Subject: Need more time?
Businesses will often offer extensions on trials when asked — and they will include that in their upgrade emails with a quick sentence such as “Need more time to try our app” or “Didn’t get enough time to check out our premium features?” and directions to get in touch.
Squarespace sends a whole email dedicated to the trial extension. Their empathetic acknowledgment that everyone gets busy and could use a little extra time also conveys that they understand human beings — something that often gets left out of promotional asks.
The fact that all one extra free week takes is a simple click feels like a nice gift. But note where the focus is for the call to action here — on the upgrade button.