Wayne Gretzky

Skating Toward Tomorrow: The Strategy of Anticipation

Moreover, anticipation pairs naturally with optionality. As Nassim Nicholas Taleb argues in Antifragile (2012), positioning where the upside is convex—and the downside bounded—turns uncertainty into a tailwind. Small, reversible bets in the direction of likely puck trajectories let you benefit from hits while surviving misses. This portfolio of options mirrors a forward drifting into open ice: you don’t know the exact pass, but you maximize the surface area for good outcomes. Thus, the goal is not perfect prediction; it is advantaged exposure to plausible futures. [...]

You Miss 100% of the Shots You Don’t Take - Wayne Gretzky

It encourages overcoming fear of failure or rejection. By not trying, you guarantee a missed opportunity, whereas attempting gives a chance for success. [...]