Update for anyone following: I won 9 out of 11 chargebacks! The two I lost were the oldest ones (outside the 120-day window for compelling evidence). Total recovered: $891.
What worked: I created a PDF packet with a summary cover page, then organized evidence by month. Each section had login timestamps, feature usage stats, and support ticket exchanges. The bank sided with me on every recent charge.
Lesson learned: I now send monthly "account activity" emails to all customers. Creates a paper trail and reminds them they're actively using the service.