When faced with a life-changing $500M acquisition offer, Ryan Smith's wife provided the clarifying perspective: "if it's going good, just keep it rolling." This, combined with a mentor's advice against selling, empowered him to turn it down and aim for a much larger outcome.

At $15M ARR, Flipsnack dedicates its small 6-person sales team exclusively to high-value enterprise accounts with special needs. This prevents diluting sales focus on low-ACV deals, allowing a self-serve motion to handle their other 28,000 customers efficiently.

Merge's founder believes a startup's first $10M in revenue can be achieved through the founders' sheer force of will. However, scaling to $100M requires a fundamental shift: building a strong leadership team, focusing on enterprise sales, and creating scalable systems—a completely different company.

When a founder faces a major acquisition offer, the pivotal question isn't just about valuation, but temperament. A board member should ask, "Are you built to be a public company CEO?" The intense stress and public scrutiny aren't for everyone. Pushing a founder who isn't an "IPO guy" to reject an offer can be a disastrous long-term decision.

For years, CNX turned down acquisition offers from firms that only wanted to "milk the existing customer base of maintenance" and halt development. They ultimately sold to Izzy Software because it presented an exciting vision for growing the product, not just harvesting it.

Flipsnack proves the model of using founder-owned profits to reach significant scale. Only after hitting $15M ARR did they take on non-dilutive debt capital for targeted acceleration, like opening international sales offices. This avoids early dilution and maintains 100% ownership while fueling growth.

When Fal was debating its pivot, their investor Todd Jackson asked which idea would get to $1M ARR faster versus $10M ARR faster. This framework forced them to evaluate not just immediate traction but long-term market size and velocity. It provided the clarity needed to abandon a working product for one with a much higher ceiling.

Even with strong revenue growth, founders should seriously consider M&A offers if their Total Addressable Market (TAM) isn't expanding at a faster rate. A stagnant TAM indicates a future ceiling on value creation, and selling may be the optimal outcome before hitting that wall.

To bridge a massive 12,500x gap between its lowest and highest price points, Flipsnack sells to multiple departments (Marketing, Sales, HR) in one enterprise deal. This "land and expand" strategy aggregates many smaller use cases into a single, high-value contract, successfully moving a PLG product upmarket.