Why your automations aren’t sending

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Why your automations aren’t sending

Last updated October 15, 2026 15:45

Why your automation didn’t send and how to fix it.

If an automation doesn’t reach someone you expected, it’s likely for one of these reasons.

An automation only sends once every 30 days

If someone triggers an automation multiple times in 30 days, they’ll only get it once. For example:

  • If someone unsubscribes from a mailing list and resubscribes within 30 days, they don't receive the automation a second time.
  • If someone buys a product connected to an automation twice, they don’t receive the automation a second time.

Automations skip contacts you added manually or imported

Subscriber automations don't send to people you added to a mailing list manually, people you imported, or people who've unsubscribed. There's no way to change this. It protects people who didn't opt in.

New subscribers might need to confirm their subscriptions

Depending on where they enter their email address, new subscribers might need to confirm their mailing list subscriptions before they receive automations.

Automations only send to people who trigger them after you create them

Existing customers and mailing list subscribers don’t receive automations. This includes people who subscribed or bought something while you were on a plan without automations.

Reach existing subscribers

To reach them, connect an automation to a new mailing list and invite existing subscribers to sign up for it.

Reach lapsed customers

Automations that target customers who haven't bought in a set number of days only apply to people who buy something after the automation goes live. To reach earlier customers, save a segment in the Lists & segments panel, then send a blast campaign to that segment.

Automations skip anyone who triggers them while paused

If someone subscribes or buys something while an automation is paused, they won't receive it, even after you restart it. For someone who's already in a sequence, if the automation is paused when their email is due, we wait four hours and try again. If it's still paused, they don't receive it.

Automations skip people who miss a scheduled time delay

If you have a time delay in your automation that schedules a step for a set date and time, anyone who triggers the automation after that date will skip the step. They'll continue to the next step in the automation as long as it's in the future.

Subscription renewals don't trigger automations

Customer activity automations send on a subscription product's first purchase only. Renewals don't trigger the automation again. This limits how often subscribers hear from you.

Drip campaign emails added later don't reach existing subscribers

Subscribers only receive the drip campaign emails that were live when they signed up. If you add an email to a sequence afterward, people already in that sequence won't get it. To reach them, build a new drip campaign with a new mailing list and invite existing subscribers to sign up for it.

Automations don’t send if you've hit your monthly send limit

Automations count toward your monthly send limit. When you reach it, your automations pause, and you turn them back on in the next usage period or after you upgrade your plan.

Subscribers and customers who would have received an email while the automation was paused don't receive it, even after it goes live again. Before you start a drip campaign, check that you have enough monthly sends for every email in the sequence.

What happens when someone unsubscribes

If someone unsubscribes in the middle of a drip campaign, they won’t get the remaining emails in the sequence. Unsubscribing affects each automation type differently.

  • Subscriber activity automations - If someone subscribes and then unsubscribes before the email sends, they don't receive it.
  • Customer activity automations - Unsubscribing from one customer activity automation unsubscribes them from all customer activity automations for your site. It doesn't remove them from any mailing lists.

Changing an automation's timing doesn't affect people already in it

If you change when a live automation sends, the new timing applies only to people who trigger it after the change.

For example, if an automation sends three days after someone subscribes, and you change it to four days. Anyone who subscribed before the change still receives it on day three. Anyone who subscribes after receives it on day four.

Some automations need a Squarespace website

Any automation related to making a purchase requires a Squarespace website. With Email Campaigns alone, you can use subscriber activity and form response automations.

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Why your automations aren’t sending