Enhance server startup logging and error handling

- Implemented detailed logging for server startup in server.py, including Python version, executable path, and parsed arguments.
- Added error handling for module imports and server initialization to improve robustness.
- Introduced an Entitlements.plist file for macOS to manage security settings.
- Updated tauri.conf.json to reference the new Entitlements.plist.
- Enhanced error reporting in main.rs for better debugging during server process management.

backend/server.py

@@ -5,14 +5,41 @@ This module provides an entry point that works with PyInstaller by using
 absolute imports instead of relative imports.
 """
 
-import argparse
+import sys
-import uvicorn
+import logging
 
-# Import the FastAPI app from the backend package
+# Set up logging FIRST, before any imports that might fail
-from backend.main import app
+logging.basicConfig(
-from backend import config, database
+    level=logging.INFO,
+    format='%(asctime)s - %(name)s - %(levelname)s - %(message)s',
+    stream=sys.stderr,  # Log to stderr so it's captured by Tauri
+)
+logger = logging.getLogger(__name__)
+
+# Log startup immediately to confirm binary execution
+logger.info("=" * 60)
+logger.info("voicebox-server starting up...")
+logger.info(f"Python version: {sys.version}")
+logger.info(f"Executable: {sys.executable}")
+logger.info(f"Arguments: {sys.argv}")
+logger.info("=" * 60)
+
+try:
+    import argparse
+    import uvicorn
+    logger.info("Standard library imports successful")
+
+    # Import the FastAPI app from the backend package
+    logger.info("Importing backend modules...")
+    from backend.main import app
+    from backend import config, database
+    logger.info("Backend imports successful")
+except Exception as e:
+    logger.error(f"Failed to import required modules: {e}", exc_info=True)
+    sys.exit(1)
 
 if __name__ == "__main__":
+    try:
         parser = argparse.ArgumentParser(description="voicebox backend server")
         parser.add_argument(
             "--host",
@@ -33,17 +60,25 @@ if __name__ == "__main__":
             help="Data directory for database, profiles, and generated audio",
         )
         args = parser.parse_args()
+        logger.info(f"Parsed arguments: host={args.host}, port={args.port}, data_dir={args.data_dir}")
 
         # Set data directory if provided
         if args.data_dir:
+            logger.info(f"Setting data directory to: {args.data_dir}")
             config.set_data_dir(args.data_dir)
 
         # Initialize database after data directory is set
+        logger.info("Initializing database...")
         database.init_db()
+        logger.info("Database initialized successfully")
 
+        logger.info(f"Starting uvicorn server on {args.host}:{args.port}...")
         uvicorn.run(
             app,
             host=args.host,
             port=args.port,
             log_level="info",
         )
+    except Exception as e:
+        logger.error(f"Server startup failed: {e}", exc_info=True)
+        sys.exit(1)

tauri/src-tauri/Entitlements.plist

@@ -0,0 +1,12 @@
+<?xml version="1.0" encoding="UTF-8"?>
+<!DOCTYPE plist PUBLIC "-//Apple//DTD PLIST 1.0//EN" "http://www.apple.com/DTDs/PropertyList-1.0.dtd">
+<plist version="1.0">
+<dict>
+    <key>com.apple.security.cs.allow-jit</key>
+    <true/>
+    <key>com.apple.security.cs.allow-unsigned-executable-memory</key>
+    <true/>
+    <key>com.apple.security.cs.disable-library-validation</key>
+    <true/>
+</dict>
+</plist>

tauri/src-tauri/src/main.rs

@@ -31,10 +31,21 @@ async fn start_server(
     std::fs::create_dir_all(&data_dir)
         .map_err(|e| format!("Failed to create data dir: {}", e))?;
 
+    println!("=================================================================");
+    println!("Starting voicebox-server sidecar");
+    println!("Data directory: {:?}", data_dir);
+    println!("Remote mode: {}", remote.unwrap_or(false));
+
     let mut sidecar = app
         .shell()
         .sidecar("voicebox-server")
-        .map_err(|e| format!("Failed to get sidecar: {}", e))?;
+        .map_err(|e| {
+            eprintln!("Failed to get sidecar: {}", e);
+            eprintln!("This usually means the binary is not bundled correctly or doesn't have execute permissions");
+            format!("Failed to get sidecar: {}", e)
+        })?;
+
+    println!("Sidecar command created successfully");
 
     // Pass data directory to Python server
     sidecar = sidecar.args([
@@ -48,9 +59,21 @@ async fn start_server(
         sidecar = sidecar.args(["--host", "0.0.0.0"]);
     }
 
+    println!("Spawning server process...");
     let (mut rx, child) = sidecar
         .spawn()
-        .map_err(|e| format!("Failed to spawn: {}", e))?;
+        .map_err(|e| {
+            eprintln!("Failed to spawn server process: {}", e);
+            eprintln!("This could be due to:");
+            eprintln!("  - Missing or corrupted binary");
+            eprintln!("  - Missing execute permissions");
+            eprintln!("  - Code signing issues on macOS");
+            eprintln!("  - Missing dependencies");
+            format!("Failed to spawn: {}", e)
+        })?;
+
+    println!("Server process spawned, waiting for ready signal...");
+    println!("=================================================================");
 
     // Store child process
     *state.child.lock().unwrap() = Some(child);
@@ -58,10 +81,18 @@ async fn start_server(
     // Wait for server to be ready by listening for startup log
     let timeout = tokio::time::Duration::from_secs(30);
     let start_time = tokio::time::Instant::now();
+    let mut error_output = Vec::new();
 
     loop {
         if start_time.elapsed() > timeout {
-            return Err("Server startup timeout".to_string());
+            eprintln!("Server startup timeout after 30 seconds");
+            if !error_output.is_empty() {
+                eprintln!("Collected error output:");
+                for line in &error_output {
+                    eprintln!("  {}", line);
+                }
+            }
+            return Err("Server startup timeout - check Console.app for detailed logs".to_string());
         }
 
         match tokio::time::timeout(tokio::time::Duration::from_millis(100), rx.recv()).await {
@@ -77,9 +108,14 @@ async fn start_server(
                         }
                     }
                     tauri_plugin_shell::process::CommandEvent::Stderr(line) => {
-                        let line_str = String::from_utf8_lossy(&line);
+                        let line_str = String::from_utf8_lossy(&line).to_string();
                         eprintln!("Server: {}", line_str);
 
+                        // Collect error lines for debugging
+                        if line_str.contains("ERROR") || line_str.contains("Error") || line_str.contains("Failed") {
+                            error_output.push(line_str.clone());
+                        }
+
                         // Uvicorn logs to stderr, so check there too
                         if line_str.contains("Uvicorn running") || line_str.contains("Application startup complete") {
                             println!("Server is ready!");
@@ -90,6 +126,9 @@ async fn start_server(
                 }
             }
             Ok(None) => {
+                eprintln!("Server process ended unexpectedly during startup!");
+                eprintln!("The server binary may have crashed or exited with an error.");
+                eprintln!("Check Console.app logs for more details (search for 'voicebox')");
                 return Err("Server process ended unexpectedly".to_string());
             }
             Err(_) => {

tauri/src-tauri/tauri.conf.json

@@ -24,7 +24,8 @@
     "macOS": {
       "frameworks": [],
       "minimumSystemVersion": "11.0",
-      "infoPlist": "Info.plist"
+      "infoPlist": "Info.plist",
+      "entitlements": "Entitlements.plist"
     },
     "resources": {
       "gen/Assets.car": "./",