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Buttondown's blog

Email could have been X.400 times better The physicists who convinced Fermilab to send Brazil's emails Better in-app previews Analytics 3.0 Subscriber ID variables Comments! Send latest premium action Automation filtering Free API subscribers Surveys in automations Reply to replies Labels for RSS feeds How Jeremy Singer-Vine curates curious datasets for readers 2023 (and what's next) Email vs web content Sort by engagement Better gift subscriptions How Andy Dehnart built a career reviewing television New email template Email-based automations Opt-in reply tracking Automatic alt text More social network integrations Sort by metadata Overlarge image warnings Automation tag actions Pause emails mid-flight Search tags and automations Gift via automations Subscriber-driving emails
Smarter automation filters
Justin Duke · 2026-01-24 · via Buttondown's blog

Automations with a delay now have a new option: Re-evaluate filters after delay.

Let's say you want to send a specific email to everyone tagged "prospects" four days after they sign up. What happens if that tag gets removed on day three—maybe they converted to a customer, or you cleaned up your tags?

Without this option, the automation would still fire on day four. The subscriber matched the filter when they first signed up, and that's all Buttondown checked.

With "Re-evaluate filters after delay" enabled, Buttondown checks your automation filters again right before the action runs. If the subscriber no longer has that "prospects" tag (or no longer matches whatever filters you've set), the automation skips them entirely.

You'll find this toggle in your automation settings whenever you have a delay configured. It's off by default, so your existing automations will keep working exactly as they do today.

If you're using the API, you can set this with the new should_evaluate_filter_after_delay parameter.