The Biggest Mistakes CEOs Make When Onboarding a COO

Sep 30, 2025 | 0 comments

Hiring a COO is a big milestone for any company.
Done right, it unlocks growth, alignment, and freedom for the CEO to focus outward.
Done wrong, it creates confusion, frustration — and sometimes even faster turnover.

So, what are the biggest mistakes CEOs make when bringing in a second-in-command?
Let’s break them down.


Mistake #1: Moving Too Fast

Some CEOs throw their COO into the deep end on Day 1.
The result? Chaos.

The COO is left scrambling to understand people, processes, and priorities — while the team gets whiplash from sudden changes.

Fix: Create a structured 60–90 day onboarding plan that starts with listening and alignment, not instant transformation.


Mistake #2: Moving Too Slow

On the flip side, some CEOs hire a COO but keep them on the sidelines for months.
By the time the COO is given real authority, momentum has already been lost.

Fix: Give the COO access to people, data, and decisions early — while still pacing change carefully.


Mistake #3: Keeping Roles Vague

“I’ll handle vision, you handle execution” isn’t enough.
Without clarity, the COO and CEO end up stepping on each other’s toes.

Fix: Clearly define responsibilities, decision rights, and communication rhythms before Day 1.


Mistake #4: Withholding Trust

Some CEOs micromanage their COO — reviewing every decision, second-guessing every move.
This undermines the very reason you brought them in.

Fix: Treat your COO as a true partner. Trust them to run the business internally while you stay focused externally.


Mistake #5: Ignoring Cultural Fit

Skills matter, but so does chemistry.
If the COO doesn’t mesh with the CEO and the leadership team, alignment won’t last.

Fix: Prioritize values, communication style, and cultural fit during the hiring process — not just the résumé.


What Great Onboarding Looks Like

  • A clear 90-day roadmap for learning, alignment, and execution
  • Weekly syncs between CEO and COO to build trust and clarity
  • Early wins that build confidence across the team
  • An intentional effort to integrate the COO into company culture

When onboarding is done right, the CEO and COO become a powerful leadership duo — one focused outward on growth, the other inward on execution.


Hiring a COO is just the beginning.
The real difference comes from how you onboard them.

Move too fast, and you create chaos.
Move too slow, and you waste momentum.
Done right, the first 60–90 days can transform your business.


Want the exact playbook to onboard a COO for 10x performance?
Get Cameron Herold’s book The Second in Command — your ultimate guide to hiring, leading, and maximizing your COO.And join the COO Alliance, the only private community exclusively for seconds-in-command: https://cooalliance.com/

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Written By Cameron Herold

Written By Cameron Herold

Cameron Herold is known around the world as THE CEO WHISPERER. He is the mastermind behind hundreds of company's exponential growth. Cameron's built a dynamic consultancy: his current clients include a "Big 4" wireless carrier and a monarchy. What do his clients say they like most about him? He isn't a theory guy they like that Cameron speaks only from experience. He earned his reputation as the CEO Whisperer by guiding his clients to double their profit and double their revenue in just three years or less. Cameron is a top-rated international speaker and has been paid to speak in 26 countries. He is also the top-rated lecturer at EO/MIT's Entrepreneurial Masters Program and a powerful and effective speaker at Chief Executive Officer and Chief Operating Officer leadership events around the world.

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