Winning back a lost user
I was trying to export my book’s highlights and notes to Notion via Readwise, and it failed after 2 to 3 attempts. There wasn’t even a clear error, just a vague “integration isn’t connected.”
It was my first time using Readwise, and it couldn’t do the very first thing I wanted it to do. I gave up pretty quickly. In my head, I was done with it and would probably never have come back.
Then, 3 days later, I get this email.

I hadn’t reached out to support or asked for help. This was proactively sent based on their error logs.
Probably, this what productivity gains with AI could look like?
Some organisations are still struggling to meet basic SLAs on customer support, while others are using signals like these to actively reach out and win back users who have already churned.
I think I might give Readwise another shot!