diff --git a/src-tauri/src/core/manager/state.rs b/src-tauri/src/core/manager/state.rs
index db2bcae5e..acea6e44a 100644
--- a/src-tauri/src/core/manager/state.rs
+++ b/src-tauri/src/core/manager/state.rs
@@ -111,7 +111,11 @@ impl CoreManager {
 
         #[cfg(unix)]
         let previous_mask = unsafe { tauri_plugin_clash_verge_sysinfo::libc::umask(0o077) };
-        let command = app_handle.shell().sidecar(clash_core.as_str())?.args([
+        let command = app_handle
+            .shell()
+            .sidecar(clash_core.as_str())
+            .map_err(|error| anyhow::anyhow!("failed to build sidecar command for core {clash_core:?}: {error:#}"))?;
+        let command = command.args([
             "-d",
             dirs::path_to_str(&config_dir)?,
             "-f",
@@ -128,7 +132,13 @@ impl CoreManager {
             "LISTEN_NAMEDPIPE_SDDL",
             crate::core::owner_identity::current_user_pipe_sddl()?,
         );
-        let (mut rx, child) = command.spawn()?;
+        let (mut rx, child) = command.spawn().map_err(|error| {
+            anyhow::anyhow!(
+                "failed to start sidecar core {clash_core:?} with config {} and data directory {}: {error:#}",
+                config_file.display(),
+                config_dir.display()
+            )
+        })?;
         #[cfg(target_os = "windows")]
         let job = {
             match create_and_assign_sidecar_job(child.pid()) {
diff --git a/src-tauri/src/core/service.rs b/src-tauri/src/core/service.rs
index 79e83a4e2..756a4f2ae 100644
--- a/src-tauri/src/core/service.rs
+++ b/src-tauri/src/core/service.rs
@@ -438,7 +438,13 @@ fn macos_service_tool_path(source: &Path) -> Result<PathBuf> {
 }
 
 fn service_core_path(clash_core: &str, bin_ext: &str) -> Result<PathBuf> {
-    let sibling = current_exe()?.with_file_name(format!("{clash_core}{bin_ext}"));
+    let sibling = current_exe()
+        .map_err(|error| {
+            anyhow::anyhow!(
+                "failed to locate the current executable while resolving Service core {clash_core:?}: {error}"
+            )
+        })?
+        .with_file_name(format!("{clash_core}{bin_ext}"));
 
     #[cfg(all(target_os = "macos", feature = "verge-dev"))]
     {
@@ -898,7 +904,10 @@ pub(super) async fn start_with_existing_service(config_file: &Path) -> Result<()
         let err_msg = response.message;
         logging!(error, Type::Service, "启动核心失败: {}", err_msg);
         start_owner_monitor();
-        bail!(err_msg);
+        bail!(
+            "failed to start Service core at {}: {err_msg}",
+            request.runtime.core_path
+        );
     }
 
     let result = response.data.context("Clash Verge Service 未返回会话信息")?;
diff --git a/src-tauri/src/core/validate.rs b/src-tauri/src/core/validate.rs
index 55d62ec92..8afb25b69 100644
--- a/src-tauri/src/core/validate.rs
+++ b/src-tauri/src/core/validate.rs
@@ -348,12 +348,16 @@ impl CoreConfigValidator {
         logging!(info, Type::Validate, "验证目录: {}", app_dir_str);
 
         // 使用子进程运行clash验证配置
-        let command =
-            app_handle
-                .shell()
-                .sidecar(clash_core.as_str())?
-                .args(["-t", "-d", app_dir_str, "-f", config_path]);
-        let output = command.output().await?;
+        let command = app_handle.shell().sidecar(clash_core.as_str()).map_err(|error| {
+            anyhow::anyhow!("failed to build validation command for core {clash_core:?}: {error:#}")
+        })?;
+        let command = command.args(["-t", "-d", app_dir_str, "-f", config_path]);
+        let output = command.output().await.map_err(|error| {
+            anyhow::anyhow!(
+                "failed to run validation core {clash_core:?} for config {config_path:?} in data directory {}: {error:#}",
+                app_dir.display()
+            )
+        })?;
 
         let status = &output.status;
         let stderr = &output.stderr;
diff --git a/src-tauri/src/utils/help.rs b/src-tauri/src/utils/help.rs
index 90e2eb17f..f4cf5df35 100644
--- a/src-tauri/src/utils/help.rs
+++ b/src-tauri/src/utils/help.rs
@@ -256,7 +256,12 @@ pub fn snapshot_path(original_path: &Path) -> Result<PathBuf> {
         .ok_or_else(|| anyhow!("Invalid log path"))?
         .join("temp");
 
-    std::fs::create_dir_all(&temp_dir)?;
+    std::fs::create_dir_all(&temp_dir).map_err(|error| {
+        anyhow!(
+            "failed to create log snapshot directory {}: {error}",
+            temp_dir.display()
+        )
+    })?;
 
     let temp_path = temp_dir.join(format!(
         "{}_{}.log",
@@ -264,7 +269,13 @@ pub fn snapshot_path(original_path: &Path) -> Result<PathBuf> {
         chrono::Local::now().format("%Y-%m-%d_%H-%M-%S")
     ));
 
-    std::fs::copy(original_path, &temp_path)?;
+    std::fs::copy(original_path, &temp_path).map_err(|error| {
+        anyhow!(
+            "failed to copy log snapshot from {} to {}: {error}",
+            original_path.display(),
+            temp_path.display()
+        )
+    })?;
 
     Ok(temp_path)
 }