diff --git a/crates/proto/src/error.rs b/crates/proto/src/error.rs
index c2fdfcf8204e40abe317ec1404e62eb5caf2bdac..d83b0fc499ba9dddb1d6417307fea9eaed9fdfd7 100644
--- a/crates/proto/src/error.rs
+++ b/crates/proto/src/error.rs
@@ -126,7 +126,7 @@ impl ErrorExt for anyhow::Error {
         if let Some(rpc_error) = self.downcast_ref::<RpcError>() {
             rpc_error.cloned()
         } else {
-            anyhow::anyhow!("{self}")
+            anyhow::anyhow!("{self:#}")
         }
     }
 }
diff --git a/crates/remote/src/transport/ssh.rs b/crates/remote/src/transport/ssh.rs
index 6244045d1eba3a3f267fbdaf1cb906c58a3d48b2..fdf0f05ae665a8a384ef6dfcf3c659ee407e7124 100644
--- a/crates/remote/src/transport/ssh.rs
+++ b/crates/remote/src/transport/ssh.rs
@@ -1327,7 +1327,7 @@ fn build_command(
         let working_dir = RemotePathBuf::new(working_dir, ssh_path_style).to_string();
 
         // shlex will wrap the command in single quotes (''), disabling ~ expansion,
-        // replace with with something that works
+        // replace with something that works
         const TILDE_PREFIX: &'static str = "~/";
         if working_dir.starts_with(TILDE_PREFIX) {
             let working_dir = working_dir.trim_start_matches("~").trim_start_matches("/");
diff --git a/crates/remote/src/transport/wsl.rs b/crates/remote/src/transport/wsl.rs
index c075e4fb1213512792191cb3b5ff5eefc423b339..7d4664ab846564fa55fc59912489536b78f8fc38 100644
--- a/crates/remote/src/transport/wsl.rs
+++ b/crates/remote/src/transport/wsl.rs
@@ -251,11 +251,13 @@ impl WslRemoteConnection {
             let mkdir = self.shell_kind.prepend_command_prefix("mkdir");
             self.run_wsl_command(&mkdir, &["-p", &parent])
                 .await
-                .map_err(|e| anyhow!("Failed to create directory when uploading file: {}", e))?;
+                .context("Failed to create directory when uploading file")?;
         }
 
         let t0 = Instant::now();
-        let src_stat = fs::metadata(&src_path).await?;
+        let src_stat = fs::metadata(&src_path)
+            .await
+            .with_context(|| format!("source path does not exist: {}", src_path.display()))?;
         let size = src_stat.len();
         log::info!(
             "uploading remote server to WSL {:?} ({}kb)",