Prepared tackled the slow GovTech market by providing its initial product for free. This strategy bypassed cumbersome procurement, built a large user base, and established the credibility needed to overcome the authority of entrenched, larger competitors.

To get meetings with busy leaders before her product was ready, founder Janice Omadeke explicitly stated, "I am too early for you to purchase this." This non-threatening approach lowered their guard, reframing the conversation from a sales pitch to a collaborative session focused on learning their problems.

When a prospect asks for a free pilot, treat it as a sign that you failed to build enough confidence in the outcome. Instead of agreeing, diagnose their uncertainty by asking what they still need help predicting. This shifts the conversation back to value and avoids deploying your best resources on your least committed customers.

Instead of using pressure tactics to create urgency, offer guarantees or flexible terms. This de-risks the purchase for the buyer and, more importantly, serves as a powerful, non-verbal signal of your own deep confidence in the solution's value and ability to deliver results.

Avoid the classic bootstrap vs. raise dilemma by using customer financing. Pre-sell your product or service to a group of early customers. This strategy not only provides the necessary starting capital without giving up equity but also serves as the ultimate form of market validation.

Merge intentionally avoided charging its first customers. Once enough pipeline was built, they "turned on" revenue to manufacture a rapid growth story ($0 to $1M in 7 months), creating powerful momentum for fundraising, hiring, and marketing.

Counterintuitively, sharing your best knowledge for free builds immense trust and authority. This strategy proves your expertise and makes potential clients eager to purchase your paid implementation services, overcoming skepticism in a crowded market.

During validation calls for Merge, prospective customers expressed extreme annoyance with the status quo but were skeptical the founders could technically solve it. This combination was the ultimate signal: the pain was immense, and a successful solution would be highly defensible and valuable.

Enterprises are comfortable buying services. Sell a service engagement first, powered by your technology on the back end, to get your foot in the door. This builds trust and bypasses procurement hurdles associated with new software. Later, you can transition them to a SaaS product model.