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Stop Asking "What Are Your Concerns?" — It's Killing Your Deals

By Jon Ekanger · June 1, 2026 · 4 min read

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Stop Asking "What Are Your Concerns?" — It's Killing Your Deals

There's a question reps ask at the end of nearly every deal that quietly kills momentum: "So, what concerns do you have?"

It feels diligent. It feels consultative. It's actually an invitation for the prospect to talk themselves out of the purchase. You just handed them a microphone and asked them to list reasons not to buy.

Why the question backfires

"What are your concerns?" does three bad things at once.

It primes negativity. The brain answers the question it's asked, so you've just directed the prospect to go hunting for problems they may not have been thinking about.

It signals your own doubt. Confident sellers don't fish for objections at the finish line. Asking implies you expect resistance, and prospects read that.

And it puts you on defense. Every concern they raise, you now have to handle — which flips the dynamic from "we're moving forward" to "convince me."

Closing isn't about overcoming objections. It's about confirming a decision the buyer has already started making.

Ask this instead

Replace the concern-hunt with a forward-leaning question that assumes progress:

"On a scale of one to ten, how ready do you feel to move forward?"

Almost no one says ten. They say seven or eight. And that's the gift — because your next line is:

"What would make it a ten?"

Now the prospect is telling you exactly what stands between you and a signature, framed as a path forward instead of a wall. You're not defending. You're collaborating on the close.

The difference in the room

Same information, opposite trajectory. One frames the gap as resistance. The other frames it as a to-do list you finish together.

Handle what surfaces, then ask for the deal

When they tell you what would make it a ten — "I'd need to see the security docs" or "I need to get my boss aligned" — you do two things:

That last line is the actual ask. You've earned it, because you didn't bulldoze — you removed the real blockers the prospect named themselves.

The bigger principle

Weak closes interrogate the buyer for reasons to stop. Strong closes assume forward motion and clear the specific obstacles in the way. The words you choose at the finish line set the frame — and the frame decides whether the prospect feels cornered or accompanied.

Stop asking people to argue against themselves. Ask them what it would take to say yes, then go make that happen.

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LinkedIn Post
"So, what concerns do you have?" It sounds consultative. It's actually you handing the buyer a microphone and asking them to list reasons not to buy. That one question does three things, all bad: → It primes negativity (the brain hunts for the problems you just pointed it at) → It signals your own doubt → It puts you on defense at the exact moment you want momentum Try this instead: "On a scale of 1-10, how ready do you feel to move forward?" They'll say 7 or 8. Almost nobody says 10. Then: "What would make it a 10?" Now they're handing you the exact 1-2 things between you and a signature — framed as a path forward instead of a wall. Same information. Opposite trajectory. Weak closes interrogate the buyer for reasons to stop. Strong closes assume forward motion and clear the specific obstacles in the way. Stop asking people to argue against themselves. Ask what it would take to say yes — then go make that happen. What's the closing line that's worked best for you?

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