<()> {
             .join("tests")
             .join("minimal_suite"),
         var("RCC_BINARY_PATH")?,
+        &var("UserName")?,
     );
 
     run_scheduler(&test_dir, &config, var("RUN_FOR")?.parse::<u64>()?).await?;
@@ -40,34 +42,66 @@ fn create_config(
     test_dir: &Utf8Path,
     suite_dir: &Utf8Path,
     rcc_binary_path: impl Into<Utf8PathBuf>,
+    user_name_headed: &str,
 ) -> Config {
     Config {
         working_directory: test_dir.join("working"),
         results_directory: test_dir.join("results"),
         rcc_binary_path: rcc_binary_path.into(),
-        suites: [(
-            String::from("suite"),
-            SuiteConfig {
-                robot_framework_config: RobotFrameworkConfig {
-                    robot_target: suite_dir.join("tasks.robot"),
-                    command_line_args: vec![],
+        suites: [
+            (
+                String::from("headless"),
+                SuiteConfig {
+                    robot_framework_config: RobotFrameworkConfig {
+                        robot_target: suite_dir.join("tasks.robot"),
+                        command_line_args: vec![],
+                    },
+                    execution_config: ExecutionConfig {
+                        n_attempts_max: 1,
+                        retry_strategy: RetryStrategy::Complete,
+                        execution_interval_seconds: 30,
+                        timeout: 10,
+                    },
+                    environment_config: EnvironmentConfig::Rcc(RCCEnvironmentConfig {
+                        robot_yaml_path: suite_dir.join("robot.yaml"),
+                        build_timeout: 1200,
+                        env_json_path: None,
+                    }),
+                    session_config: SessionConfig::Current,
+                    working_directory_cleanup_config: WorkingDirectoryCleanupConfig::MaxExecutions(
+                        4,
+                    ),
+                    host: Host::Source,
                 },
-                execution_config: ExecutionConfig {
-                    n_attempts_max: 1,
-                    retry_strategy: RetryStrategy::Complete,
-                    execution_interval_seconds: 30,
-                    timeout: 10,
+            ),
+            (
+                String::from("headed"),
+                SuiteConfig {
+                    robot_framework_config: RobotFrameworkConfig {
+                        robot_target: suite_dir.join("tasks.robot"),
+                        command_line_args: vec![],
+                    },
+                    execution_config: ExecutionConfig {
+                        n_attempts_max: 1,
+                        retry_strategy: RetryStrategy::Complete,
+                        execution_interval_seconds: 45,
+                        timeout: 15,
+                    },
+                    environment_config: EnvironmentConfig::Rcc(RCCEnvironmentConfig {
+                        robot_yaml_path: suite_dir.join("robot.yaml"),
+                        build_timeout: 1200,
+                        env_json_path: None,
+                    }),
+                    session_config: SessionConfig::SpecificUser(UserSessionConfig {
+                        user_name: user_name_headed.into(),
+                    }),
+                    working_directory_cleanup_config: WorkingDirectoryCleanupConfig::MaxExecutions(
+                        4,
+                    ),
+                    host: Host::Source,
                 },
-                environment_config: EnvironmentConfig::Rcc(RCCEnvironmentConfig {
-                    robot_yaml_path: suite_dir.join("robot.yaml"),
-                    build_timeout: 1200,
-                    env_json_path: None,
-                }),
-                session_config: SessionConfig::Current,
-                working_directory_cleanup_config: WorkingDirectoryCleanupConfig::MaxExecutions(4),
-                host: Host::Source,
-            },
-        )]
+            ),
+        ]
         .into(),
     }
 }
@@ -112,23 +146,41 @@ async fn assert_working_directory(working_directory: &Utf8Path) -> Result<()> {
         [
             "holotree_initialization_current_user.stderr",
             "holotree_initialization_current_user.stdout",
+            "holotree_initialization_user_vagrant.bat",
+            "holotree_initialization_user_vagrant.exit_code",
+            "holotree_initialization_user_vagrant.pid",
+            "holotree_initialization_user_vagrant.run_flag",
+            "holotree_initialization_user_vagrant.stderr",
+            "holotree_initialization_user_vagrant.stdout",
             "long_path_support_enabling.stderr",
             "long_path_support_enabling.stdout",
             "shared_holotree_init.stderr",
             "shared_holotree_init.stdout",
             "telemetry_disabling_current_user.stderr",
-            "telemetry_disabling_current_user.stdout"
+            "telemetry_disabling_current_user.stdout",
+            "telemetry_disabling_user_vagrant.bat",
+            "telemetry_disabling_user_vagrant.exit_code",
+            "telemetry_disabling_user_vagrant.pid",
+            "telemetry_disabling_user_vagrant.run_flag",
+            "telemetry_disabling_user_vagrant.stderr",
+            "telemetry_disabling_user_vagrant.stdout"
         ]
     );
     assert_eq!(
         directory_entries(working_directory.join("environment_building_stdio"), 1),
-        ["suite.stderr", "suite.stdout"]
+        [
+            "headed.stderr",
+            "headed.stdout",
+            "headless.stderr",
+            "headless.stdout"
+        ]
     );
     assert_eq!(
         directory_entries(working_directory.join("suites"), 1),
-        ["suite"]
+        ["headed", "headless"]
     );
-    assert!(!directory_entries(working_directory.join("suites").join("suite"), 1).is_empty());
+    assert!(!directory_entries(working_directory.join("suites").join("headed"), 1).is_empty());
+    assert!(!directory_entries(working_directory.join("suites").join("headless"), 1).is_empty());
     Ok(())
 }
 
@@ -149,7 +201,8 @@ fn assert_results_directory(results_directory: &Utf8Path) {
             "rcc_setup_failures.json",
             "scheduler_phase.json",
             "suites",
-            "suites\\suite.json"
+            "suites\\headed.json",
+            "suites\\headless.json"
         ]
     );
 }