IMDb initially struggled to sell ads to movie studios, even though executives used the site daily. Their rationale was that IMDb's users were already guaranteed moviegoers, making advertising redundant. This reveals a flawed early assumption about marketing to a core audience.

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OpenAI faced significant user backlash for testing app suggestions that looked like ads in its paid ChatGPT Pro plan. This reaction shows that users of premium AI tools expect an ad-free, utility-focused experience. Violating this expectation, even unintentionally, risks alienating the core user base and damaging brand trust.

Leaders often choose expensive, traditional advertising for ego gratification, like a TV spot during a baseball game, over more effective and profitable digital platforms. This preference for the familiar methods of 'yesterday' stifles growth and wastes money in favor of personal validation.

StatusGator initially targeted developers but found success only after realizing IT directors were the true buyers. The mistake was focusing on users who loved the tool but lacked the authority and budget to purchase it for their company.

Many large agencies are not truly consumer-centric. Their business model incentivizes focusing on winning industry awards (like Cannes Lions), pleasing internal stakeholders, and navigating corporate politics. This creates a fundamental disconnect from where consumer attention actually is, leading to ineffective marketing spend.

Technical founders often mistakenly believe the best product wins. In reality, marketing and sales acumen are more critical for success. Many multi-million dollar companies have succeeded with products considered clunky or complex, purely through superior distribution and sales execution.

For 20 years, Netflix's identity was built on 'no ads, no live sports, and no big acquisitions.' Its recent reversal on all these fronts to maintain market dominance shows that adapting to new realities is more critical for long-term success than rigidly adhering to foundational principles.

In industries dominated by legacy players for decades, buyers lose the 'muscle' to evaluate new vendors. If you see low initial pull despite a strong value proposition, it may mean you need to educate the market on how to buy again, not that your product is wrong.

Marketers and leaders often let their personal dislike for certain platforms (e.g., TikTok, pop-ups) prevent them from making smart business decisions. The only thing that matters is where your buyers are spending their time. Meet them there, regardless of your own preferences.

Missive's founder initially attributes their success to "build it and they will come," but quickly details the reality: years of targeted, low-cost marketing. This included SEO-driven content and active participation in social media. True success came not from passivity, but from relentless, product-focused marketing.

When the Coppell Chronicle's founder considered adding ads, paying subscribers responded negatively, with some even offering a higher subscription fee to keep it ad-free. This reveals that for a niche audience, an ad-free experience is a core product feature they are willing to pay a premium for.