The most significant founder mistakes often arise from abandoning one's own judgment to do what is conventionally expected. Jason Fried notes that these errors feel worse because you aren't just failing, you're failing while trying to be someone else, which undermines the core identity of your company.

While product differentiation is beneficial, it's not always possible. A brand's most critical job is to be distinctive and instantly recognizable. This mental availability, achieved through consistent creative, logo, and tone, is more crucial for cutting through market noise than having a marginally different feature set.

There appears to be a predictable 5-10 year lag between a startup's innovation gaining traction (e.g., Calendly) and a tech giant commoditizing it as a feature (e.g., Google Calendar's scheduling). This "commoditization window" is the crucial timeframe for a startup to build a brand, network effects, and a durable moat.

The Browser Company of New York used a 150-year-old naming style ("The [Product] Company of [Location]"). This juxtaposition of an old convention with a modern product was a powerful way to signal original thinking and stand out in a crowded market.

Defaulting to an uninspired name and logo (e.g., a family name with a roof icon) puts a business at an immediate disadvantage. In a saturated market, a unique brand is not a luxury but a foundational tool that provides marketing lift and prevents you from getting lost in the noise.

Instead of imitating successful competitors' tactics, deconstruct them to understand the underlying psychological principle (e.g., scarcity, social proof). This allows for authentic adaptation to your specific context, avoiding the high risk of failure from blind copying which ignores differences in brand and audience.

Many brands aspire to fit into the middle of their category, fearing that being too different will alienate consumers. This pursuit of the average leads to a sea of sameness, where entire industries—from cars to banks—lose their distinctiveness by copying category norms.

A business with a generic name, boring logo, and no personality is just a "company" and will always struggle to charge more. Building a memorable "brand" signals seriousness and investment, allowing you to stand out and justify a higher price point.

While founders may be tempted to copy the design of successful products like Linear, this approach can backfire. It signals to the market and potential hires that the company does not fundamentally value original design thinking, which can be a negative indicator of its own product quality and innovation.