Planning is the kiss of death of entrepreneurship.

Sirolli’s line is a provocation aimed at the kind of top‑down, over-engineered “business planning” that can substitute for real market discovery. In his view, entrepreneurship is fundamentally experimental: it advances through small bets, rapid feedback, and adaptation to what customers actually want. Heavy planning can become a form of risk-avoidance or bureaucratic control that delays action, locks founders into assumptions, and discourages the improvisation and responsiveness that young ventures need. Read charitably, the quote is less anti-planning than anti–premature certainty: plan lightly, learn quickly, and let evidence—not paperwork—drive decisions.