diff --git a/dns/src/gurt_server.rs b/dns/src/gurt_server.rs
index d3bf5c7..473dbb4 100644
--- a/dns/src/gurt_server.rs
+++ b/dns/src/gurt_server.rs
@@ -342,6 +342,14 @@ async fn serve_static_file(ctx: &ServerContext) -> Result<GurtResponse> {
         .and_then(|h| h.to_str().ok())
         .unwrap_or("");
     
+    // Debug logging
+    log::info!("Static file request - Path: '{}', Host header: '{}'", path, host_header);
+    log::info!("All headers: {:?}", ctx.request.headers());
+    
+    // Extract hostname without port
+    let hostname = host_header.split(':').next().unwrap_or(host_header);
+    log::info!("Extracted hostname: '{}'", hostname);
+    
     // Strip query parameters from the path for static file serving
     let path_without_query = if let Some(query_pos) = path.find('?') {
         &path[..query_pos]
@@ -350,9 +358,11 @@ async fn serve_static_file(ctx: &ServerContext) -> Result<GurtResponse> {
     };
     
     let file_path = if path_without_query == "/" || path_without_query == "" {
-        if host_header == "search.web" {
+        if hostname == "search.web" {
+            log::info!("Serving search.html for search.web domain");
             "search.html"
         } else {
+            log::info!("Serving index.html for domain: '{}'", hostname);
             "index.html"
         }
     } else {
@@ -372,13 +382,16 @@ async fn serve_static_file(ctx: &ServerContext) -> Result<GurtResponse> {
     let current_dir = std::env::current_dir()
         .map_err(|_| GurtError::invalid_message("Failed to get current directory"))?;
     
-    let frontend_dir = if host_header == "search.web" {
+    let frontend_dir = if hostname == "search.web" {
+        log::info!("Using search-engine frontend directory");
         current_dir.join("search-engine").join("frontend")
     } else {
+        log::info!("Using default frontend directory");
         current_dir.join("frontend")
     };
     
     let full_path = frontend_dir.join(file_path);
+    log::info!("Attempting to serve file: '{}'", full_path.display());
     
     match tokio::fs::read_to_string(&full_path).await {
         Ok(content) => {