Harvey CEO Winston Weinberg experiences a four-month cycle of accumulating pressure from unsolved problems. He argues the only release is a fundamental reinvention: making a new leadership hire, restructuring the company, or cutting a failing initiative. This cycle is necessary to unlock the next stage of scale.
The founder describes growth not as a smooth upward curve, but as a series of chaotic 'bursts.' Each spurt breaks existing systems and requires intense effort to adapt processes and thinking to meet the new demand. The feeling of success only arrives after the chaos has been managed and new systems are in place.
Processes that work at $30M are inadequate at $45M. Leaders in hyper-growth environments (30-50% YoY) must accept that their playbooks have a short shelf-life and require constant redesign. This necessitates hiring leaders who can build for the next level, not just manage the current one.
Olipop's founder argues that during hypergrowth, leaders face an "inhuman" demand to grow personally and professionally at the same pace as the company. He frames his own role starkly: he will either be the company's biggest unlock or its biggest bottleneck, depending on his capacity for personal evolution.
As a company grows, its old operational systems and processes ('plumbing') become obsolete. True scaling is not about addition; it's about reinvention. This involves systematically removing outdated processes designed for a smaller scale and replacing them entirely.
Citing Salesforce veteran George Hu, Halligan notes that in hypergrowth, nothing scales for long. Any new system, process, or even role has a three-year lifespan before it breaks and needs to be replaced. This mindset normalizes constant change and helps leaders anticipate inevitable breaking points.
As part of their annual strategy refresh, a top CEO leads her team in a "blank sheet" exercise: designing a new company from scratch to compete with them. This proactive self-disruption forces them to identify their own weaknesses and market gaps, generating fresh ideas to incorporate into their actual business strategy.
Pivoting isn't just for failing startups; it's a requirement for massive success. Ambitious companies often face 're-founding moments' when their initial product, even if successful, proves insufficient for market-defining scale. This may require risky moves, like competing against your own customers.
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.
While efficient, focusing solely on fixing what's broken can be a major blind spot. Harvey's CEO realized that a part of the business doing "super well" could often be doing 10x better with more resources. The biggest growth lever might be amplifying a success, not just plugging a hole.
To avoid complacency, Miro's CEO asks himself daily, "If I started this company today, what would the product and strategy look like?" The answer to this question determines whether the company needs a small evolution or a complete strategic rebuild to stay relevant in the market.