Unlike corporate roles where activity can be mistaken for success, sales provides direct, visceral feedback. This "winning" mentality, born from the pain of losing a customer, keeps product leaders grounded in the ultimate goal: winning the customer, not just executing processes.
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Executives don't care about tactical benefits like 'five fewer clicks'. A crucial skill for modern sellers is to extrapolate that tactical user-level gain into a strategic business outcome. You must translate efficiency into revenue, connecting the dots from a daily task to the company's bottom line.
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.
Even a top-tier sales professional has a career pitch win rate of just 50-60%. Success isn't about an unbeatable record, but a relentless focus on analyzing failures. Remembering and learning from every lost deal is more critical for long-term improvement than celebrating wins.
The core job of a Product Manager is not writing specs or talking to press; it's a leadership role. Success means getting a product to market that wins. This requires influencing engineering, marketing, and sales without any formal authority, making it the ultimate training ground for real leadership.
A sales background teaches more than customer centricity. It instills resilience and the fearlessness to approach anyone in an organization to get things done, a vital skill for navigating the cross-functional demands of product management.
Top product builders are driven by a constant dissatisfaction with the status quo. This mindset, described by Google's VP of Product Robbie Stein, isn't negative but is a relentless force that pushes them to question everything and continuously make products better for users.
In a truly product-led company, the product organization must accept ultimate accountability for business-wide challenges. Issues in sales, marketing, or customer success are not separate functional problems; they are reflections of the product's shortcomings, requiring product leaders to take ownership beyond their immediate domain.
The pivot from a pure technology role (like CTO) to product leadership is driven by a passion shift. It's moving from being obsessed with technical optimization (e.g., reducing server costs) to being obsessed with customer problems. The reward becomes seeing a customer's delight in a solved problem, which fuels a desire to focus entirely on that part of the business.
