diff --git a/Makefile.in b/Makefile.in
index 4b01f6730..2503db9c7 100644
--- a/Makefile.in
+++ b/Makefile.in
@@ -140,12 +140,13 @@ dosify$(BUILDEXT): $(srcdir)/dosify.c
 	$(BUILDCC) $(CPPFLAGS) $(CFLAGS) $(LDFLAGS) -o dosify$(BUILDEXT) $(srcdir)/dosify.c
 endif
 
-# This rule rules the compiler in the trivial hello.vl program to make
-# sure the basics were compiled properly.
+# This rule runs the compiler using the trivial hello.vl program to make sure
+# the base programs are compiled properly.
 check: all
 	$(foreach dir,$(SUBDIRS),$(MAKE) -C $(dir) $@ && ) true
+	rm -f check.vvp
 	test -r check.conf || cp $(srcdir)/check.conf .
-	driver/iverilog@EXEEXT@ -B. -BMvpi -BPivlpp -tcheck -ocheck.vvp $(srcdir)/examples/hello.vl
+	driver/iverilog@EXEEXT@ -B. -BMvpi -BPivlpp -tcheck -ocheck.vvp $(srcdir)/examples/hello.vl && \
 	$(ENV_VVP) vvp/vvp$(suffix)@EXEEXT@ -M- -M./vpi ./check.vvp | grep 'Hello, World'
 
 check-installed check-installed-vpi check-installed-vvp check-installed-vvp-py:
diff --git a/configure.ac b/configure.ac
index 5560dc981..9ad90e571 100644
--- a/configure.ac
+++ b/configure.ac
@@ -98,21 +98,19 @@ AC_SUBST(EXEEXT)
 # Combined check for Microsoft-related bogosities; sets WIN32 if found
 AX_WIN32
 
-# detect msys shell
-AC_MSG_CHECKING([whether the shell is an MSYS2 runtime shell])
+# Detect which directory/file separator to use
+AC_MSG_CHECKING([for directory/file separator])
 
 AS_CASE([$host_os:$MSYSTEM],
-  [*mingw*:UCRT64|*mingw*:MINGW64|*mingw*:MINGW32|*mingw*:CLANG64], [
-    MSYS_SHELL=true
-    msys_shell_result=yes
+  [*mingw*:UCRT64|*mingw*:MINGW64|*mingw*:MINGW32|*mingw*:CLANG64|*mingw*:CLANGARM64], [
+    PATH_SEP=\\\\
   ],
   [
-    MSYS_SHELL=false
-    msys_shell_result=no
+    PATH_SEP=/
   ]
 )
-AC_MSG_RESULT([$msys_shell_result])
-AC_SUBST([MSYS_SHELL])
+AC_MSG_RESULT([$PATH_SEP])
+AC_SUBST([PATH_SEP])
 
 # Check to see if we are using the Sun compiler. If so then configure
 # some of the flags to match the Sun compiler syntax. This is also used
diff --git a/driver/Makefile.in b/driver/Makefile.in
index 910d50599..91e472816 100644
--- a/driver/Makefile.in
+++ b/driver/Makefile.in
@@ -19,7 +19,7 @@ SHELL = /bin/sh
 
 EXEEXT = @EXEEXT@
 ENV_VVP=@ENV_VVP@
-MSYS_SHELL=@MSYS_SHELL@
+PATH_SEP=@PATH_SEP@
 
 suffix = @install_suffix@
 
@@ -64,19 +64,16 @@ O = main.o substit.o cflexor.o cfparse.o
 all: dep iverilog@EXEEXT@ iverilog.man
 
 check: all
-	@if $(MSYS_SHELL); then \
-		echo "iverilog: execution from a build directory not suppported for this runtime"; \
-	else \
-		echo "iverilog: create .vpp from .v file and run it"; \
-		$(builddir)/iverilog@EXEEXT@ \
-			-B$(top_builddir)/tgt-vvp \
-			-BI$(top_builddir) \
-			-BM$(top_builddir)/vpi \
-			-BP$(top_builddir)/ivlpp \
-			-Bt$(top_builddir)/tgt-vvp \
-			$(verbose) -o top.vvp -s top $(srcdir)/hello_world.v; \
-		$(ENV_VVP) $(top_builddir)/vvp/vvp$(suffix)@EXEEXT@ top.vvp; \
-	fi
+	@echo "driver/iverilog: create a vvp file and then run it."
+	@rm -f top.vvp
+	@$(builddir)/iverilog@EXEEXT@ \
+	    -B$(top_builddir)$(PATH_SEP)tgt-vvp \
+	    -BI$(top_builddir) \
+	    -BM$(top_builddir)$(PATH_SEP)vpi \
+	    -BP$(top_builddir)$(PATH_SEP)ivlpp \
+	    -Bt$(top_builddir)$(PATH_SEP)tgt-vvp \
+	    $(verbose) -o top.vvp -s top $(srcdir)/hello_world.v && \
+	$(ENV_VVP) $(top_builddir)/vvp/vvp$(suffix)@EXEEXT@ top.vvp
 
 clean:
 	rm -f *.o cflexor.c cfparse.c cfparse.h cfparse.output