diff --git a/src/platform/macos.rs b/src/platform/macos.rs
index 3576b60ce..c49884ad6 100644
--- a/src/platform/macos.rs
+++ b/src/platform/macos.rs
@@ -343,8 +343,17 @@ fn update_daemon_agent(
                 bail!("run osascript failed: {}", e);
             }
             Ok(output) if !output.status.success() => {
-                log::warn!("run osascript failed with status: {}", output.status);
-                bail!("run osascript failed with status: {}", output.status);
+                let stderr = String::from_utf8_lossy(&output.stderr);
+                log::warn!(
+                    "run osascript failed with status: {}, stderr: {}",
+                    output.status,
+                    stderr.trim()
+                );
+                bail!(
+                    "run osascript failed with status: {}, stderr: {}",
+                    output.status,
+                    stderr.trim()
+                );
             }
             _ => {
                 let installed = std::path::Path::new(&agent_plist_file).exists();
@@ -1000,8 +1009,17 @@ fn update_me_from_app_dir(app_dir: String, keep_current_process: bool) -> Result
             .output();
         match output {
             Ok(output) if !output.status.success() => {
-                log::error!("osascript execution failed with status: {}", output.status);
-                bail!("osascript execution failed with status: {}", output.status);
+                let stderr = String::from_utf8_lossy(&output.stderr);
+                log::error!(
+                    "osascript execution failed with status: {}, stderr: {}",
+                    output.status,
+                    stderr.trim()
+                );
+                bail!(
+                    "osascript execution failed with status: {}, stderr: {}",
+                    output.status,
+                    stderr.trim()
+                );
             }
             Err(e) => {
                 log::error!("run osascript failed: {}", e);
diff --git a/src/platform/windows.rs b/src/platform/windows.rs
index 7903182c0..38973a6d0 100644
--- a/src/platform/windows.rs
+++ b/src/platform/windows.rs
@@ -3765,10 +3765,12 @@ fn copy_update_file_for_verification(file: &str) -> ResultType<VerifiedUpdateFil
             }
         };
         if let Err(e) = std::io::copy(&mut source_file, &mut copy_file) {
+            drop(copy_file);
             std::fs::remove_file(&path).ok();
             return Err(e.into());
         }
         if let Err(e) = copy_file.flush() {
+            drop(copy_file);
             std::fs::remove_file(&path).ok();
             return Err(e.into());
         }
@@ -3798,14 +3800,18 @@ pub fn verify_update_file_signature_and_sha256(
     let update_path = match update_file.path_str() {
         Ok(path) => path.to_owned(),
         Err(e) => {
-            std::fs::remove_file(&update_file.path).ok();
+            let path = update_file.path.clone();
+            drop(update_file);
+            std::fs::remove_file(&path).ok();
             return Err(e);
         }
     };
     if let Err(e) = verify_update_file_sha256(&mut update_file.file, expected_sha256, &update_path)
         .and_then(|_| verify_update_file_signature_for_path(&update_path))
     {
-        std::fs::remove_file(&update_file.path).ok();
+        let path = update_file.path.clone();
+        drop(update_file);
+        std::fs::remove_file(&path).ok();
         return Err(e);
     }
     Ok(update_file)