“A person’s thoughts are like water in a deep well, but someone with insight can draw them out.” Proverbs 20:5 (GNT)
One of the clearest signs of a great listener is when someone knows how to ask open-ended questions.
To really engage someone in conversation, I'll need to stop asking questions that only require a “yes” or “no” answer. Those questions won’t get me anywhere! Instead, I have to start asking open-ended questions that allow someone to really share beyond a one-word answer.
For example, instead of asking, “Did you enjoy the concert?” I could say, “What was your favorite part of the concert?” It may seem like a subtle change, but it makes all the difference in how someone opens up to me and continues the conversation.
If I really want to go deeper in my relationships and better understand others, then I need to put some more thought into how I phrase my questions.
Proverbs 20:5 says, “A person’s thoughts are like water in a deep well, but someone with insight can draw them out” (GNT).
There’s one phrase that can make me a master listener: “Tell me more.” I’ll need to use it over and over again as I interact with all kinds of people throughout my life.
When people open up to me, don’t let them stop after two or three sentences. When they finish, say, “Tell me more.” Then, after they’ve talked a few more minutes: “Tell me more.” Then, just when they think you’re done listening: “Tell me more.”
Every time I ask for more, I'm going deeper and allowing them to express more of themselves.
I may tell people that I really care about what they have to say, but the best way to show them is to ask for more. It tells them I'm interested. It proves I'm paying attention. And attention is love! Asking open-ended questions shows people I'm willing to give them my time, focus, and love so they can be heard and understood.
Draw deep from the well. Doing so doesn’t just improve my listening skills and conversations. It also transforms my relationships.
In summary:
Proverbs 20:5 provides a profound psychological metaphor, likening human thoughts to the deep, still waters of a well that require intentional effort to access. It asserts that true insight is not found in speaking, but in the skillful "drawing out" of another person's inner world through strategic, open-ended questioning. By replacing closed-ended "yes/no" inquiries with expansive prompts and the recurring phrase "tell me more," a listener moves beyond superficial facts to the heart of the matter. This discipline of active listening functions as a tangible expression of love, demonstrating that giving someone one's full attention is one of the highest forms of relational investment.
Bottom Line:
Relational depth is achieved not by the brilliance of your statements, but by the intentionality of my questions.
Next steps:
In my next significant conversation, practice the "Three-Sentence Rule": once the other person finishes a thought, resist the urge to share a similar story about myself and instead use the phrase, "That’s interesting; tell me more about that," to reach a deeper layer of the "well."
