Startups often fail to displace incumbents because they become successful 'point solutions' and get acquired. The harder path to a much larger outcome is to build the entire integrated stack from the start, but initially serve a simpler, down-market customer segment before moving up.

The "AI wrapper" concern is mitigated by a multi-model strategy. A startup can integrate the best models from various providers for different tasks, creating a superior product. A platform like OpenAI is incentivized to only use its own models, creating a durable advantage for the startup.

Square's product development is guided by the principle that "a seller should never outgrow Square." This forces them to build a platform that serves businesses from their first sale at a farmer's market all the way to operating in a large stadium, continuously adding capabilities to manage growing complexity.

The Castos founder decided to build a second product only after a year and a half of failing to grow his core business, even after hiring top marketing talent. This ensures a new product isn't a premature distraction from a solvable growth problem.

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.

Large enterprises don't buy point solutions; they invest in a long-term platform vision. To succeed, build an extensible platform from day one, but lead with a specific, high-value use case as the entry point. This foundational architecture cannot be retrofitted later.

Building a true platform requires designing components to be general-purpose, not use-case specific. For instance, creating one Kanban board for sales, support, and engineering. This thoughtful approach imposes a ~20% development 'tax' upfront but creates massive speed and leverage in the future.

Even a company with significant revenue can be stuck in the "problem-market fit" stage if it introduces too much complexity. Pursuing multiple products, ICPs, or go-to-market motions dilutes focus and exponentially increases difficulty, hindering the ability to scale effectively.

Founders embrace the MVP for their initial product but often abandon this lean approach for subsequent features, treating each new development as a major project requiring perfection. Maintaining high velocity requires applying an iterative, MVP-level approach to every single feature and launch, not just the first one.