How to Remove the Obstacles to Your Team’s Success

How do you get your team members deeply engaged in your mission?

Ever wonder if your team’s heart is in it?

Well, it’s probably a good idea to figure out the answer to that question.

According to Gallup, 70% of U.S. employees are disengaged at work, meaning they don’t show up to your organization bringing their best.

For 18% of employees, it’s even worse. Almost one in five employees, in Gallup’s words, are …

“emotionally disconnected from their companies and may actually be working against their employers’ interests; they are less productive, are more likely to steal from their companies, negatively influence their co-workers, miss workdays, and drive customers away.”

It’s easy to think that most people are lazy, don’t care and nothing can be done to engage them more deeply.

Not so fast.

While it’s true that the passion of the team will never exceed the passion of the leader, it’s also true that a passionate leader can have a passionless team. The challenge is to get your passion for the mission to transfer to the team.


So how do you motivate people? Well, here are four bad strategies:

• Hype everyone up.

• Yell a lot, showing everyone how passionate you are.

• Get angry (“those thankless, lazy …”).

• Fire everybody and start over.

I tried all those approaches over the years (except for firing everyone and starting over).

Any lift you get from hype, passion or anger at people’s indifference only lasts for minutes, if it helps at all.

Anger (which is actually quite common among senior leaders) usually just sets you back further. It damages everyone involved, not to mention your cause.

A leader’s anger never motivates anyone except the leader, and then only for 10 minutes.

So what will get your team to lean in and engage the mission?

I’ve found that how you handle your one-on-one meetings with your direct reports makes a huge difference.

I’ve been fortunate to see the teams I’ve led engage deeply in the mission, often going far above and beyond what’s expected, throwing their heart enthusiastically into the mission.

So how do you get people to lean in?


The key for me as a leader has been a simple shift. I ask my team how they’re doing before I ask them what they’re doing. (Hat tip to my friend Jeff Henderson for that idea).

As a result of that shift, I saw my team lean in like I’d never seen.

I’ve adapted that approach into a set of five simple but powerful questions you can ask your team. Use them when you meet with them one-on-one.

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I’ve put these questions in the article below, but also into a free printable coaching guide called The 5 Questions Every Great Manager Asks.

You can download it for free here. The free guide will give you a permanent version of this article if you find it helpful and get additional coaching that isn’t in this article.

Here are the five questions great managers ask:

1. How Are You Doing?

How are you? is one of the most basic questions we humans ask each other, but it’s so often missed at work. Particularly in manager-employee conversations.

The purpose behind this question is to see how the employee or team member is really doing, personally. And yes, that’s a great starting point to a one-on-one meeting. It shows you care about them, and that’s a major factor in employee engagement.

Once your team sees you’re sincere when you’re asking them (you may have to ask for a while before they know you really care), they’ll usually open up.

Don’t be frightened if at some point a team member breaks down or “dumps” on you. Often people never talk about this kind of thing. Isolation and loneliness are epidemics in our culture, and people have few to no outlets to talk about what’s really going on.

But here’s the principle: When your team knows you care about them, they’ll care more about you and the mission.

2. Is There Anything I Can Do to Help?

No, you’re not their therapist and that’s not your role. Your role is to listen, empathize, show you care and let them know you’re for them.

Surprisingly, 99% of the time, your team member will answer this question with a simple no. That’s normal.

Of course, you probably can’t help them with their marriage or with their sleepless infant, and reasonable people realize this.

But what this helps the employee see is that their issues (a tough relationship or marriage, being out socially night after night, not making it to the gym lately) have little to nothing to do with work.

Occasionally, they may suggest things like “just letting me talk about this has already helped,” or “if I could take Friday off to sort some things out,” and you can respond as appropriate.

Caring about the person really matters, and often your interest in them can be the impetus for them to take the action they need to sort out their issue.

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And—don’t miss this—the organization benefits from that. Why? Because people bring who they are into what they do. Ultimately, your personal well-being impacts your performance at work.

3. What Are You Working on Right Now?

After spending the first few questions on their personal well-being, flip to talking about work.

Often managers can find it hard to track who’s working on what. This question helps you and the team member clarify what their priorities are.

A helpful, normal work-related conversation that unearths the tasks and projects they’re working on.

In addition, if an important project doesn’t get mentioned, you can bring it up and check in on how it’s moving along.

4. What Obstacles Are You Facing?

Sometimes the answer to this question will be none (they just need to keep going), but other times challenges surface.

You may learn that your team member can’t get someone to call them back, or that they’re out of budget, or something as basic as their computer keeps crashing.

Phrasing the question this way separates the person from the problem and gives your team members a chance to succeed. They emerge as the hero, and your job is to help them tackle the challenges ahead of them.

Obviously, if the challenges are something company-wide (a bad culture, bad equipment or a bottleneck in senior management), you have some work to do.

But at least you now know how your employees feel and whether conditions are working for them or against them.

This is also your best moment in the meeting to coach, encourage and problem-solve with your team member.

5. Is There Anything I Can Do to Help You Accomplish the Goals We Set?

One of your chief jobs as a leader is to help your team win. This question sets you and them up to do that.

Often the answer will be no. But if their computer keeps crashing or they can’t get the client to call them back, you may be able to help them accomplish that.

One of the best things you can do as a leader is to remove the obstacles that stand in the way of your team’s success.

Read more from Carey Nieuwhof »

This article originally appeared on and is reposted here by permission.