diff --git a/Makefile b/Makefile
index d05d926da27cc..e6008b224c838 100644
--- a/Makefile
+++ b/Makefile
@@ -325,6 +325,9 @@ ifeq ($(JULIA_CPU_TARGET), native)
 endif
 
 ifeq ($(OS), WINNT)
+	# If we are running on WINNT, also delete sys.dll until it stops causing issues (#8895, among others)
+	-rm -f $(DESTDIR)$(private_libdir)/sys.$(SHLIB_EXT)
+
 	[ ! -d dist-extras ] || ( cd dist-extras && \
 		cp 7z.exe 7z.dll libexpat-1.dll zlib1.dll $(bindir) && \
 	    mkdir $(DESTDIR)$(prefix)/Git && \