diff --git a/crates/gpui/src/platform/windows/platform.rs b/crates/gpui/src/platform/windows/platform.rs
index 5219d8c8177f7c3dc76a7afab258e2c58a0ce6f8..361d8e114308323da8629fae93d257cc38147dba 100644
--- a/crates/gpui/src/platform/windows/platform.rs
+++ b/crates/gpui/src/platform/windows/platform.rs
@@ -951,17 +951,30 @@ fn file_save_dialog(
 ) -> Result<Option<PathBuf>> {
     let dialog: IFileSaveDialog = unsafe { CoCreateInstance(&FileSaveDialog, None, CLSCTX_ALL)? };
     if !directory.to_string_lossy().is_empty()
-        && let Some(full_path) = directory.canonicalize().log_err()
+        && let Some(full_path) = directory
+            .canonicalize()
+            .context("failed to canonicalize directory")
+            .log_err()
     {
         let full_path = SanitizedPath::new(&full_path);
         let full_path_string = full_path.to_string();
         let path_item: IShellItem =
             unsafe { SHCreateItemFromParsingName(&HSTRING::from(full_path_string), None)? };
-        unsafe { dialog.SetFolder(&path_item).log_err() };
+        unsafe {
+            dialog
+                .SetFolder(&path_item)
+                .context("failed to set dialog folder")
+                .log_err()
+        };
     }
 
     if let Some(suggested_name) = suggested_name {
-        unsafe { dialog.SetFileName(&HSTRING::from(suggested_name)).log_err() };
+        unsafe {
+            dialog
+                .SetFileName(&HSTRING::from(suggested_name))
+                .context("failed to set file name")
+                .log_err()
+        };
     }
 
     unsafe {
diff --git a/crates/gpui/src/platform/windows/window.rs b/crates/gpui/src/platform/windows/window.rs
index be038508880bb629c86b10b42d68907f1c60b0ae..e765fa1a22d54a645d094f0df3250f75c94387af 100644
--- a/crates/gpui/src/platform/windows/window.rs
+++ b/crates/gpui/src/platform/windows/window.rs
@@ -169,7 +169,9 @@ impl WindowsWindowState {
                 length: std::mem::size_of::<WINDOWPLACEMENT>() as u32,
                 ..Default::default()
             };
-            GetWindowPlacement(self.hwnd, &mut placement).log_err();
+            GetWindowPlacement(self.hwnd, &mut placement)
+                .context("failed to get window placement")
+                .log_err();
             placement
         };
         (
@@ -254,7 +256,9 @@ impl WindowsWindowInner {
                     lock.fullscreen_restore_bounds = window_bounds;
                     let style = WINDOW_STYLE(unsafe { get_window_long(this.hwnd, GWL_STYLE) } as _);
                     let mut rc = RECT::default();
-                    unsafe { GetWindowRect(this.hwnd, &mut rc) }.log_err();
+                    unsafe { GetWindowRect(this.hwnd, &mut rc) }
+                        .context("failed to get window rect")
+                        .log_err();
                     let _ = lock.fullscreen.insert(StyleAndBounds {
                         style,
                         x: rc.left,
@@ -301,15 +305,20 @@ impl WindowsWindowInner {
         };
         match open_status.state {
             WindowOpenState::Maximized => unsafe {
-                SetWindowPlacement(self.hwnd, &open_status.placement)?;
+                SetWindowPlacement(self.hwnd, &open_status.placement)
+                    .context("failed to set window placement")?;
                 ShowWindowAsync(self.hwnd, SW_MAXIMIZE).ok()?;
             },
             WindowOpenState::Fullscreen => {
-                unsafe { SetWindowPlacement(self.hwnd, &open_status.placement)? };
+                unsafe {
+                    SetWindowPlacement(self.hwnd, &open_status.placement)
+                        .context("failed to set window placement")?
+                };
                 self.toggle_fullscreen();
             }
             WindowOpenState::Windowed => unsafe {
-                SetWindowPlacement(self.hwnd, &open_status.placement)?;
+                SetWindowPlacement(self.hwnd, &open_status.placement)
+                    .context("failed to set window placement")?;
             },
         }
         Ok(())