How do you handle churn caused by poor workflow fit rather than missing features?

Early on, I measured success by my daily signup count . But after monetizing watching paid users cancel hit totally differently.

The hardest part was realizing that adding quick features to our backlog won't fix most of these cancellations. People are leaving simply because the product isn't integrating smoothly into their existing habits.

For founders who have been managing paid tiers for a while: how do you adjust your roadmap to fix fundamental workflow friction?