diff --git a/makefile b/makefile
index ec2a995..bf92833 100644
--- a/makefile
+++ b/makefile
@@ -4,7 +4,7 @@ LIBS = -framework AppKit -F/System/Library/PrivateFrameworks/ -framework SkyLigh
 all: | bin
 	clang -std=c99 -O3 -g $(FILES) -o bin/borders $(LIBS)
 
-debug:
+debug: | bin
 	clang -std=c99 -O0 -g -DDEBUG $(FILES) -o bin/debug $(LIBS)
 
 bin:
diff --git a/src/border.c b/src/border.c
index 7782e3e..3ce1be6 100644
--- a/src/border.c
+++ b/src/border.c
@@ -50,8 +50,9 @@ void border_draw(struct border* border) {
                              -g_settings.border_width,
                              -g_settings.border_width );
 
-  if (frame.size.width < 2.f * inner_border_radius
-      || frame.size.height < 2.f * inner_border_radius) {
+  CGRect smallest_rect = CGRectInset(window_frame, 1.0, 1.0);
+  if (smallest_rect.size.width < 2.f * inner_border_radius
+      || smallest_rect.size.height < 2.f * inner_border_radius) {
     return;
   }