Brainstorming cannot reveal the true friction in your customer experience. Following JetBlue's example, leaders must regularly become their own customers. This practice uncovers how high-level decisions inadvertently create flaws in the customer journey that are invisible from the boardroom.

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The "Owner's Delusion" is the inability to see your own product from the perspective of a new user who lacks context. You forget they are busy, distracted, and have minimal intent. This leads to confusing UIs. The antidote is to consciously step back, "pretend you're a regular human being," and see if it still makes sense.

A GSB receptionist's casual chats with alumni revealed the program's long-term "fine wine" value—a strategic insight that formal surveys often miss. This shows how empowering frontline employees to listen can uncover profound user truths.

While customer feedback is vital for identifying problems (e.g., 40% of 911 calls are non-urgent), customers rarely envision the best solution (e.g., an AI voice agent). A founder's role is to absorb the problem, then push for the technologically superior solution, even if it initially faces resistance.

Most engineers only interact with customers during negative events like outages or escalations. To build customer empathy and a product mindset, leaders must intentionally create positive touchpoints. This includes sending engineers to customer conferences or including them on low-stakes customer calls.

It's not enough for platform PMs to interview their direct users (developers). To build truly enabling platforms, you must also gain wider context by sitting in on the developers' own customer interviews. This provides deep empathy for the entire value chain, leading to better platform decisions.

Standard questions like 'What's your biggest pain point?' often yield poor results. Reframing the question to what work a customer would offload to a new hire bypasses their pride or inability to articulate problems, revealing the tedious, high-value tasks ripe for automation.

Businesses often fail to spot points of friction in their own customer journey because they are too familiar with their processes. This "familiarity bias" makes them blind to the confusing experience a new customer faces. The key is to actively step outside this autopilot mode and see the experience with fresh eyes.

Instead of approaching leaders first, engage end-users to gather 'ammunition' about their daily pains. They may not have buying power, but their firsthand accounts create a powerful internal case (groundswell) that you can then present to management, making the approach much warmer and more relevant.