Leadership Series

When was the last time you asked someone, “How are you?” and got more than just a “Good” or “I’m fine”? It’s easy to fall into the habit of asking surface-level questions and getting surface-level responses, especially when you’re busy. But if you’re leading a team, those surface-level exchanges can leave a lot to be desired. To build real connections, to motivate, and to truly understand the emotional landscape of your team, you have to dig deeper. That’s where second-level and third-level questions come into play, especially when dealing with emotional intelligence (EQ) issues.

Second and third-level questions go beyond the basics and invite people to open up. They encourage team members to share not just the “what” but the “why” and “how” behind their experiences, feelings, and motivations. This approach can build trust, help you understand their real concerns, and enable you to lead in a way that resonates on a deeper level. Let’s explore what these deeper questions look like, why they matter, and how they can make you a more effective leader.

Why Surface-Level Questions Aren’t Enough

Imagine this scenario: Sarah, one of your team members, has been looking stressed for a few weeks. You decide to check in. You ask, “Is everything okay?” She replies, “Yeah, I’m fine—just a lot going on.” And that’s the end of the conversation.

In this situation, Sarah might appreciate that you noticed something was up, but you haven’t actually learned much about her state of mind or what’s causing her stress. She may still feel unsupported or unheard. That’s because your question was just scratching the surface. When we’re dealing with emotions, simple questions often lead to simple answers. If you want to understand what’s really going on, you have to go a few layers deeper.

What Are Second and Third-Level Questions?

Second and third-level questions are follow-up questions that encourage someone to elaborate on their initial response. They demonstrate that you’re not just passively listening—you’re genuinely interested in understanding their feelings, concerns, and motivations. Here’s a breakdown of how this might look in a conversation.

First-Level Question: “Is everything okay?”

Second-Level Question. “What specifically has been making you feel stressed lately?”

Third-Level Question. “How can I or the team support you to make things feel more manageable?”

    These questions build on each other, each one deepening the conversation and inviting the person to share more. By the third level, you’re not only learning about the specific stressors Sarah is facing, but you’re also offering her the chance to suggest solutions or support she needs. This approach transforms a quick check-in into a meaningful conversation that can actually impact Sarah’s day-to-day experience.

    The Importance of Second and Third-Level Questions for Emotional Intelligence

    Emotional intelligence (EQ) is all about recognizing, understanding, and managing emotions—both your own and those of others. For leaders, EQ is crucial. Teams are made up of people, not machines, and emotions play a huge role in how people work, collaborate, and stay motivated. When you engage with team members on an emotional level, you can help them feel understood, valued, and supported. This is especially important during challenging times or when team members are struggling.

    Second and third-level questions are a key tool in an emotionally intelligent leader’s toolkit. They help you look beyond superficial responses, allowing you to engage more deeply with the emotional state of your team. By doing this, you can:

    Build Trust. When people feel truly heard, they’re more likely to trust you.

    Foster Openness. Deeper questions encourage team members to be more open, which can lead to stronger relationships and more productive feedback.

    Understand Motivation. Knowing what really drives or concerns your team members allows you to lead in a way that resonates with them personally.

    Examples of Second and Third-Level Questions in Action

    Let’s look at a few scenarios to see how second and third-level questions can make a difference when managing and motivating team members.

    Addressing Burnout

    Imagine one of your team members, James, has been less productive than usual. Instead of jumping to conclusions, you decide to check in with him.

    First-Level Question. “I’ve noticed you seem a bit off lately. Is everything okay?”

    Second-Level Question. “What’s been the biggest challenge for you recently?”

    Third-Level Question. “Is there anything we can adjust in your workload or approach to help make things more manageable?”

    Through these questions, James might open up about feeling overwhelmed with his current projects. Maybe he’s struggling with deadlines, or maybe he’s just burnt out from carrying a heavy workload. By the time you get to the third-level question, you’re inviting him to co-create a solution, rather than just offering vague support. This not only shows that you care but also that you’re committed to making tangible changes to help him succeed.

    Uncovering Career Goals and Aspirations

    A common mistake leaders make is assuming they know what motivates their team members. For example, let’s say Rachel is a high-performing employee, and you want to make sure she stays engaged.

    First-Level Question. “Are you happy with your current role?”

    Second-Level Question. “What do you enjoy most about your work here?”

    Third-Level Question. “Is there a particular skill or project you’re excited to develop in the next year?”

    By asking second and third-level questions, you give Rachel the space to reflect on her role and share her aspirations. Maybe she’ll tell you she loves client interaction and wants more opportunities to lead projects. Or perhaps she’ll reveal that she’s interested in a specific skill, like data analysis or public speaking, that she’d love to build on. Armed with this insight, you can work to align her role with her personal goals, which can lead to greater satisfaction and retention.

    Navigating Conflict or Tension

    Conflict within a team is almost inevitable, but how you handle it as a leader can make a big difference. Suppose you’ve noticed tension between two of your team members, Tom and Laura.

    First-Level Question (to Tom). “Is everything okay between you and Laura?”

    Second-Level Question. “Can you help me understand what’s been frustrating you about your recent collaboration?”

    Third-Level Question. “How do you think we can work together to improve communication and make the partnership smoother?”

    Through this approach, you give Tom the chance to voice his concerns and feel heard. Instead of jumping in to mediate immediately, you’re exploring the deeper issues behind the conflict. By the time you reach the third-level question, you’re also prompting Tom to think about solutions. This can help him feel more empowered, and it encourages a sense of shared responsibility for resolving the conflict.

    Tips for Using Second and Third-Level Questions Effectively

    Asking deeper questions is a skill that takes practice. Here are some tips to make sure you’re getting the most out of this approach:

    Listen Actively. When you ask a second or third-level question, really listen to the answer. Don’t be thinking about your next question or what you’re going to say next. Focus entirely on the other person’s response.

    Be Patient. People might not always open up right away, especially if they’re used to giving quick, surface-level answers. Give them time to think and be comfortable with a bit of silence if they’re reflecting on your question.

    Avoid Interrogation Mode. Going deeper isn’t about grilling someone. Approach each question with curiosity and empathy. If you come across as genuinely interested rather than prying, people will be more willing to share.

    Show Appreciation. When someone opens up to you, thank them for their honesty. Acknowledge that it can be difficult to discuss personal feelings or challenges. This builds trust and reinforces the value of open communication.

    Use Body Language. Sometimes, it’s not just about what you ask but how you ask it. Maintain eye contact, nod to show you’re engaged, and keep an open posture. These nonverbal cues can help make the other person feel safe and comfortable.

      Transforming Your Leadership Style with Deeper Questions

      Using second and third-level questions can transform your leadership style. Instead of seeing yourself as just a manager of tasks, you become a builder of relationships and a coach for your team. Your team members start to see you not just as their boss, but as someone who genuinely cares about their well-being and personal growth. This can lead to higher morale, stronger engagement, and a more motivated team.

      When people feel seen, heard, and valued, they’re more likely to bring their best selves to work. They’ll be more open to feedback, more resilient in the face of challenges, and more motivated to contribute to the team’s success. All it takes is the willingness to go a little deeper, ask the right questions, and listen to the answers with empathy.

      So next time you’re checking in with someone on your team, try moving past the first level. Ask that second question. And then the third. You might be surprised by what you learn—and how it can change everything for you as a leader.