I figured it out. It’s a good plug in but lacking features, hopefully you will add some more down the road based on feedback. Anyhow, my solution in case someone else is interested:
add_action( 'woocommerce_order_status_order-shipped', 'schedule_reminder_email');
function schedule_reminder_email($order_id, $instance) {
if ( class_exists( 'Ivole_Sender' ) ) :
$new_ivole_sender = new Ivole_Sender();
$new_ivole_sender->sender_trigger( $order_id );
endif;
}
Using the WooCommerce Order Status Manager to create a new Shipping Status (for my client). You could always do it via the functions.php as well.