diff --git a/src/main.rs b/src/main.rs
index ce46eec..8d39ac0 100644
--- a/src/main.rs
+++ b/src/main.rs
@@ -89,10 +89,25 @@ async fn catch_all(req: HttpRequest, _payload: Option<web::Json<Value>>) -> acti
 #[actix_web::main]
 async fn main() -> std::io::Result<()> {
     let _ = fs::create_dir_all(LOG_DIR);
-    let log_file_path = format!("{}{}", LOG_DIR, LOG_FILE_NAME);
-    let time_tag = chrono::Local::now().format("%Y_%m_%d");
-    let _ = fs::rename(log_file_path, format!("{}_{}", time_tag, &LOG_FILE_NAME));
+    let log_filename = format!("{}{}", LOG_DIR, LOG_FILE_NAME);
+    let log_filename_path = std::path::Path::new(&log_filename);
 
+    let time_tag = chrono::Local::now().format("%Y_%m_%d_%H_%M_%S");
+    if log_filename_path.exists() {
+        println!("File: {}, exists, rotating.", &log_filename_path.display());
+        fs::rename(
+            &log_filename_path,
+            format!("{}{}_{}", LOG_DIR, time_tag, &LOG_FILE_NAME),
+        )
+        .unwrap_or_else(|e| {
+            println!(
+                "No existing log file {} to rotate. Error: {}",
+                log_filename_path.to_string_lossy(),
+                e
+            )
+        });
+        println!("Rotated log file to: {}_{}", time_tag, &LOG_FILE_NAME);
+    }
     let assets = data_mgt::AssetTracker::new();
 
     println!("Starting server at http://{}:{}/", *BIND_ADDR, *BIND_PORT);