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Qualitive or Quantitative Questions When Networking
James Brodie • 28 March 2025

The Art of Asking Questions when Networking

Networking is more than just exchanging business cards or adding new connections on LinkedIn. It’s really about cultivating meaningful, long-term professional relationships. The quality of the questions you ask can determine whether a conversation or a relationship remains surface-level or develops into valuable opportunities.

In this blog, we’ll explore different types of questions to ask when networking, highlighting the distinction between qualitative & quantitative questions. We’ll also discuss why going beyond the obvious can uncover potential collaborations, insights, & trust, which are elements crucial for long-lasting professional connections.

The Power of Asking the Right Questions

Great networking conversations don’t happen by accident. They stem from intentional, well-thought-out questions that create engagement, provide value, & open doors to potential business opportunities.

The questions you ask will determine:

  • The depth of the conversation
  • How much you learn about the other person’s business, challenges, & aspirations
  • Why they might consider being your customer or your delivery partner
  • Whether the connection leads to a meaningful professional relationship
  • What drives the decision-making process in their business.

Instead of asking generic questions like; What do you do?, the best networkers craft questions that encourage storytelling, insight-sharing, & genuine connection.

Understanding Qualitative Versus Quantitative Questions

Before diving into specific questions, it’s important to understand the difference between qualitative & quantitative questions & when to use each. You may be more familiar with the term open & closed questioning. Let’s explain a little about each:

Quantitative Questions: The Facts & Figures

Quantitative questions seek objectives & measurable answers. They help gather specific data about a person’s business, industry, or role. These questions typically start with phrases like “How many,” “What percentage,” or “How often” & provide concrete details.

Examples:

  • How many years have you been in your sector?
  • What percentage of your clients come from referrals?
  • How often do you attend networking events like this?

These types of questions are useful for getting a high-level understanding about an individual. However, they don’t necessarily build rapport or uncover deeper insights.

Qualitative Questions: The Stories & Insights

Qualitative questions, on the other hand, explore personal experiences, opinions, & motivations. These open-ended questions help build trust & uncover deeper insights about someone’s journey, challenges, & goals.

Examples:

  • What inspired you to start your business?
  • What’s been the most rewarding part of your work to date?
  • Where is the biggest challenge in your business that you’re facing right now?

By asking qualitative questions, you encourage people to share more about themselves & their business, making the conversation more engaging & memorable.

Combining Both for the Best Networking Outcomes

The most impactful networkers use a combination of both types of questions. Start with quantitative questions to establish context, then shift to qualitative questions to uncover stories & potential opportunities.

Example:

  • How long have you been running your business? (Quantitative)
  • What inspired you to start it? (Qualitative)

This approach not only makes conversations more engaging but also helps you identify ways to provide value or collaborate.

Going Beyond the Surface: Probing for Potential

Many networking conversations stay at a surface level. People talk about what they do, exchange pleasantries, & move on. However, the real magic happens when you probe deeper & uncover meaningful insights. Making the most of the Buzz 3-2-1 principle & using qualitative questions when you meet for those all-important 1-2-1s will support you to find out more about another business owner & search for any opportunities. 


Asking great questions is only half the equation in networking, sales, & business relationships. The other half is active listening. Too often, professionals focus so much on what they’re going to say next that they miss valuable insights shared by their conversation partners. Active listening is a powerful tool that builds trust, strengthens relationships, & enhances marketing strategies.

People want to feel heard & understood. When you actively listen, rather than just waiting for your turn to speak, you signal that you genuinely care about the other person & what they have to say. Active listening fosters stronger, more meaningful business relationships because it creates an environment of trust & mutual respect.

Some key aspects of this listening technique will include: Paraphrasing & summarizing (“So what I’m hearing is…”) to ensure you understand their key points. It is OK if what you say is not quite right, because the other person will intuitively correct any misunderstanding. Ask thoughtful follow-up questions to dive deeper into their challenges, or to understand reasoning. Use non-verbal cues like nodding, eye contact, & open body language to show engagement. Pausing before responding, allowing space for the speaker to elaborate & for you to appear to collect your thoughts.

In marketing, understanding customer needs is crucial for crafting messages that resonate. By actively listening to customer feedback, social media interactions, & industry conversations, businesses can gain valuable insights into pain points, preferences, & emerging trends.

Small business owners that truly listen are better positioned to create targeted content, develop more relevant products, & foster stronger brand loyalty. Whether in the 1-2-1 scenario or marketing strategies, active listening ensures that your business isn’t just speaking; it’s truly connecting.

Surface-level questions often fall short. Why is that? Well, questions like “What do you do?” or “Where are you based?” can feel robotic & transactional. They rarely spark excitement or lead to strong connections. To stand out, focus on questions that make people pause, think, & share something personal or valuable. This will also make them feel that you are genuinely interested in hearing their stories, their journey & about both themselves & their business. Making it easier to build repour & trust.

So, let’s look at some techniques for that deep dive conversation. Active listening is crucial. Perhaps you are not familiar with this technique. For many people it is a skill that has to be learnt. When you really listen, you will be able to craft the next set of questions to find out more. Don’t just accept short answers. Ask for more detail. Something like That’s interesting! What led you to that choice? or Can you share an example of how that has helped your clients? It is helpful to also find common ground, so you might like to use this phrase, I’ve faced a similar challenge in my business. How did you deal with it?

People enjoy discussing their future goals & obstacles. We already know that when someone has a bad experience then they love to share. Questions exploring these elements will open the door to meaningful opportunities. Have you considered asking: What’s the next big goal for your business? Or What’s been your biggest learning experience this year?

It is important to make 1-2-1s personal. Building professional relationships though networking isn’t just about business; it’s about people. Your experiences are valuable & you should be happy to share, not the minutiae of a particular incident, but the way it made you feel & the positive outcome that you achieved. Others will feel inspired & want to be part of your tribe which in turn opens the door to a future of working together.

By asking these types of questions, you show genuine interest & create memorable interactions.

The Benefits of Deep Conversations from Networking

When you move beyond the surface & engage in thoughtful, meaningful conversations, you unlock several advantages. IT’s easy to build trust & authenticity. People are more likely to trust & remember those who show genuine interest in their experiences & aspirations. Asking insightful questions fosters authenticity & credibility. It becomes more straightforward to identify collaboration opportunities. By uncovering deeper insights into a person’s challenges & goals, you can identify ways to offer value, or refer business. A conversation that goes beyond the basics is more likely to lead to a lasting professional relationship rather than just a fleeting interaction. In a crowded marketplace, investing time in others will help you stand-out from the mediocre. Most people ask generic questions at networking events. Being the person who asks thoughtful, engaging questions makes you more memorable. Ultimately, you gain valuable industry insights, giving you a competitive edge. Every professional has unique experiences & knowledge. By asking in-depth questions, you can gain fresh perspectives that might benefit your own business.

The Importance of In-Depth Questions in Sales: Uncovering Customer Motivations

When it comes to making sales, the questions you ask can make or break the deal. Too often, sales professionals rely on surface-level inquiries, assuming that if they understand the basic needs of a potential customer, they can craft a persuasive pitch. However, scratching the surface rarely reveals the true motives that drive a purchase decision.

The most successful salespeople know that buying decisions are rarely just about price, features, or specifications. Instead, they are driven by deeper motivations such as an immediate pain point, aspirations, fears, & desires. Without uncovering these, you risk making a pitch that doesn’t fully resonate with the customer’s true needs.

Why Surface-Level Questions Lead to Missed Opportunities

If you only ask basic questions like What are you looking for? or What’s your budget?, you’re gathering information, but you’re not truly understanding the customer. Most buyers don’t articulate their real challenges upfront which is often because they themselves don’t fully recognize them, or because they assume salespeople won’t care.

For example, imagine you’re selling marketing services. A potential client might initially say they need help with social media. If you take that at face value & jump straight into offer a package, you may completely miss their real struggle. Perhaps they’re frustrated with low engagement, struggling with brand consistency, or feeling overwhelmed by content creation. By probing deeper, you can uncover what’s truly driving their interest, which allows you to offer the most relevant solution.

The Power of Asking the Right Questions in Sales

Effective sales conversations rely on open-ended, exploratory questions that help you dig into a prospect’s motivations, challenges, & decision-making process. Some powerful examples include:

  • What made you start looking for this solution now? (Reveals urgency & pain points)
  • What’s the biggest challenge you’re facing in this area? (Uncovers obstacles & frustrations)
  • If you could solve this problem today, what would change for your business? (Identifies emotional drivers & aspirations)
  • Have you tried other solutions before? What did you like or dislike about them? (Provides insight into past experiences & expectations)
  • What’s your biggest concern about making this investment? (Helps address objections before they derail the sale)

Each of these questions encourages the prospect to go beyond generic responses & share deeper insights about their needs. The more information you gather, the better equipped you are to tailor your approach & position your product or service as the ideal solution.

Building Trust & Long-Term Relationships Through Meaningful Questions

Asking in-depth questions isn’t just about closing the sale, it’s about building trust. When potential customers feel that you genuinely care about their needs rather than just pushing a product, they’re more likely to open up & view you as a valuable partner rather than just another salesperson looking for commission.

By taking the time to understand the deeper motivations behind a purchase decision, you’re not just making a sale, you’re creating a long-lasting professional relationship based on trust, credibility, & value.

& Finally A Conclusion


Networking is not just about who you know. It’s about how well you know people. By asking a mix of qualitative & quantitative questions & probing beyond the surface, you can transform casual conversations into powerful professional relationships.

The next time you find yourself at a networking event or having a 1-2-1 meeting, challenge yourself to ask questions that spark genuine discussions. You never know what opportunities, insights, or lasting relationships you might uncover.

Key Takeaways:

  • Use both quantitative (factual) & qualitative (insightful) questions for balanced networking conversations.
  • Avoid a lot of surface-level questions. Probe deeper with follow-ups, shared experiences, & open-ended inquiries.
  • Meaningful conversations build trust, uncover opportunities, & create credibility.

Start practicing these techniques, & watch your networking efforts become more engaging, impactful, rewarding & generate a return from your efforts!

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