Hello nextbracket,
Thanks for providing the screens.
I am unable to see that product on your site and getting 404.
From your screenshots the rules are configured properly but, this type of issue might come if there is another plugin or your current theme conflicting with our plugin.
So, for the troubleshoot purpose can you please test at your side by activating the default woocommerce theme and only Woocommerce and our plugin activate on your site, so we can get an exact idea.
If still not working then, you can share your system report in which we can see your site environment with all the activated plugins and themes and get back to you.
Thanks,