diff --git a/makefile b/makefile
index 2f3d06d3..d0f25f14 100644
--- a/makefile
+++ b/makefile
@@ -67,12 +67,12 @@ all: ui
 
 ui: InteropDLL/$(OBJFOLDER)/$(SHAREDLIB)
 	mkdir -p $(RELEASEFOLDER)/Dependencies
-	rm -f $(RELEASEFOLDER)/Dependencies/*
+	rm -fr $(RELEASEFOLDER)/Dependencies/*
 	cd UpdateHelper && xbuild /property:Configuration="Release" /property:Platform="AnyCPU"
 	cp "bin/Any CPU/Release/MesenUpdater.exe" $(RELEASEFOLDER)/Dependencies/
-	cp GUI.NET/Dependencies/* $(RELEASEFOLDER)/Dependencies/
+	cp -r GUI.NET/Dependencies/* $(RELEASEFOLDER)/Dependencies/
 	cp InteropDLL/$(OBJFOLDER)/$(SHAREDLIB) $(RELEASEFOLDER)/Dependencies/$(SHAREDLIB)	
-	cd $(RELEASEFOLDER)/Dependencies && zip ../Dependencies.zip *	
+	cd $(RELEASEFOLDER)/Dependencies && zip -r ../Dependencies.zip *	
 	cd GUI.NET && xbuild /property:Configuration="Release" /property:Platform="$(MESENPLATFORM)" /property:PreBuildEvent="" /property:DefineConstants="HIDETESTMENU,DISABLEAUTOUPDATE"
 
 libretro: Libretro/$(OBJFOLDER)/$(LIBRETROLIB)