Retrofitting systems and standardizing incentive plans across a 1,400-person organization is immensely difficult. The key lesson is to implement enterprise-grade systems (like an ERP) and standardized processes when your company is still tiny. It's exponentially harder and more expensive to fix these issues at scale.
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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.
Counterintuitively, implementing formal processes like documented decision-making (e.g., a RAPID framework) early on increases a startup's velocity. It creates a clear, universally understood system for making decisions, preventing delays caused by ambiguity or passive-aggressive managers.
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 This involves systematically removing outdated processes designed for a smaller scale and replacing them entirely.
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.
Instead of large, multi-year software rollouts, organizations should break down business objectives (e.g., shifting revenue to digital) into functional needs. This enables a modular, agile approach where technology solves specific problems for individual teams, delivering benefits in weeks, not years.
After passing $500k ARR, OutboundSync's team found its enterprise-grade tech stack created unnecessary friction. Realizing they were an SMB, not a scaled company, they ripped out complex tools for simpler ones, proving that premature scaling of internal systems is a significant operational drag.
Business growth isn't linear. Scaling up introduces novel challenges in complexity, cost, and logistics that were non-existent at a smaller size. For example, doubling manufacturing capacity creates new shipping and specialized hiring problems that leadership must anticipate and solve.
