When facing ambiguity, the best strategy is not to wait for perfect information but to engage in "sense-making." This involves taking small, strategic actions, gathering data from them, and progressively building an understanding of the situation, rather than being paralyzed by analysis.

The best leaders act on incomplete information, understanding that 100% certainty is a myth that only exists in hindsight. The inability to decide amid ambiguity—choosing inaction—is a greater failure than making the wrong call.

Instead of waiting for a complete picture, courageous leaders take small, experimental actions to 'sense make' their way through ambiguity. This process, observed in emergency responders, involves acting, observing cues, and rapidly iterating. It is about learning by doing, not planning everything perfectly in advance.

Aspiring founders often stall while waiting for a perfect idea. The most effective strategy is to simply pick a decent idea and build it. Each project, even a 'losing' one, provides crucial learnings that bring you closer to your eventual successful venture.

Agency leaders often delay decisions for fear of being wrong, creating significant opportunity costs and mental distraction. This paralysis is more damaging than the risk of an incorrect choice. Any decision is better than indecision because it provides momentum and learning, a lesson especially critical for small or solo-led agencies.

A founder's retrospective analysis often reveals that delayed decisions were the correct ones, and the only regret is not acting sooner. Recognizing this pattern—that you rarely regret moving too fast—can serve as a powerful heuristic to trust your gut and accelerate decision-making, as inaction is often the biggest risk.

Diller’s process for navigating the unknown isn't about brilliance but relentless iteration. He describes it as taking "one dumb step" at a time, bouncing off the walls of bad ideas and mistakes, and course-correcting. This embraces looking foolish as a prerequisite for finding the right path.

Most people let good ideas pass by. The key to becoming an effective entrepreneur is to consistently shorten the time between having an idea and taking the first small step. This builds a self-perpetuating "muscle" that generates momentum and compounds your ability to execute.

The key to success is high-volume decision-making with a slight edge, not perfection. Like a casino, being right just over half the time on decisions with measurable outcomes guarantees long-term success. This mindset encourages action over analysis paralysis and accepts failure as part of the process.