diff --git a/lib/cli/src/commands/create_exe.rs b/lib/cli/src/commands/create_exe.rs
index d42f27a4c..e486779f7 100644
--- a/lib/cli/src/commands/create_exe.rs
+++ b/lib/cli/src/commands/create_exe.rs
@@ -1122,10 +1122,10 @@ fn link_exe_from_dir(
         cmd.args(files_winsdk);
     }
 
-    if debug {
-        println!("{cmd:?}");
-    }
+    println!("{cmd:?}");
+
     let compilation = cmd
+        .stdout(std::process::Stdio::inherit())
         .output()
         .context(anyhow!("Could not execute `zig`: {cmd:?}"))?;
 
@@ -1139,6 +1139,12 @@ fn link_exe_from_dir(
     // remove file if it exists - if not done, can lead to errors on copy
     let _ = std::fs::remove_file(&output_path);
     std::fs::copy(&out_path, &output_path).map_err(|e| {
+        std::process::Command::new("ls")
+            .arg(out_path.parent().unwrap())
+            .stdout(std::process::Stdio::inherit())
+            .stderr(std::process::Stdio::inherit())
+            .output()
+            .unwrap();
         anyhow::anyhow!(
             "could not copy from {} to {}: {e}",
             out_path.display(),
diff --git a/tests/integration/cli/tests/run.rs b/tests/integration/cli/tests/run.rs
index 9edc91922..4a9ceb4d0 100644
--- a/tests/integration/cli/tests/run.rs
+++ b/tests/integration/cli/tests/run.rs
@@ -63,6 +63,8 @@ fn test_cross_compile_python_windows() -> anyhow::Result<()> {
             output.arg(wasi_test_python_path());
             output.arg("--target");
             output.arg(t);
+            output.arg("--debug-dir");
+            output.arg(&format!("./{t}-{c}"));
             output.arg("-o");
             output.arg(python_wasmer_path.clone());
             output.arg(format!("--{c}"));