Figma's founder, Dylan Field, admits he was a poor manager initially. His solution was to hire experienced leaders he could learn from directly, like his first director of engineering. This flips the traditional hiring dynamic; instead of hiring subordinates, insecure founders should hire mentors who can teach them essential skills and push the company forward.

The ideal founder archetype starts with deep technical expertise and product sense. They then develop exceptional business and commercial acumen over time, a rarer and more powerful combination than a non-technical founder learning the product.

Vercel COO Jean Grosser's litmus test for a great salesperson is that engineers shouldn't be able to tell they aren't a PM for at least 10 minutes. This requires deep product knowledge, enabling sales to act as an R&D function by translating customer feedback into valuable product signals.

Early-stage founders, especially those who are analytically minded, must resist the comfort of spreadsheets and data. The most crucial activity is direct engagement and selling, even if it feels uncomfortable. No amount of analysis can replace the impact of the founder personally championing the product.

Enterprise leaders aren't motivated by solving small, specific problems. Founders succeed by "vision casting"—selling a future state or opportunity that gives the buyer a competitive edge ("alpha"). This excites them enough to champion a deal internally.

A pre-product CRO conducts thousands of market conversations to validate demand and guide the product roadmap. This de-risks development by ensuring you build a product that customers will actually buy, a task more suited to a sales expert than a founder.