NEWS: Daily AI use among financial advisors doubles, yet confidence gaps persist: Horsesmouth survey

Flipping the Script: Reversing the Old Discovery Dynamics

Aug 8, 2025 / By Chris Holman
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Sometimes you simply need to turn things around. You can make discovery meetings your greatest differentiator. Frame your first conversation with prospects as opportunities for them to share their hopes and fears—not your sales opportunity.

For many advisors, a discovery meeting serves as an evaluation: a chance to gather facts, assess assets, and decide whether a prospect is worth pursuing. The mindset runs so deep that most never stop to question it. But what if that entire approach is backward?

Most discovery meetings are designed to extract information, not deliver value. Advisors come in with an agenda: gather financial details, assess fit, and decide next steps. But from the prospect’s perspective, this often feels transactional. Like a box-checking exercise, not a meaningful conversation. Now, imagine shifting that dynamic.

What if, instead of focusing on your process, you made discovery about the prospect’s experience? What if every prospect left their first meeting feeling heard, understood, and empowered, whether they hired you or not?

A great discovery meeting does more than gather data. It gives something back. Discernment, confidence, and control. This shift deepens trust, differentiates the advisor, and makes it far more likely that prospects will want to move forward.

Trust begins with partnership, not polish

Many advisors were trained to lead with answers, to demonstrate value quickly, to prove competence before trust is earned. But here’s the tension: The more you try to impress, the less the prospect tends to share.

When you create value in real time, you remove the need for persuasion.

And yet, most advisors don’t think of themselves as performing. They’re being professional, sharing insights, explaining their process, offering reassurance. But even that can backfire when it makes the meeting about the advisor instead of the prospect. When the focus shifts to impressing, teaching, or leading too early, the prospect often pulls back.

In discovery meetings, overexplaining can become a way to maintain control, to steady yourself when the outcome feels uncertain. It’s the subtle pressure to steer, to sound polished, to say the right things. But when the advisor does most of the talking, the prospect becomes an audience, not a participant.

True discovery requires the opposite: a willingness to relinquish center stage. Not to withdraw, but to invite. To create the kind of space where people speak freely, not cautiously.

That’s not passivity. It’s partnership in its most powerful form. When a discovery meeting becomes a stage, the conversation narrows. Prospects instinctively pull back. They give you just enough to get through it, but not enough to build anything meaningful.

Real trust doesn’t come from presenting. It comes from how you’re listening, not what you’re saying.

A great question doesn’t work alone. It needs space around it, the right conditions for thinking to happen. Skilled advisors don’t just rely on clever phrasing or perfect timing; they focus on presence. It’s the quality of attention you offer, the silence you allow, the lack of judgment in your face or tone. It’s the difference between a rapid-fire interview and a reflective pause.

When prospects sense they’re not being rushed, fixed, or sold, their defenses lower. They don’t just give better answers. They access better thoughts.

This is what gives discovery its distinct feel: more grounded, more secure.

In a well-designed thinking environment, prospects don’t feel like they’re being evaluated, they feel like they’re being understood. And the more they think out loud, the more they own what they’re saying.

That shift, from answering your questions to articulating their own truth, is what creates real insight. It’s not the question alone that creates value. It’s the space it opens up.

Discovery changes when you show up as a partner. Not to dazzle or convince, but to stand with the other person in what matters to them. To flatten the dynamic. To let go of the pedestal. You’re not the only expert. They’re the expert on their life. On their fears, regrets, hopes, and doubts. Your role is to uncover, not convince. To explore, not explain.

Here’s how that shift sounds in practice

Instead of:

“Let me walk you through our process.”

Try:

“Would it be okay if I asked a few questions to understand what matters most to you?”

Instead of:

“Here’s how we help clients like you.”

Try:

“What would make this relationship feel valuable to you?”

Clarity over complexity

Many prospects come into a discovery meeting carrying more than just numbers. They bring vague financial worries, unspoken goals, and often, quiet fears about the future. Some have only ever experienced transactional conversations with financial professionals. Others have avoided financial discussions altogether.

A well-run discovery meeting offers something different, something many have never encountered before. It creates space to articulate what truly matters, without judgment or pressure.

Through thoughtful guidance, advisors can help prospects untangle their concerns, clarify their priorities, and begin to see a path forward. The goal isn’t to rush into solutions. It’s to create clarity, reduce anxiety, and help them leave the meeting feeling lighter and more confident.

Helping prospects think clearly

One of the advisor’s most overlooked strengths in discovery is the ability to ask questions that create space.

These moments give prospects room to slow down, reflect, and reach insights that matter to them. Good questions do more than gather facts. They help people make sense of what they’re feeling and clarify what they truly want.

A well-placed question can reframe the conversation: What would have to be true for you to feel financially secure? A thoughtful prompt could bring focus: If you had to choose between retiring early and leaving a financial legacy, which feels more important?

And sometimes, a small observation sparks recognition: You’ve mentioned freedom several times today. Would you say that’s a core value for you?

When prospects name their own insights, they begin to take real ownership of their decisions. That sense of clarity and agency makes them far more likely to engage fully in the advisor’s process.

The advisor’s secret weapon: Paraphrasing

Paraphrasing may be one of the most underappreciated tools in an advisor’s discovery process.

Many prospects struggle to articulate their financial goals, let alone the deeper aspirations behind them. When an advisor listens closely and restates what they’ve heard with care and clarity, something shifts. The prospect hears their own thoughts reflected back, often more clearly than they could have expressed themselves, and that experience builds both confidence and trust.

This kind of paraphrasing does more than signal understanding. It helps shape direction.

Sometimes people don’t fully know what they want until they hear it framed back in simple, accurate terms. Phrases like “What I’m hearing is…” or “It sounds like your top priority is…” not only reassure the prospect that they’ve been heard but also invite them to refine their thinking.

In that space, vague ideas can take on sharper definition, and real goals can begin to form.

Less persuasion, more presence

Many advisors enter discovery meetings with a subconscious urge to win: to prove themselves, to earn the yes.

But what if that pressure is unnecessary? When an advisor views discovery as a valuable conversation, not a sales step, they naturally become more present and engaged. What sets you apart isn’t always what you say. It’s how deeply you listen.

When prospects leave with more understanding than they arrived with, that’s the mark of a meaningful conversation.

Finding your balance: The Goldilocks principle

When advisors begin rethinking discovery, a common question surfaces: How much structure is too much?

If the meeting is too loose, it drifts. If it’s too rigid, it starts to feel like an interview. The most effective advisors find a middle ground, one that offers enough clarity to stay focused, but enough flexibility to stay human.

On one end of the spectrum is what might be called the “Interrogation.” This is the checklist-style meeting, where the advisor leads with a string of fact-finding questions: “What’s your income?” “Do you have a will?” “What’s your current asset allocation?”

These are necessary questions, but when they come too early, the conversation can feel sterile, more like filling out a form than building a relationship.

On the other end is the “Coffee Date.” These meetings are warm and conversational, full of rapport but lacking direction. There’s no clear framework, and no real momentum. The prospect might leave thinking, “That was nice,” but not necessarily, “That was helpful.”

Then there’s the “Goldilocks” approach, the balance point.

Here, the advisor creates both safety and structure. They ask thoughtful, open-ended questions, while also keeping the conversation on course. There’s room for the discussion to breathe, but also a sense of purpose guiding it forward.

Great discovery doesn’t feel scripted, but it doesn’t meander either. It feels like a meaningful conversation with a clear destination, led by someone who knows how to get there.

Turning insight into action

A well-run discovery meeting uncovers important details and also helps the prospect feel heard, understood, and more confident about what comes next. One way to reinforce that impact is to adopt a simple rhythm at the close of every conversation.

Begin by summarizing what you’ve heard. Reflect back the key themes, concerns, and goals the prospect shared. Summarizing what you’ve heard reinforces that you were listening and also gives the prospect a clearer view of their own story. That reflection alone can shift how someone sees their financial picture.

Next, invite refinement. Use prompts like, “Does this sound right to you?” or “Is there anything you’d add or change?” These small questions hand agency back to the prospect and signal that this is a collaborative process, not a one-sided presentation.

Then, reframe goals in a way that feels affirming and aspirational. Instead of saying, “You don’t want to run out of money in retirement,” try, “You want the freedom to enjoy retirement on your terms, with financial security that lasts.” The goal is to move the conversation from fear to possibility.

Finally, close with a clear, manageable next step. Something like, “Based on today’s conversation, I’ll draft a strategy that reflects your top priorities. We’ll review it together next time,” gives structure without pressure and reinforces progress.

Mastering this rhythm, summarizing, confirming, reframing, and clarifying, can transform a routine meeting into a meaningful turning point. It shows that you’re not just collecting information but guiding the conversation toward clear, practical next steps.

Be different

A discovery meeting should never feel like an interview. It should feel like the first, most important conversation a prospect has ever had about their financial future. When you create value in real time, you remove the need for persuasion. The prospect leaves clearer, more confident, and ready to act, with you as their trusted guide.

The traditional approach is rooted in fact-finding. A prospect-first approach shifts the focus to trust-building, ensuring that every interaction is meaningful, even if the relationship doesn’t move forward.

By prioritizing presence, listening, and meaningful conversation over sales pressure, advisors transform discovery from a process to an experience. One that prospects appreciate, remember, and are far more likely to say yes to.

Thoughts to carry forward

  1. Discovery reveals what matters most to the prospect. It’s a conversation designed to surface values, priorities, and motivations, not just facts.
  2. Forget the scripted lines and deepen the relationship by listening hard, asking sharper questions, and reflecting back with precision.
  3. The right balance of structure and spontaneity turns a meeting into a moment that sticks.

Chris Holman is the executive coach at Horsesmouth. His 44-year career in financial services includes roles as a financial advisor, national director of investments, and executive coach. He holds the Master Certified Coach (MCC) designation from the International Coach Federation (ICF). Chris can be reached at cholman@horsesmouth.com.

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