diff --git a/bin/core/src/api/terminal.rs b/bin/core/src/api/terminal.rs
index 6e2180354..570a76897 100644
--- a/bin/core/src/api/terminal.rs
+++ b/bin/core/src/api/terminal.rs
@@ -1,7 +1,7 @@
 use anyhow::Context;
 use axum::{Extension, Router, middleware, routing::post};
 use komodo_client::{
-  api::terminal::*,
+  api::{terminal::*, write::TerminalRecreateMode},
   entities::{
     deployment::Deployment, permission::PermissionLevel,
     server::Server, stack::Stack, user::User,
@@ -43,6 +43,7 @@ async fn execute_terminal(
     server,
     terminal,
     command,
+    init,
   }): Json<ExecuteTerminalBody>,
 ) -> serror::Result<axum::body::Body> {
   info!("/terminal/execute request | user: {}", user.username);
@@ -54,8 +55,14 @@ async fn execute_terminal(
   )
   .await?;
 
-  let stream = periphery_client(&server)
-    .await?
+  let periphery = periphery_client(&server).await?;
+
+  // Maybe init terminal.
+  if let Some(request) = init {
+    periphery.request(request).await?;
+  }
+
+  let stream = periphery
     .execute_terminal(terminal, command)
     .await
     .context("Failed to execute command on periphery")?;
@@ -100,7 +107,12 @@ async fn execute_container_exec(
   let periphery = periphery_client(&server).await?;
 
   let stream = periphery
-    .execute_container_exec(container, shell, command, recreate)
+    .execute_container_exec(
+      container,
+      shell,
+      command,
+      recreate.unwrap_or(TerminalRecreateMode::DifferentCommand),
+    )
     .await
     .context(
       "Failed to execute container exec command on periphery",
@@ -146,7 +158,12 @@ async fn execute_deployment_exec(
   let periphery = periphery_client(&server).await?;
 
   let stream = periphery
-    .execute_container_exec(deployment.name, shell, command, recreate)
+    .execute_container_exec(
+      deployment.name,
+      shell,
+      command,
+      recreate.unwrap_or(TerminalRecreateMode::DifferentCommand),
+    )
     .await
     .context(
       "Failed to execute container exec command on periphery",
@@ -209,7 +226,12 @@ async fn execute_stack_exec(
   let periphery = periphery_client(&server).await?;
 
   let stream = periphery
-    .execute_container_exec(container, shell, command, recreate)
+    .execute_container_exec(
+      container,
+      shell,
+      command,
+      recreate.unwrap_or(TerminalRecreateMode::DifferentCommand),
+    )
     .await
     .context(
       "Failed to execute container exec command on periphery",
diff --git a/bin/core/src/ws/container.rs b/bin/core/src/ws/container.rs
index b8a08e054..8995c1935 100644
--- a/bin/core/src/ws/container.rs
+++ b/bin/core/src/ws/container.rs
@@ -4,8 +4,11 @@ use axum::{
 };
 use futures_util::SinkExt;
 use komodo_client::{
-  api::terminal::{
-    ConnectContainerAttachQuery, ConnectContainerExecQuery,
+  api::{
+    terminal::{
+      ConnectContainerAttachQuery, ConnectContainerExecQuery,
+    },
+    write::TerminalRecreateMode,
   },
   entities::{permission::PermissionLevel, server::Server},
 };
@@ -52,7 +55,7 @@ pub async fn exec(
       &server,
       container,
       shell,
-      recreate,
+      recreate.unwrap_or(TerminalRecreateMode::DifferentCommand),
     )
     .await
   })
@@ -96,7 +99,7 @@ pub async fn attach(
       client_socket,
       &server,
       container,
-      recreate,
+      recreate.unwrap_or(TerminalRecreateMode::DifferentCommand),
     )
     .await
   })
diff --git a/bin/core/src/ws/deployment.rs b/bin/core/src/ws/deployment.rs
index a24f3f81d..c0bfff2d8 100644
--- a/bin/core/src/ws/deployment.rs
+++ b/bin/core/src/ws/deployment.rs
@@ -4,8 +4,11 @@ use axum::{
 };
 use futures_util::SinkExt;
 use komodo_client::{
-  api::terminal::{
-    ConnectDeploymentAttachQuery, ConnectDeploymentExecQuery,
+  api::{
+    terminal::{
+      ConnectDeploymentAttachQuery, ConnectDeploymentExecQuery,
+    },
+    write::TerminalRecreateMode,
   },
   entities::{
     deployment::Deployment, permission::PermissionLevel,
@@ -67,7 +70,7 @@ pub async fn exec(
       &server,
       deployment.name,
       shell,
-      recreate,
+      recreate.unwrap_or(TerminalRecreateMode::DifferentCommand),
     )
     .await
   })
@@ -123,7 +126,7 @@ pub async fn attach(
       client_socket,
       &server,
       deployment.name,
-      recreate,
+      recreate.unwrap_or(TerminalRecreateMode::DifferentCommand),
     )
     .await
   })
diff --git a/bin/core/src/ws/stack.rs b/bin/core/src/ws/stack.rs
index 6535a1549..7bca22a3c 100644
--- a/bin/core/src/ws/stack.rs
+++ b/bin/core/src/ws/stack.rs
@@ -4,7 +4,10 @@ use axum::{
 };
 use futures_util::SinkExt;
 use komodo_client::{
-  api::terminal::{ConnectStackAttachQuery, ConnectStackExecQuery},
+  api::{
+    terminal::{ConnectStackAttachQuery, ConnectStackExecQuery},
+    write::TerminalRecreateMode,
+  },
   entities::{
     permission::PermissionLevel, server::Server, stack::Stack,
   },
@@ -37,7 +40,7 @@ pub async fn exec(
       &server,
       container,
       shell,
-      recreate,
+      recreate.unwrap_or(TerminalRecreateMode::DifferentCommand),
     )
     .await
   })
@@ -63,7 +66,7 @@ pub async fn attach(
       client_socket,
       &server,
       container,
-      recreate,
+      recreate.unwrap_or(TerminalRecreateMode::DifferentCommand),
     )
     .await
   })
diff --git a/client/core/rs/src/api/terminal.rs b/client/core/rs/src/api/terminal.rs
index 103204c44..809dfa15d 100644
--- a/client/core/rs/src/api/terminal.rs
+++ b/client/core/rs/src/api/terminal.rs
@@ -1,7 +1,7 @@
 use serde::{Deserialize, Serialize};
 use typeshare::typeshare;
 
-use crate::api::write::TerminalRecreateMode;
+use crate::api::write::{CreateTerminal, TerminalRecreateMode};
 
 /// Query to connect to a terminal (interactive shell over websocket) on the given server.
 #[typeshare]
@@ -26,6 +26,9 @@ pub struct ExecuteTerminalBody {
   pub terminal: String,
   /// The command to execute.
   pub command: String,
+  /// Pass to init the terminal session
+  /// for when the terminal doesn't already exist.
+  pub init: Option<CreateTerminal>,
 }
 
 /// Query to connect to a container exec session (interactive shell over websocket) on the given server.
@@ -40,8 +43,7 @@ pub struct ConnectContainerExecQuery {
   pub shell: String,
   /// Specify the recreate behavior.
   /// Default is 'DifferentCommand'
-  #[serde(default = "default_container_recreate_mode")]
-  pub recreate: TerminalRecreateMode,
+  pub recreate: Option<TerminalRecreateMode>,
 }
 
 /// Query to connect to a container attach session (interactive shell over websocket) on the given server.
@@ -54,8 +56,7 @@ pub struct ConnectContainerAttachQuery {
   pub container: String,
   /// Specify the recreate behavior.
   /// Default is 'DifferentCommand'
-  #[serde(default = "default_container_recreate_mode")]
-  pub recreate: TerminalRecreateMode,
+  pub recreate: Option<TerminalRecreateMode>,
 }
 
 /// Execute a command in the given containers shell.
@@ -72,8 +73,7 @@ pub struct ExecuteContainerExecBody {
   pub command: String,
   /// Specify the recreate behavior.
   /// Default is 'DifferentCommand'
-  #[serde(default = "default_container_recreate_mode")]
-  pub recreate: TerminalRecreateMode,
+  pub recreate: Option<TerminalRecreateMode>,
 }
 
 /// Query to connect to a container exec session (interactive shell over websocket) on the given Deployment.
@@ -87,8 +87,7 @@ pub struct ConnectDeploymentExecQuery {
   pub shell: String,
   /// Specify the recreate behavior.
   /// Default is 'DifferentCommand'
-  #[serde(default = "default_container_recreate_mode")]
-  pub recreate: TerminalRecreateMode,
+  pub recreate: Option<TerminalRecreateMode>,
 }
 
 /// Query to connect to a container attach session (interactive shell over websocket) on the given Deployment.
@@ -100,8 +99,7 @@ pub struct ConnectDeploymentAttachQuery {
   pub deployment: String,
   /// Specify the recreate behavior.
   /// Default is 'DifferentCommand'
-  #[serde(default = "default_container_recreate_mode")]
-  pub recreate: TerminalRecreateMode,
+  pub recreate: Option<TerminalRecreateMode>,
 }
 
 /// Execute a command in the given containers shell.
@@ -116,8 +114,7 @@ pub struct ExecuteDeploymentExecBody {
   pub command: String,
   /// Specify the recreate behavior.
   /// Default is 'DifferentCommand'
-  #[serde(default = "default_container_recreate_mode")]
-  pub recreate: TerminalRecreateMode,
+  pub recreate: Option<TerminalRecreateMode>,
 }
 
 /// Query to connect to a container exec session (interactive shell over websocket) on the given Stack / service.
@@ -133,8 +130,7 @@ pub struct ConnectStackExecQuery {
   pub shell: String,
   /// Specify the recreate behavior.
   /// Default is 'DifferentCommand'
-  #[serde(default = "default_container_recreate_mode")]
-  pub recreate: TerminalRecreateMode,
+  pub recreate: Option<TerminalRecreateMode>,
 }
 
 /// Query to connect to a container attach session (interactive shell over websocket) on the given Stack / service.
@@ -148,8 +144,7 @@ pub struct ConnectStackAttachQuery {
   pub service: String,
   /// Specify the recreate behavior.
   /// Default is 'DifferentCommand'
-  #[serde(default = "default_container_recreate_mode")]
-  pub recreate: TerminalRecreateMode,
+  pub recreate: Option<TerminalRecreateMode>,
 }
 
 /// Execute a command in the given containers shell.
@@ -166,10 +161,5 @@ pub struct ExecuteStackExecBody {
   pub command: String,
   /// Specify the recreate behavior.
   /// Default is 'DifferentCommand'
-  #[serde(default = "default_container_recreate_mode")]
-  pub recreate: TerminalRecreateMode,
-}
-
-fn default_container_recreate_mode() -> TerminalRecreateMode {
-  TerminalRecreateMode::DifferentCommand
+  pub recreate: Option<TerminalRecreateMode>,
 }
diff --git a/client/core/ts/src/types.ts b/client/core/ts/src/types.ts
index f43629f65..5882c3b74 100644
--- a/client/core/ts/src/types.ts
+++ b/client/core/ts/src/types.ts
@@ -3561,6 +3561,8 @@ export type ListAllDockerContainersResponse = ContainerListItem[];
 export interface TerminalInfoWithServer {
 	/** The server id. */
 	server_id: string;
+	/** The server name. */
+	server_name: string;
 	/** The name of the terminal. */
 	name: string;
 	/** The root program / args of the pty */
@@ -4672,7 +4674,7 @@ export interface ConnectContainerAttachQuery {
 	 * Specify the recreate behavior.
 	 * Default is 'DifferentCommand'
 	 */
-	recreate: TerminalRecreateMode;
+	recreate?: TerminalRecreateMode;
 }
 
 /** Query to connect to a container exec session (interactive shell over websocket) on the given server. */
@@ -4687,7 +4689,7 @@ export interface ConnectContainerExecQuery {
 	 * Specify the recreate behavior.
 	 * Default is 'DifferentCommand'
 	 */
-	recreate: TerminalRecreateMode;
+	recreate?: TerminalRecreateMode;
 }
 
 /**
@@ -4701,7 +4703,7 @@ export interface ConnectDeploymentAttachQuery {
 	 * Specify the recreate behavior.
 	 * Default is 'DifferentCommand'
 	 */
-	recreate: TerminalRecreateMode;
+	recreate?: TerminalRecreateMode;
 }
 
 /**
@@ -4717,7 +4719,7 @@ export interface ConnectDeploymentExecQuery {
 	 * Specify the recreate behavior.
 	 * Default is 'DifferentCommand'
 	 */
-	recreate: TerminalRecreateMode;
+	recreate?: TerminalRecreateMode;
 }
 
 /**
@@ -4733,7 +4735,7 @@ export interface ConnectStackAttachQuery {
 	 * Specify the recreate behavior.
 	 * Default is 'DifferentCommand'
 	 */
-	recreate: TerminalRecreateMode;
+	recreate?: TerminalRecreateMode;
 }
 
 /**
@@ -4751,7 +4753,7 @@ export interface ConnectStackExecQuery {
 	 * Specify the recreate behavior.
 	 * Default is 'DifferentCommand'
 	 */
-	recreate: TerminalRecreateMode;
+	recreate?: TerminalRecreateMode;
 }
 
 /** Query to connect to a terminal (interactive shell over websocket) on the given server. */
@@ -5733,7 +5735,7 @@ export interface ExecuteContainerExecBody {
 	 * Specify the recreate behavior.
 	 * Default is 'DifferentCommand'
 	 */
-	recreate: TerminalRecreateMode;
+	recreate?: TerminalRecreateMode;
 }
 
 /** Execute a command in the given containers shell. */
@@ -5748,7 +5750,7 @@ export interface ExecuteDeploymentExecBody {
 	 * Specify the recreate behavior.
 	 * Default is 'DifferentCommand'
 	 */
-	recreate: TerminalRecreateMode;
+	recreate?: TerminalRecreateMode;
 }
 
 /** Execute a command in the given containers shell. */
@@ -5765,7 +5767,7 @@ export interface ExecuteStackExecBody {
 	 * Specify the recreate behavior.
 	 * Default is 'DifferentCommand'
 	 */
-	recreate: TerminalRecreateMode;
+	recreate?: TerminalRecreateMode;
 }
 
 /** Execute a terminal command on the given server. */
@@ -5776,6 +5778,11 @@ export interface ExecuteTerminalBody {
 	terminal: string;
 	/** The command to execute. */
 	command: string;
+	/**
+	 * Pass to init the terminal session
+	 * for when the terminal doesn't already exist.
+	 */
+	init?: CreateTerminal;
 }
 
 /**
diff --git a/frontend/public/client/types.d.ts b/frontend/public/client/types.d.ts
index ebdc386bb..3e5c9a08d 100644
--- a/frontend/public/client/types.d.ts
+++ b/frontend/public/client/types.d.ts
@@ -3600,6 +3600,8 @@ export type ListAllDockerContainersResponse = ContainerListItem[];
 export interface TerminalInfoWithServer {
     /** The server id. */
     server_id: string;
+    /** The server name. */
+    server_name: string;
     /** The name of the terminal. */
     name: string;
     /** The root program / args of the pty */
@@ -4559,7 +4561,7 @@ export interface ConnectContainerAttachQuery {
      * Specify the recreate behavior.
      * Default is 'DifferentCommand'
      */
-    recreate: TerminalRecreateMode;
+    recreate?: TerminalRecreateMode;
 }
 /** Query to connect to a container exec session (interactive shell over websocket) on the given server. */
 export interface ConnectContainerExecQuery {
@@ -4573,7 +4575,7 @@ export interface ConnectContainerExecQuery {
      * Specify the recreate behavior.
      * Default is 'DifferentCommand'
      */
-    recreate: TerminalRecreateMode;
+    recreate?: TerminalRecreateMode;
 }
 /**
  * Query to connect to a container attach session (interactive shell over websocket) on the given Deployment.
@@ -4586,7 +4588,7 @@ export interface ConnectDeploymentAttachQuery {
      * Specify the recreate behavior.
      * Default is 'DifferentCommand'
      */
-    recreate: TerminalRecreateMode;
+    recreate?: TerminalRecreateMode;
 }
 /**
  * Query to connect to a container exec session (interactive shell over websocket) on the given Deployment.
@@ -4601,7 +4603,7 @@ export interface ConnectDeploymentExecQuery {
      * Specify the recreate behavior.
      * Default is 'DifferentCommand'
      */
-    recreate: TerminalRecreateMode;
+    recreate?: TerminalRecreateMode;
 }
 /**
  * Query to connect to a container attach session (interactive shell over websocket) on the given Stack / service.
@@ -4616,7 +4618,7 @@ export interface ConnectStackAttachQuery {
      * Specify the recreate behavior.
      * Default is 'DifferentCommand'
      */
-    recreate: TerminalRecreateMode;
+    recreate?: TerminalRecreateMode;
 }
 /**
  * Query to connect to a container exec session (interactive shell over websocket) on the given Stack / service.
@@ -4633,7 +4635,7 @@ export interface ConnectStackExecQuery {
      * Specify the recreate behavior.
      * Default is 'DifferentCommand'
      */
-    recreate: TerminalRecreateMode;
+    recreate?: TerminalRecreateMode;
 }
 /** Query to connect to a terminal (interactive shell over websocket) on the given server. */
 export interface ConnectTerminalQuery {
@@ -5540,7 +5542,7 @@ export interface ExecuteContainerExecBody {
      * Specify the recreate behavior.
      * Default is 'DifferentCommand'
      */
-    recreate: TerminalRecreateMode;
+    recreate?: TerminalRecreateMode;
 }
 /** Execute a command in the given containers shell. */
 export interface ExecuteDeploymentExecBody {
@@ -5554,7 +5556,7 @@ export interface ExecuteDeploymentExecBody {
      * Specify the recreate behavior.
      * Default is 'DifferentCommand'
      */
-    recreate: TerminalRecreateMode;
+    recreate?: TerminalRecreateMode;
 }
 /** Execute a command in the given containers shell. */
 export interface ExecuteStackExecBody {
@@ -5570,7 +5572,7 @@ export interface ExecuteStackExecBody {
      * Specify the recreate behavior.
      * Default is 'DifferentCommand'
      */
-    recreate: TerminalRecreateMode;
+    recreate?: TerminalRecreateMode;
 }
 /** Execute a terminal command on the given server. */
 export interface ExecuteTerminalBody {
@@ -5580,6 +5582,11 @@ export interface ExecuteTerminalBody {
     terminal: string;
     /** The command to execute. */
     command: string;
+    /**
+     * Pass to init the terminal session
+     * for when the terminal doesn't already exist.
+     */
+    init?: CreateTerminal;
 }
 /**
  * Get pretty formatted monrun sync toml for all resources