diff --git a/native_locator/src/common_python.rs b/native_locator/src/common_python.rs
index 7317b9c52c7f..5144c4ade2fa 100644
--- a/native_locator/src/common_python.rs
+++ b/native_locator/src/common_python.rs
@@ -25,13 +25,14 @@ fn report_path_python(dispatcher: &mut impl messaging::MessageDispatcher, path:
     let version = utils::get_version(path);
     let env_path = get_env_path(path);
     dispatcher.report_environment(messaging::PythonEnvironment::new(
-        "Python".to_string(),
-        vec![path.to_string()],
+        None,
+        Some(path.to_string()),
         messaging::PythonEnvironmentCategory::System,
         version,
-        None,
         env_path.clone(),
         env_path,
+        None,
+        Some(vec![path.to_string()]),
     ));
 }
 
diff --git a/native_locator/src/conda.rs b/native_locator/src/conda.rs
index 35dee6dc5cac..2610f53778c7 100644
--- a/native_locator/src/conda.rs
+++ b/native_locator/src/conda.rs
@@ -375,7 +375,7 @@ pub fn find_and_report(
     match conda_binary {
         Some(conda_binary) => {
             let params = messaging::EnvManager::new(
-                vec![conda_binary.to_string_lossy().to_string()],
+                conda_binary.to_string_lossy().to_string(),
                 get_conda_version(&conda_binary),
             );
             dispatcher.report_environment_manager(params);
@@ -385,13 +385,16 @@ pub fn find_and_report(
                 let executable = find_python_binary_path(Path::new(&env.path));
                 let env_path = env.path.to_string_lossy().to_string();
                 let params = messaging::PythonEnvironment::new(
-                    env.name.to_string(),
+                    Some(env.name.to_string()),
                     match executable {
-                        Some(executable) => vec![executable.to_string_lossy().to_string()],
-                        None => vec![],
+                        Some(executable) => Some(executable.to_string_lossy().to_string()),
+                        None => None,
                     },
                     messaging::PythonEnvironmentCategory::Conda,
                     get_conda_python_version(&env.path),
+                    Some(env_path.clone()),
+                    Some(env_path),
+                    None,
                     if env.named {
                         Some(vec![
                             conda_binary.to_string_lossy().to_string(),
@@ -409,8 +412,6 @@ pub fn find_and_report(
                             "python".to_string(),
                         ])
                     },
-                    Some(env_path.clone()),
-                    Some(env_path),
                 );
                 dispatcher.report_environment(params);
             }
diff --git a/native_locator/src/homebrew.rs b/native_locator/src/homebrew.rs
index 3e5d2c92f66c..37b52720aed6 100644
--- a/native_locator/src/homebrew.rs
+++ b/native_locator/src/homebrew.rs
@@ -45,15 +45,16 @@ pub fn find_and_report(
                 continue;
             }
             reported.insert(exe.to_string_lossy().to_string());
-
+            let executable = exe.to_string_lossy().to_string();
             let env = crate::messaging::PythonEnvironment::new(
-                "Python".to_string(),
-                vec![exe.to_string_lossy().to_string()],
+                None,
+                Some(executable.clone()),
                 crate::messaging::PythonEnvironmentCategory::Homebrew,
                 version,
                 None,
                 None,
                 None,
+                Some(vec![executable]),
             );
             dispatcher.report_environment(env);
         }
diff --git a/native_locator/src/messaging.rs b/native_locator/src/messaging.rs
index 0ae0b90b02c6..858f74c59e8a 100644
--- a/native_locator/src/messaging.rs
+++ b/native_locator/src/messaging.rs
@@ -17,12 +17,12 @@ pub trait MessageDispatcher {
 #[derive(Serialize, Deserialize)]
 #[serde(rename_all = "camelCase")]
 pub struct EnvManager {
-    pub executable_path: Vec<String>,
+    pub executable_path: String,
     pub version: Option<String>,
 }
 
 impl EnvManager {
-    pub fn new(executable_path: Vec<String>, version: Option<String>) -> Self {
+    pub fn new(executable_path: String, version: Option<String>) -> Self {
         Self {
             executable_path,
             version,
@@ -30,6 +30,15 @@ impl EnvManager {
     }
 }
 
+impl Clone for EnvManager {
+    fn clone(&self) -> Self {
+        Self {
+            executable_path: self.executable_path.clone(),
+            version: self.version.clone(),
+        }
+    }
+}
+
 #[derive(Serialize, Deserialize)]
 #[serde(rename_all = "camelCase")]
 pub struct EnvManagerMessage {
@@ -62,33 +71,36 @@ pub enum PythonEnvironmentCategory {
 #[derive(Serialize, Deserialize)]
 #[serde(rename_all = "camelCase")]
 pub struct PythonEnvironment {
-    pub name: String,
-    pub python_executable_path: Vec<String>,
+    pub name: Option<String>,
+    pub python_executable_path: Option<String>,
     pub category: PythonEnvironmentCategory,
     pub version: Option<String>,
-    pub activated_run: Option<Vec<String>>,
     pub env_path: Option<String>,
     pub sys_prefix_path: Option<String>,
+    pub env_manager: Option<EnvManager>,
+    pub python_run_command: Option<Vec<String>>,
 }
 
 impl PythonEnvironment {
     pub fn new(
-        name: String,
-        python_executable_path: Vec<String>,
+        name: Option<String>,
+        python_executable_path: Option<String>,
         category: PythonEnvironmentCategory,
         version: Option<String>,
-        activated_run: Option<Vec<String>>,
         env_path: Option<String>,
         sys_prefix_path: Option<String>,
+        env_manager: Option<EnvManager>,
+        python_run_command: Option<Vec<String>>,
     ) -> Self {
         Self {
             name,
             python_executable_path,
             category,
             version,
-            activated_run,
             env_path,
             sys_prefix_path,
+            env_manager,
+            python_run_command,
         }
     }
 }
diff --git a/native_locator/src/pyenv.rs b/native_locator/src/pyenv.rs
index fbad817108c4..5365818dd318 100644
--- a/native_locator/src/pyenv.rs
+++ b/native_locator/src/pyenv.rs
@@ -7,6 +7,7 @@ use std::path::PathBuf;
 
 use crate::known;
 use crate::messaging;
+use crate::messaging::EnvManager;
 use crate::utils::find_python_binary_path;
 
 #[cfg(windows)]
@@ -102,25 +103,21 @@ fn get_pyenv_version(folder_name: String) -> Option<String> {
 fn report_if_pure_python_environment(
     executable: PathBuf,
     path: &PathBuf,
-    pyenv_binary_for_activation: String,
+    manager: Option<EnvManager>,
     dispatcher: &mut impl messaging::MessageDispatcher,
 ) -> Option<()> {
     let version = get_pyenv_version(path.file_name().unwrap().to_string_lossy().to_string())?;
-
+    let executable = executable.into_os_string().into_string().unwrap();
     let env_path = path.to_string_lossy().to_string();
-    let activated_run = Some(vec![
-        pyenv_binary_for_activation,
-        "shell".to_string(),
-        version.clone(),
-    ]);
     dispatcher.report_environment(messaging::PythonEnvironment::new(
-        version.clone(),
-        vec![executable.into_os_string().into_string().unwrap()],
+        None,
+        Some(executable.clone()),
         messaging::PythonEnvironmentCategory::Pyenv,
         Some(version),
-        activated_run,
         Some(env_path.clone()),
         Some(env_path),
+        manager,
+        Some(vec![executable]),
     ));
 
     Some(())
@@ -154,26 +151,22 @@ fn parse_pyenv_cfg(path: &PathBuf) -> Option<PyEnvCfg> {
 fn report_if_virtual_env_environment(
     executable: PathBuf,
     path: &PathBuf,
-    pyenv_binary_for_activation: String,
+    manager: Option<EnvManager>,
     dispatcher: &mut impl messaging::MessageDispatcher,
 ) -> Option<()> {
     let pyenv_cfg = parse_pyenv_cfg(path)?;
     let folder_name = path.file_name().unwrap().to_string_lossy().to_string();
-
+    let executable = executable.into_os_string().into_string().unwrap();
     let env_path = path.to_string_lossy().to_string();
-    let activated_run = Some(vec![
-        pyenv_binary_for_activation,
-        "activate".to_string(),
-        folder_name.clone(),
-    ]);
     dispatcher.report_environment(messaging::PythonEnvironment::new(
-        folder_name,
-        vec![executable.into_os_string().into_string().unwrap()],
+        Some(folder_name),
+        Some(executable.clone()),
         messaging::PythonEnvironmentCategory::PyenvVirtualEnv,
         Some(pyenv_cfg.version),
-        activated_run,
         Some(env_path.clone()),
         Some(env_path),
+        manager,
+        Some(vec![executable]),
     ));
 
     Some(())
@@ -185,9 +178,14 @@ pub fn find_and_report(
 ) -> Option<()> {
     let pyenv_dir = get_pyenv_dir(environment)?;
 
-    if let Some(pyenv_binary) = get_pyenv_binary(environment) {
-        dispatcher.report_environment_manager(messaging::EnvManager::new(vec![pyenv_binary], None));
-    }
+    let manager = match get_pyenv_binary(environment) {
+        Some(pyenv_binary) => {
+            let manager = messaging::EnvManager::new(pyenv_binary, None);
+            dispatcher.report_environment_manager(manager.clone());
+            Some(manager)
+        }
+        None => None,
+    };
 
     let versions_dir = PathBuf::from(&pyenv_dir)
         .join("versions")
@@ -195,10 +193,6 @@ pub fn find_and_report(
         .into_string()
         .ok()?;
 
-    let pyenv_binary_for_activation = match get_pyenv_binary(environment) {
-        Some(binary) => binary,
-        None => "pyenv".to_string(),
-    };
     for entry in fs::read_dir(&versions_dir).ok()? {
         if let Ok(path) = entry {
             let path = path.path();
@@ -209,7 +203,7 @@ pub fn find_and_report(
                 if report_if_pure_python_environment(
                     executable.clone(),
                     &path,
-                    pyenv_binary_for_activation.clone(),
+                    manager.clone(),
                     dispatcher,
                 )
                 .is_some()
@@ -220,7 +214,7 @@ pub fn find_and_report(
                 report_if_virtual_env_environment(
                     executable.clone(),
                     &path,
-                    pyenv_binary_for_activation.clone(),
+                    manager.clone(),
                     dispatcher,
                 );
             }
diff --git a/native_locator/src/windows_python.rs b/native_locator/src/windows_python.rs
index c4c9ae8f388c..0494066eef0c 100644
--- a/native_locator/src/windows_python.rs
+++ b/native_locator/src/windows_python.rs
@@ -9,13 +9,14 @@ use std::path::Path;
 fn report_path_python(path: &str, dispatcher: &mut impl messaging::MessageDispatcher) {
     let version = utils::get_version(path);
     dispatcher.report_environment(messaging::PythonEnvironment::new(
-        "Python".to_string(),
-        vec![path.to_string()],
+        None,
+        Some(path.to_string()),
         messaging::PythonEnvironmentCategory::WindowsStore,
         version,
         None,
         None,
         None,
+        None,
     ));
 }
 
diff --git a/native_locator/tests/common_python_test.rs b/native_locator/tests/common_python_test.rs
index 31d8b8c52f63..f8841ee9b6fa 100644
--- a/native_locator/tests/common_python_test.rs
+++ b/native_locator/tests/common_python_test.rs
@@ -27,6 +27,6 @@ fn find_python_in_path_this() {
     common_python::find_and_report(&mut dispatcher, &known);
 
     assert_eq!(dispatcher.messages.len(), 1);
-    let expected_json = json!({"name":"Python","pythonExecutablePath":[unix_python_exe.clone()],"category":"system","version":null,"activatedRun":null,"envPath":unix_python.clone(),"sysPrefixPath":unix_python.clone()});
+    let expected_json = json!({"envManager":null,"name":null,"pythonExecutablePath":unix_python_exe.clone(),"category":"system","version":null,"pythonRunCommand":[unix_python_exe.clone()],"envPath":unix_python.clone(),"sysPrefixPath":unix_python.clone()});
     assert_messages(&[expected_json], &dispatcher);
 }
diff --git a/native_locator/tests/conda_test.rs b/native_locator/tests/conda_test.rs
index 54f16eef4f5b..94274c8f7db7 100644
--- a/native_locator/tests/conda_test.rs
+++ b/native_locator/tests/conda_test.rs
@@ -44,7 +44,7 @@ fn find_conda_exe_and_empty_envs() {
     conda::find_and_report(&mut dispatcher, &known);
 
     let conda_exe = join_test_paths(&[conda_dir.clone().as_str(), "conda"]);
-    let expected_json = json!({"executablePath":[conda_exe.clone()],"version":null});
+    let expected_json = json!({"executablePath":conda_exe.clone(),"version":null});
     assert_messages(&[expected_json], &dispatcher)
 }
 #[test]
@@ -80,9 +80,9 @@ fn finds_two_conda_envs_from_txt() {
     let conda_1_exe = join_test_paths(&[conda_1.clone().as_str(), "python"]);
     let conda_2_exe = join_test_paths(&[conda_2.clone().as_str(), "python"]);
 
-    let expected_conda_env = json!({"executablePath":[conda_exe.clone()],"version":null});
-    let expected_conda_1 = json!({"name":"one","pythonExecutablePath":[conda_1_exe.clone()],"category":"conda","version":"10.0.1","activatedRun":[conda_exe.clone(),"run","-n","one","python"],"envPath":conda_1.clone(), "sysPrefixPath":conda_1.clone()});
-    let expected_conda_2 = json!({"name":"two","pythonExecutablePath":[conda_2_exe.clone()],"category":"conda","version":null,"activatedRun":[conda_exe.clone(),"run","-n","two","python"],"envPath":conda_2.clone(), "sysPrefixPath":conda_2.clone()});
+    let expected_conda_env = json!({ "executablePath": conda_exe.clone(), "version": null});
+    let expected_conda_1 = json!({ "name": "one", "pythonExecutablePath": conda_1_exe.clone(), "category": "conda", "version": "10.0.1", "envPath": conda_1.clone(), "sysPrefixPath": conda_1.clone(), "envManager": null, "pythonRunCommand": [conda_exe.clone(), "run", "-n", "one", "python"]});
+    let expected_conda_2 = json!({ "name": "two", "pythonExecutablePath": conda_2_exe.clone(), "category": "conda", "version": null, "envPath": conda_2.clone(), "sysPrefixPath": conda_2.clone(), "envManager": null,"pythonRunCommand": [conda_exe.clone(),"run","-n","two","python"]});
     assert_messages(
         &[expected_conda_env, expected_conda_1, expected_conda_2],
         &dispatcher,
diff --git a/native_locator/tests/pyenv_test.rs b/native_locator/tests/pyenv_test.rs
index a901a1c13ca6..d5327b9bd275 100644
--- a/native_locator/tests/pyenv_test.rs
+++ b/native_locator/tests/pyenv_test.rs
@@ -46,7 +46,7 @@ fn does_not_find_any_pyenv_envs_even_with_pyenv_installed() {
     pyenv::find_and_report(&mut dispatcher, &known);
 
     assert_eq!(dispatcher.messages.len(), 1);
-    let expected_json = json!({"executablePath":[pyenv_exe],"version":null});
+    let expected_json = json!({"executablePath":pyenv_exe,"version":null});
     assert_messages(&[expected_json], &dispatcher)
 }
 
@@ -74,12 +74,12 @@ fn find_pyenv_envs() {
     pyenv::find_and_report(&mut dispatcher, &known);
 
     assert_eq!(dispatcher.messages.len(), 6);
-    let expected_manager = json!({ "executablePath": [pyenv_exe.clone()], "version": null });
-    let expected_3_9_9 = json!({"name": "3.9.9","pythonExecutablePath": [join_test_paths(&[home.as_str(), ".pyenv/versions/3.9.9/bin/python"])],"category": "pyenv","version": "3.9.9","activatedRun": [pyenv_exe.clone(), "shell", "3.9.9"],"envPath": join_test_paths(&[home.as_str(), ".pyenv/versions/3.9.9"]),"sysPrefixPath": join_test_paths(&[home.as_str(), ".pyenv/versions/3.9.9"])});
-    let expected_virtual_env = json!( {"name": "my-virtual-env", "version": "3.10.13", "activatedRun": [pyenv_exe.clone(), "activate", "my-virtual-env"], "category": "pyenvVirtualEnv", "envPath": join_test_paths(&[home.as_str(),".pyenv/versions/my-virtual-env"]), "pythonExecutablePath": [join_test_paths(&[home.as_str(),".pyenv/versions/my-virtual-env/bin/python"])], "sysPrefixPath": join_test_paths(&[home.as_str(),".pyenv/versions/my-virtual-env"])});
-    let expected_3_12_1 = json!({"name": "3.12.1","pythonExecutablePath": [join_test_paths(&[home.as_str(), ".pyenv/versions/3.12.1/bin/python"])],"category": "pyenv","version": "3.12.1","activatedRun": [pyenv_exe.clone(), "shell", "3.12.1"],"envPath": join_test_paths(&[home.as_str(), ".pyenv/versions/3.12.1"]),"sysPrefixPath": join_test_paths(&[home.as_str(), ".pyenv/versions/3.12.1"])});
-    let expected_3_13_dev = json!({"name": "3.13-dev","pythonExecutablePath": [join_test_paths(&[home.as_str(), ".pyenv/versions/3.13-dev/bin/python"])],"category": "pyenv","version": "3.13-dev","activatedRun": [pyenv_exe.clone(), "shell", "3.13-dev"],"envPath": join_test_paths(&[home.as_str(), ".pyenv/versions/3.13-dev"]),"sysPrefixPath": join_test_paths(&[home.as_str(), ".pyenv/versions/3.13-dev"])});
-    let expected_3_12_1a3 = json!({"name": "3.12.1a3","pythonExecutablePath": [join_test_paths(&[home.as_str(), ".pyenv/versions/3.12.1a3/bin/python"])],"category": "pyenv","version": "3.12.1a3","activatedRun": [pyenv_exe.clone(), "shell", "3.12.1a3"],"envPath": join_test_paths(&[home.as_str(), ".pyenv/versions/3.12.1a3"]),"sysPrefixPath": join_test_paths(&[home.as_str(), ".pyenv/versions/3.12.1a3"])});
+    let expected_manager = json!({ "executablePath": pyenv_exe.clone(), "version": null });
+    let expected_3_9_9 = json!({"name": null,"pythonExecutablePath": join_test_paths(&[home.as_str(), ".pyenv/versions/3.9.9/bin/python"]), "pythonRunCommand": [join_test_paths(&[home.as_str(), ".pyenv/versions/3.9.9/bin/python"])], "category": "pyenv","version": "3.9.9","envPath": join_test_paths(&[home.as_str(), ".pyenv/versions/3.9.9"]),"sysPrefixPath": join_test_paths(&[home.as_str(), ".pyenv/versions/3.9.9"]), "envManager": expected_manager});
+    let expected_virtual_env = json!({"name": "my-virtual-env", "version": "3.10.13", "category": "pyenvVirtualEnv", "envPath": join_test_paths(&[home.as_str(),".pyenv/versions/my-virtual-env"]), "pythonExecutablePath": join_test_paths(&[home.as_str(),".pyenv/versions/my-virtual-env/bin/python"]), "sysPrefixPath": join_test_paths(&[home.as_str(),".pyenv/versions/my-virtual-env"]), "pythonRunCommand": [join_test_paths(&[home.as_str(),".pyenv/versions/my-virtual-env/bin/python"])], "envManager": expected_manager});
+    let expected_3_12_1 = json!({"name": null,"pythonExecutablePath": join_test_paths(&[home.as_str(), ".pyenv/versions/3.12.1/bin/python"]), "pythonRunCommand": [join_test_paths(&[home.as_str(), ".pyenv/versions/3.12.1/bin/python"])], "category": "pyenv","version": "3.12.1","envPath": join_test_paths(&[home.as_str(), ".pyenv/versions/3.12.1"]),"sysPrefixPath": join_test_paths(&[home.as_str(), ".pyenv/versions/3.12.1"]), "envManager": expected_manager});
+    let expected_3_13_dev = json!({"name": null,"pythonExecutablePath": join_test_paths(&[home.as_str(), ".pyenv/versions/3.13-dev/bin/python"]), "pythonRunCommand": [join_test_paths(&[home.as_str(), ".pyenv/versions/3.13-dev/bin/python"])], "category": "pyenv","version": "3.13-dev","envPath": join_test_paths(&[home.as_str(), ".pyenv/versions/3.13-dev"]),"sysPrefixPath": join_test_paths(&[home.as_str(), ".pyenv/versions/3.13-dev"]), "envManager": expected_manager});
+    let expected_3_12_1a3 = json!({"name": null,"pythonExecutablePath": join_test_paths(&[home.as_str(), ".pyenv/versions/3.12.1a3/bin/python"]), "pythonRunCommand": [join_test_paths(&[home.as_str(), ".pyenv/versions/3.12.1a3/bin/python"])], "category": "pyenv","version": "3.12.1a3","envPath": join_test_paths(&[home.as_str(), ".pyenv/versions/3.12.1a3"]),"sysPrefixPath": join_test_paths(&[home.as_str(), ".pyenv/versions/3.12.1a3"]), "envManager": expected_manager});
     assert_messages(
         &[
             expected_manager,