I’ve made every hiring mistake. The one I no longer make: keeping an executive who isn’t working.
The math most CEOs avoid
A wrong executive hire costs more than their salary. They make bad decisions that cascade. They hire people in their own image. They lose your best people. A bad VP of Sales can destroy 18 months of growth before you see it in the numbers.
What I do now
I decide in 90 days whether a new executive is going to work. Not six months. Not a year. 90 days. If the early signals are red — they can’t build rhythm, they can’t pick the right metrics, they don’t earn the team’s trust — those signals don’t improve. They get worse.
The hard truth
Every executive I’ve let go after 90 days, I’d known was wrong by day 45. I kept them because of sunk cost, optimism, or the discomfort of starting over. Every one of those was a more expensive mistake than the quick exit would have been.
What this means for your team
If you’re sitting on an executive you’re unsure about, your team already knows. Your customers probably know. You’re the last to act on what everyone else can see. Move faster than feels comfortable. You’ll thank yourself in a quarter.
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.