Relying on previously successful solutions without deeply analyzing the new problem's context is a cognitive trap. Ron Johnson's attempt to apply Apple's retail strategy to JCPenney failed because he overlooked fundamental differences in their customer bases, demonstrating the danger of surface-level analogical reasoning.

Some business ideas, like a "what's on campus" app or a universal group organizing tool, seem obvious yet consistently fail. These are "mirage opportunities" where a fundamental assumption about user behavior is flawed. If many have tried and failed, it's a signal to stay away.

A classic study found placing beer next to diapers boosted sales of both by targeting men on a specific chore. This 'mission-based' merchandising is more effective than rigid category management (e.g., all drinks together), but internal store politics and siloed departments often prevent these shopper-friendly groupings.

Lululemon's founder argues the brand is in a "nosedive" because its finance-focused CEO lacks creative vision. This highlights a critical tension: trendy consumer brands thrive on a founder's unique DNA, which can be lost when replaced by purely data-driven management that prioritizes deals over dreams.

When launching an innovative product, the cost of educating consumers is a direct hit to margins. Many great products fail not because they are inferior, but because the expense of explaining their value is too high to sustain profitability, a concept described as "education eats margins."

Prospects who haven't bought your type of solution in a long time lack proper context. They will compare your modern, high-value offering to a cheaper, older, or simpler alternative they understand, leading to sticker shock unless you proactively reframe their perspective.

The software practice of analyzing user clicks can be applied to any business. For retail, identify your top-spending customers and reverse-engineer their entire journey, from their first store visit to their big purchase. This helps find common patterns—like interacting with a specific employee—that can be replicated for all customers.

A common PLG pitfall is assuming the user base will naturally springboard into enterprise deals. Often, the enterprise buyer is a different person with different problems. This oversight can cost companies years, as they have to build a second, separate sales motion from scratch.

Discomfort with concepts like income statements or margins causes salespeople to shy away from conversations with CFOs and other executives. This self-imposed limitation prevents them from connecting their solution to core business metrics like cost, revenue, and profit, trapping them in lower-level discussions.