The first conversation with a target CEO shouldn't focus on the deal. Instead, focus on their personal story to uncover their core motivation—money, legacy, or team success. This "why" provides the key to framing the acquisition in a way that resonates with them and dictates the entire negotiation strategy.

In enterprise sales, the user and buyer are different people. While the user needs a problem solved, the buyer needs a business outcome that advances their career. Product managers must identify and build for the metric that makes their buyer look good—like cost savings or productivity gains—to secure the sale and ensure product success.

To truly resonate with an economic buyer, align your solution to the specific KPIs they are personally accountable for. These metrics often differ from those of your champion or general corporate objectives like revenue and cost savings, requiring tailored messaging.

Companies don't sign six-figure contracts to solve one person's frustrations. To justify a large purchase, you must anchor the sale to tangible business outcomes. Frame discovery questions around the company's goals, not just an individual champion's personal pain points.

High-level company initiatives are not real demand. True demand only exists when a specific person has the project on their personal to-do list. Sales efforts are wasted if you cannot find and sell to that individual owner.

The difficulty of enterprise procurement is a feature, not a bug. A champion will only expend the immense internal effort to push a deal through if your solution directly unblocks a critical, unavoidable project on their to-do list. Your vision alone is not enough to motivate them.

To effectively lead through influence, go beyond aligning on shared business objectives. Understand what personally motivates your cross-functional peers—their career aspirations or personal goals. The most powerful way to gain buy-in is to demonstrate how your initiative helps them achieve their individual ambitions.

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.

Don't just sell logical features. Frame your solution as the tool that allows the customer to achieve their own psychological victory. Help them build an internal business case that makes them look brilliant, positioning them as the savvy decision-maker who found the perfect, high-value solution for their company.