Middle market companies stall at predictable points. $20M. $50M. $100M. The symptoms look different at each stage. The cause is the same.
The $20M wall
The company has outgrown the founder’s ability to touch everything. Sales are still growing but margins are flattening. The founder is working 80-hour weeks. This is where you either build a real leadership team or you cap out.
The $50M wall
You have a leadership team but no operating system. Decisions happen in hallways. The weekly meeting is a status update, not a performance review. Growth slows because the company can’t coordinate across functions anymore.
The $100M wall
You’ve become a mini-corporation but you’re still running it like a small business. The CFO is underpowered. The talent bar has to step up significantly. The strategy needs to become more sophisticated. Most CEOs don’t make this jump.
What breaks the pattern
At each wall, the CEO’s job changes. At $20M you’re an operator. At $50M you’re a leader of leaders. At $100M you’re a capital allocator. The CEOs who can’t make the transition are the ones whose companies stall.
The hard question
Which wall are you hitting right now? And are you evolving fast enough to get through it?
Ready for a direct conversation about your business?
Bill Canady takes a limited number of strategy coaching calls each month with middle market CEOs, founders, and owners who want a direct read on where their company stands and what to do next. No pitch. No fluff. One honest conversation about growth, profitability, and exit readiness. Book your strategy coaching call at billcanady.com.