Reducing the number of clicks is a misguided metric. A process with eight trivially easy clicks is better than one with two fraught, confusing decisions. Each decision burns cognitive energy and risks making the user feel stupid. The ultimate design goal should be to prevent users from having to think.

Unlike traditional software that optimizes for time-in-app, the most successful AI products will be measured by their ability to save users time. The new benchmark for value will be how much cognitive load or manual work is automated "behind the scenes," fundamentally changing the definition of a successful product.

A sale is just the first step. The true measure of product-market fit is high retention, specifically when the product becomes so integrated into a customer's workflow that the idea of canceling their subscription would be bizarre and disruptive. Founders should be designing for this "weird to cancel" status.

The obsession with removing friction is often wrong. When users have low intent or understanding, the goal isn't to speed them up but to build their comprehension of your product's value. If software asks you to make a decision you don't understand, it makes you feel stupid, which is the ultimate failure.

Metrics like product utilization, ROI, or customer happiness (NPS) are often correlated with retention but don't cause it. Focusing on these proxies wastes energy. Instead, identify the one specific event (e.g., a team sending 2,000 Slack messages) that causally leads to non-churn.

Users will switch from an incumbent if a competitor makes the experience feel effortless. The key is to shift the user's feeling from maneuvering a complex 'tractor' to seamlessly riding a 'bicycle,' creating a level of delight that overcomes the high costs of switching.

A delightful user experience should be as intuitive as answering a phone call. If users need to learn a multi-step process for a core feature, the product's design has failed to solve the problem simply.

Successful onboarding isn't measured by feature adoption or usage metrics. It's about helping the customer accomplish the specific project they bought your product for. The goal is to get them to the point where they've solved their problem and would feel it's 'weird to churn,' solidifying retention.

Contrary to popular belief, simple isn't always better. On Running's CPO argues that overly simple products give consumers fewer opportunities to explore, learn, and feel like an expert. A degree of complexity allows users to "give it its own life," which can be a more powerful driver of adoption than a streamlined experience.