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.

Executives don't care about tactical benefits like 'five fewer clicks'. A crucial skill for modern sellers is to extrapolate that tactical user-level gain into a strategic business outcome. You must translate efficiency into revenue, connecting the dots from a daily task to the company's bottom line.

Startup founders often sell visionary upside, but the majority of customers—especially in enterprise—purchase products to avoid pain or reduce risk (e.g., missing revenue targets). GTM messaging should pivot from the "art of the possible" to risk mitigation to resonate more effectively with buyers.

Granting stock options is only half the battle. To make equity a powerful motivator, leaders must constantly communicate a clear and believable narrative for a future liquidity event, such as an acquisition. This vision is what transforms paper ownership into a tangible and valuable incentive in the minds of employees.

Ken Griffin stresses that selling is the most fundamental, yet often overlooked, entrepreneurial skill. It extends beyond customers to constantly selling your vision to candidates, vendors, and partners. He learned this from a mentor's simple plaque: "if we're all going to eat, someone has to sell."

At the $1-10M ARR stage, avoid junior reps or VPs from large companies. The ideal first hire can "cosplay a founder"—they sell the vision, craft creative deals, and build trust without a playbook. Consider former founders or deep product experts, even with no formal sales experience.

Securing executive buy-in is its own sales stage, distinct from champion agreement. Don't just repeat the demo for the boss. Use executive-level tactics like reference calls with their peers, exec-to-exec meetings to build relationships, or roadmap presentations to sell the long-term vision and partnership.

Moonshot AI's CEO effectively sells his product by "vision casting"—framing it not as an e-commerce tool but as a partner that enables businesses to thrive. This focus on the ultimate outcome, rather than product features, resonates deeply with customers and powerfully articulates the value of a complex AI solution.

To sell large transformation projects, present the ambitious "North Star" goal but break it into sequential stages. Critically, Stage 1 must deliver tangible business value on its own. This approach wins over skeptics by providing an early return on investment, securing the momentum and buy-in needed for subsequent stages.