diff --git a/crates/deno_task_shell/src/shell/types.rs b/crates/deno_task_shell/src/shell/types.rs
index aa4eb95..28c674a 100644
--- a/crates/deno_task_shell/src/shell/types.rs
+++ b/crates/deno_task_shell/src/shell/types.rs
@@ -58,6 +58,12 @@ pub struct ShellState {
 pub fn set_terminal_title(title: &str) {
     // Only set title if we're in an interactive terminal session
     if std::io::stdout().is_terminal() {
+        let title = title.replace('\\', "/");
+        let title = if cfg!(unix) {
+            Path::new(&title).file_name().unwrap().to_str().unwrap()
+        } else {
+            &title
+        };
         // OSC 0 ; title BEL - works in most terminals
         print!("\x1B]0;{}\x07", title);
         // Ensure it's displayed immediately
diff --git a/crates/shell/src/main.rs b/crates/shell/src/main.rs
index 336fa86..d2fad7a 100644
--- a/crates/shell/src/main.rs
+++ b/crates/shell/src/main.rs
@@ -157,7 +157,17 @@ async fn interactive(state: Option<ShellState>, norc: bool, args: &[String]) ->
             }
 
             let mut display_cwd = if let Some(stripped) = cwd.strip_prefix(home_str) {
-                format!("~{}", stripped.replace('\\', "/"))
+                if cfg!(unix) {
+                    format!(
+                        "~/{}",
+                        PathBuf::from(stripped.replace('\\', "/"))
+                            .file_name()
+                            .unwrap_or_default()
+                            .to_string_lossy()
+                    )
+                } else {
+                    format!("~{}", stripped.replace('\\', "/"))
+                }
             } else {
                 cwd.to_string()
             };