While incumbents sell roadmaps, startups can collapse enterprise sales cycles by demonstrating a fully functional product that is provably better *today*. Showing a live, superior solution turns a year-long procurement process into a 60-day sprint for motivated buyers.

Buyers now use AI to arrive with a full research dossier on your product, pricing, and competitors. This changes the GTM role from persuading customers with clever messaging to enabling their decision-making. The new focus is helping buyers quickly experience your product's value on their own terms.

Moonshot AI overcomes customer skepticism in its AI recommendations by focusing on quantifiable outcomes. Instead of explaining the technology, they demonstrate value by showing clients the direct increase in revenue from the AI's optimizations. Tangible financial results become the ultimate trust-builder.

Despite their power, premium offers are a poor starting point for new ventures without established credibility. Use free or discounted 'foot-in-the-door' offers to prove your value and build a reputation, then transition to a premium model. This approach de-risks customer acquisition when you're an unknown entity.

When entering a new market, working for free allows you to perfect your service without risk. It's the fastest way to gather social proof (testimonials) and build personal conviction, which are crucial for selling effectively later, giving you 'wiggle room' if the product is still rough.

To land its first skeptical customers like Drada, Merge offered its platform for free for two months without a contract. This de-risked the decision for the customer and allowed Merge to prove its product's value and the team's responsiveness before asking for a financial commitment.

When customers are hesitant to adopt a new product due to uncertainty about its value or ease of use, lower the upfront cost of trial. Create a low-risk way for them to experience the benefits firsthand, like a car test drive or a 'white glove' training session, to resolve their uncertainty directly.

When introducing AI to a skeptical executive, a detailed, multi-week rollout plan can be overwhelming and trigger resistance. A more effective approach is to showcase one specific AI capability within an existing tool to solve a tangible problem. This "dip your toe in the water" approach builds comfort and demonstrates immediate value.

Contrary to the belief that top-tier products sell themselves, even OpenAI—the hottest company on Earth—uses pilots for major deals. If your pilots aren't converting, the issue is your product's value proposition, not the pilot process itself.