[DSD] How to Lead Like a CEO


Mark, an executive in a tech firm, told me about his leadership win.

He was planning a sabbatical during which he would be in the office only intermittently.

He didn’t want all progress to stop while he was out, so he started training his team.

Each time they came with a question, Mark didn’t answer.

He asked them what they would do, endorsed their answer, and sent them off to do it.

In all but a few cases, the answer they identified was good enough.

And the team got to live with the consequences of their decisions.

The goal was to make them independent, but Mark wasn’t sure it would work.

He found out as the sabbatical was wrapping up, after 3 months of irregular attendance at the office.

When Mark asked the team how they had done without him, they said:

“We didn’t notice you weren’t here.”

Imagine if your team reached that level of independence, accountability, and proactiveness!

How would that increase your impact, control of your schedule, and ability to be more strategic?

Train your team to be more effective, and in turn you become more effective.

Listen to this week’s podcast to get 3 specific actions you can take starting today.


To building a stronger team,

Rusty Gaillard

Executive Coach, Lifelong learner, Dad, Bass player, Outdoor Enthusiast, Former Apple Worldwide Director of Finance.

Read more from Rusty Gaillard
a man and a woman sitting at a table with a laptop

Imagine my surprise. I have never seen this, even in the hundreds of interviews I've done in my career. When my latest podcast guest - Andy Mowat - mentioned it, It was like ice water in the face. Wake up! This is a winning approach! Most people go into an interview in “answering” mode. They let the interviewer drive the conversation, and they provide answers. This is, by definition, responsive. Everyone knows that good leaders are proactive. The mindset shift that Andy shared is to take that...

A red fish swims near the surface of water.

Two things stand in the way of your leadership growth. Knowing clearly what you want Knowing how to achieve it Let’s assume you already have clear goals (if not, reach out for a complimentary clarity session). The problem is… Most people pursue the wrong approach to achieve their goals. Working harder, learning a new skill, changing jobs… these are familiar and alluring pathways. But what got you here won’t get you there. To reach a new level of success, you have to do something different....

Would you rather be smart all the time, or avoid being stupid? This thought arose when thinking about investing. You can do just as well — or better — by avoiding times when the stock market falls Compared to matching or beating the market when it rises. The less your investments drop in value, the less you have to make up when the market rises. The same concept applies to decision-making. If you avoid making bad decisions, your good decisions don’t have to be quite as good. I’m not...