Investor Thomas McInerney is turned off by founders who use trendy buzzwords. He believes it shows they are borrowing too heavily from external trends rather than distilling their idea into a simple, core concept.

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When evaluating a startup, don't accept analogous trends as proof of demand. For example, Drift's pitch deck used consumer messaging growth to justify B2B marketing software. A better approach is to find direct evidence of business users already struggling with the specific project the product addresses.

Technically-minded founders often believe superior technology is the ultimate measure of success. The critical metamorphosis is realizing the market only rewards a great business model, measured by revenue and margins, not technical elegance. Appreciating go-to-market is essential.

According to Peter Thiel, founders who boast about multiple revenue streams or distribution channels are unintentionally revealing a critical weakness. The most successful companies typically have one dominant, highly effective revenue model and one primary acquisition channel driving their growth.

Investor Chris Reisach argues that if an investment doesn't make sense to you, the problem likely lies with the business, not your intellect. He advises junior VCs to trust their confusion as an adverse signal. A founder's inability to clearly articulate their vision is a fundamental flaw, and investing without true conviction is a recipe for failure.

The 'build an audience first, then monetize' strategy is a trap for SaaS founders. This model is only viable for massively funded companies like HubSpot. Bootstrappers should focus on solving a problem directly, not on the long, resource-intensive path of building a media arm with uncertain monetization.

When founders prioritize activities like pitch competitions over creating customer value, their operating philosophy is about achieving status. Their actions mimic a perceived image of a 'successful founder' rather than focusing on the fundamentals of building a real, sustainable business.

Aspiring founders often obsess over creating unique intellectual property (IP) as a moat. In reality, for most bootstrapped SaaS companies, competitive advantage comes from superior marketing, sales, and positioning—not patents or secret algorithms. Customers choose the best tool that solves their problem, not the one with the most patents.

Marketers focus so much on being clear and compelling that their messages become generic ("made easy"), over-hyped ("predictable revenue"), or cryptic. This creates a disconnect between what companies say and what buyers actually understand, because the core meaning is lost.

A startup's greatest superpower is being "legible to capital," where its vision and business model are so clear that investment is magnetically drawn to it. This requires the founder to embody the idea and frame the company as a simple equation where capital fuels super-linear growth.

In the AI era, technology moats are shrinking as tools become commoditized. Consequently, early-stage investors increasingly prioritize the founding team itself, specifically their execution velocity and ability to leverage AI, over any specific technical advantage.