The "Never Fast Enough, Never Big Enough" Paradox

One phrase I’ve heard from almost every CEO I’ve ever coached: “We’re moving too slow. It never feels fast enough.”

Most often it comes up in product development/engineering, but it doesn’t stop there. That same feeling quickly cascades into sales, marketing, fundraising, hiring, or just about any other function.

The truth is, CEOs are almost never satisfied. Boards always want more growth. Teams always feel stretched. And in high-velocity companies, the gap between ambition and execution never fully closes.

Maybe that’s just the nature of the job. But here’s the problem: living in a permanent state of “not enough” can become corrosive. Over time it chips away at confidence, resilience and stamina, not just for the CEO, but for the leadership team as well.

I call this the “never fast enough, never big enough” paradox.

The paradox isn’t going away. But there are ways to manage it so it becomes a source of fuel, not a source of exhaustion. Here are a few practical steps that I’ve seen help CEOs:

1. Anchor ambition in reality

Ambition is oxygen for high-growth companies, but ambition without grounding is suffocating. CEOs need brutal clarity on key constraints (time, talent, capital) so they can set stretch goals that energize rather than demoralize.

2. Reframe progress as momentum

It’s easy to focus on the gap between where you are and where you want to be. But it’s equally important to recognize what has been achieved. Momentum compounds. Celebrating wins, even small ones, keeps teams motivated and confident.

3. Set operating rhythms that work for growth

If you review progress too often, you create a culture of perpetual insufficiency. If you review too infrequently, you lose urgency. Finding the right rhythm of planning, execution, and reflection allows ambition to coexist with reality.

4. Protect your “CEO energy”

This is often overlooked. Living in constant deficit drains a leader’s stamina. The CEO needs peers, mentors, or a trusted board who can normalize the gap between aspiration and reality. It’s not about lowering standards, it’s about creating perspective and balance so the CEO can keep leading at their best.

The paradox will always be there. CEOs and boards will always want more, faster. But unmanaged, it corrodes culture and burns out leaders. Managed well, it sharpens focus, drives resilience, and pushes companies to extraordinary outcomes.

CEOs: How do you deal with the feeling that it’s never fast enough?

Boards: How do you support your CEOs in managing this paradox?

Image Credit: Recal Media