A user signs up on Monday. If they haven’t activated by Wednesday, you send a nudge email, and if the email provider times out, you try a few more times before flagging the account. That’s the whole spec. Most teams build it as a cron job that scans for users in the wrong state, a nullable nudge_sent_at column and a retry loop written late on a Friday. It holds until the cron overlaps itself, or a deploy lands mid-loop, or the provider times out after actually sending the message and one customer gets three emails.