The common approach to pitching is trying to convince doubters. A more effective strategy is to treat it as a high-volume search for "true believers"—people who already share your vision. The goal is to filter for existing allies, not waste energy on futile attempts at persuasion.
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Stop trying to convince executives to adopt your priorities. Instead, identify their existing strategic initiatives—often with internal code names—and frame your solution as an accelerator for what they're already sold on doing. This dramatically reduces friction and speeds up deals.
Don't pitch big ideas by going straight to the CEO for a mandate; this alienates the teams who must execute. Instead, introduce ideas casually to find a small group of collaborative "yes, and" thinkers. Build momentum with this core coalition before presenting the developed concept more broadly.
Visionary founders often try to sell their entire, world-changing vision from day one, which confuses buyers. To gain traction, this grand vision must be broken down into a specific, digestible solution that solves an immediate, painful problem. Repeatable sales come from a narrow focus, not a broad promise.
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.
Managers cannot just be soldiers executing orders. If you don't truly believe in a strategy, you cannot effectively inspire your team. You must engage leadership to find an angle you can genuinely support or decompose the idea into testable hypotheses you can commit to.
To truly validate their idea, Moonshot AI's founders deliberately sought negative feedback. This approach of "trying to get the no's" ensures honest market signals, helping them avoid the trap of false positive validation from contacts who are just being polite.
Don't just hand your champion a perfectly polished soundbite or business case. The act of creating it together—getting their feedback, edits, and "red lines"—is what builds their ownership and conviction. This process ensures they internalize the message and can confidently sell it on your behalf.
Instead of approaching leaders first, engage end-users to gather 'ammunition' about their daily pains. They may not have buying power, but their firsthand accounts create a powerful internal case (groundswell) that you can then present to management, making the approach much warmer and more relevant.
When meeting an influential person with opposing views, effectiveness trumps the need to be 'right.' The best strategy is to suppress personal indignation and identify a shared interest. Propose a policy or idea within that common ground that they might be receptive to and champion as their own.
