The dominant VC narrative demands founders focus on a single venture. However, successful entrepreneurs demonstrate that running multiple projects—a portfolio approach mirrored by VCs themselves—is a viable path, contrary to the "focus on one thing" dogma.
A brand's strength can be measured by its "durability"—the permission customers grant it to enter new categories. For example, a "Nike hotel" is conceivable, but a "Hilton shoe" is not. This mental model tests whether your brand is defined by a narrow function or a broad customer relationship.
Many founders treat their startup as a temporary vehicle to an exit, which can lead to an identity crisis after they "win." A healthier approach is to build a company as a "way of life"—a system of activities you want to engage in for the long term, regardless of specific outcomes.
The democratization of technology via AI shifts the entrepreneurial goalpost. Instead of focusing on creating a handful of billion-dollar "unicorns," the more impactful ambition is to empower millions of people to each build a million-dollar "donkey corn" business, truly broadening economic opportunity.
Unlike professionals who move to similar roles, entrepreneurs enter a vulnerable "in-between time" after their company ends. Their personal narrative was tied to their last venture, leaving them in a "weird wasteland" while figuring out what's next, a period that is often overlooked.
The advice to "serve a customer for 10 years" is incomplete. A more foundational step is to first understand your own authentic identity. Building products that reflect who you are naturally attracts the right customer, creating genuine "customer-founder fit" and avoiding the burnout of "putting on a show."
As AI commoditizes technology, traditional moats are eroding. The only sustainable advantage is "relationship capital"—being defined by *who* you serve, not *what* you do. This is built through depth (feeling seen), density (community belonging), and durability (permission to offer more products).
The key to effective portfolio entrepreneurship isn't random diversification. It's about serving the same customer segment across multiple products. This creates a cohesive ecosystem where each new offering benefits from compounding knowledge and trust, making many things feel like one thing.
Social media algorithms amplify negativity by optimizing for "revealed preference" (what you click on, e.g., car crashes). AI models, however, operate on aspirational choice (what you explicitly ask for). This fundamental difference means AI can reflect a more complex and wholesome version of humanity.