Ask the Right Questions

The right questions don't just fill the silence—they uncover what really matters and move the conversation toward a meaningful outcome.

Great questions keep the conversation alive, show you care, and guide the other person to open up naturally.

Done right, they feel effortless—but they're packed with intention.

Avoid question overload. When you ask just one question, you make it easy for them to reply.

Instead of this:

"How's business? What's been challenging? What's your growth strategy?"

Try this:

"What's been your biggest focus this week?"

It's casual, relatable, and gives them space to answer without feeling bombarded.

Vague questions kill momentum. A focused question shows you've been paying attention.

Instead of this:

"What's the biggest challenge in your business?"

Try this:

"Your post about [specific topic] stuck with me—what's been the hardest part about solving [problem] so far?"

It's direct, meaningful, and sets you apart from generic, surface-level conversations.

The key is to frame your question so it feels like you're genuinely curious—not prying.

Instead of this:

"What's holding you back?"

Try this:

"When you mentioned [specific challenge], was it more about [option 1] or [option 2]?"

This approach makes it easy for them to answer while subtly steering the conversation toward deeper insights.

A question isn't just something you send—it's something you build on. Show you care by connecting your next question to what they've shared.

If they say:

"We’re spending a lot of time chasing leads, but they aren’t converting."

You respond with:

"Got it. Does it feel like the challenge is in the follow-up process or the leads themselves not being the right fit?"

It keeps the flow natural, makes them feel heard, and positions you as someone who understands their world.

Ask the Right Questions #