diff --git a/src/arg_parse.c b/src/arg_parse.c
index f56b2cc..2aeb9f4 100644
--- a/src/arg_parse.c
+++ b/src/arg_parse.c
@@ -46,6 +46,7 @@ void print_usage(void) {
   puts("  --enable-static-dir=<DIR>");
   puts("  --generate-dir=<DIR>");
   puts("  --generate-enable-overwrite");
+  puts("  --generate-static-enable-overwrite");
 }
 
 Args parse_args(int32_t argc, char **argv) {
@@ -189,6 +190,8 @@ Args parse_args(int32_t argc, char **argv) {
       }
     } else if (strcmp(argv[0], "--generate-enable-overwrite") == 0) {
       args.flags |= 4;
+    } else if (strcmp(argv[0], "--generate-static-enable-overwrite") == 0) {
+      args.flags |= 8;
     } else {
       fprintf(stderr, "ERROR: Invalid args!\n");
       print_usage();
diff --git a/src/arg_parse.h b/src/arg_parse.h
index 1a4a510..59a03ee 100644
--- a/src/arg_parse.h
+++ b/src/arg_parse.h
@@ -29,6 +29,7 @@ typedef struct Args {
   // xxxx xx0x - disable listen on config file for reloading.
   // xxxx xx1x - enable listen on config file for reloading.
   // xxxx x1xx - enable overwrite on generate.
+  // xxxx 1xxx - enable overwrite on generate for static dir.
   uint16_t flags;
   uint16_t port;
   // Does not need to be free'd, this should point to a string in argv.
diff --git a/src/main.c b/src/main.c
index 601a5a0..b2b6338 100644
--- a/src/main.c
+++ b/src/main.c
@@ -363,7 +363,7 @@ int main(int argc, char **argv) {
       puts("Static dir option specified, copying over static dir entries...");
       if (c_simple_http_static_copy_over_dir(args.static_dir,
                                              args.generate_dir,
-                                             (args.flags & 4) != 0 ? 1 : 0)
+                                             (args.flags & 8) != 0 ? 1 : 0)
           != 0) {
         fprintf(stderr, "ERROR during static-dir-entires copying!\n");
         return 1;
diff --git a/src/static.c b/src/static.c
index c6d76b9..cfa07f3 100644
--- a/src/static.c
+++ b/src/static.c
@@ -421,8 +421,8 @@ int c_simple_http_static_copy_over_dir(const char *from,
         if (fd) {
           fprintf(
             stderr,
-            "WARNING \"%s\" already exists and --generate-enable-overwrite not "
-              "specified, skipping!\n",
+            "WARNING \"%s\" already exists and "
+              "--generate-static-enable-overwrite not specified, skipping!\n",
             combined_to);
           continue;
         }