diff --git a/scripts/enter.sh b/scripts/enter.sh
index 9719ae59f..9b35483e1 100755
--- a/scripts/enter.sh
+++ b/scripts/enter.sh
@@ -9,6 +9,9 @@ sudo mkdir -p "${CACHE_DIR}"
 sudo chown -R "${BUILDER_UID}:${BUILDER_GID}" "${CACHE_DIR}"
 sudo docker build -t hassos:local .
 
+# Make sure loop devices are present before starting the container
+sudo losetup -f > /dev/null
+
 # shellcheck disable=SC2086
 sudo docker run -it --rm --privileged \
   -v "$(pwd):/build" -v "${CACHE_DIR}:/cache" \