Citing Unity's CEO, Adrian Solgaard highlights the "messy middle" of scaling (from 12 to 100 employees). This awkward phase lacks the intimacy of a small startup and the structure of a large corporation, requiring a difficult leadership transition that founders often struggle with.
Blippar's co-founder realized her skills were perfect for the startup-to-scale-up phase but that she became a bottleneck at scale. Her inability to delegate meant others were better suited to lead the scaled team. This self-awareness is crucial for founders to prevent stalling growth and empower their organization.
As a business grows, problems don't disappear; they change in scale. Founder Adrian Solgaard uses a boat analogy: a bigger company is stable in minor issues but feels the impact of major crises more intensely. The waves are always there, they just get bigger.
Around the $5 million revenue mark, a founder's primary responsibility shifts from operational tasks to talent acquisition. This transition to becoming a "collector of people" is often jarring but essential for scaling further, mirroring the biblical "fisher of men" concept applied to business.
Palo Alto Networks' founder advises that when facing a 10x leap in scale, founders who haven't navigated that stage should hire leaders who have. Rather than being a hero and learning on the job, it's safer and more effective to bring in proven experience to de-risk the next phase of growth.
Despite success, founder Kevin Wagstaff felt like an "imposter" as the company scaled beyond $10M ARR. He recognized his strengths were in the early, scrappy "bias to action" phase, not managing a larger organization. He proactively brought in a seasoned CEO better suited for the next stage of growth.
As companies grow from 30 to 200 people, they naturally become slower. A CEO's critical role is to rebuild the company's operating model, deliberately balancing bottom-up culture with top-down strategic planning to regain speed and ensure everyone is aligned.
A founder's role is constantly changing—from individual contributor to manager to culture builder. Success requires being self-aware enough to recognize you're always in a new, unfamiliar role you're not yet good at. Sticking to the old job you mastered is a primary cause of failure to scale.
Bumble's founder believes the initial, all-consuming obsession is critical for getting a startup off the ground. However, this same intensity becomes a liability as the company matures. Leaders must evolve and create distance to gain the perspective needed for long-term growth and to avoid stifling opportunity.