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Objection Handling

The Question That Restarts Most Stalled Deals

Older woman in glasses and a striped jumper smiling and talking over a cup of coffee, seen past the shoulder of the person listening
Photo: Age Cymru / Unsplash

Here's the question:

"What would have to change for this to become a priority again?"

It works on stalled deals in a way that "any update?" never does, and the reason is worth understanding, because the mechanism matters more than the exact wording.

Why it gets a reply

A stalled deal is almost never a deal where the buyer has decided against you. It's a deal that lost an internal competition for attention. Something else became more urgent — a system outage, a resignation, a bad quarter, a different project that had a louder sponsor. The buyer still thinks your thing is a good idea. They just can't get to it.

When you email that person asking for an update, you're asking them to account for themselves. There's no good answer. "We haven't done anything" is embarrassing, "we're still discussing it" is a lie they'd rather not tell, and silence is the path of least resistance. So they say nothing, and you interpret it as rejection.

The priority question does something different. It concedes the point — it accepts out loud that this has slipped, without judgement — and then asks them to describe a future rather than defend a present. That's a much easier email to answer. And the answer is nearly always useful, because it falls into one of three categories:

All three are better outcomes than silence. Two of them let you stop spending time on the deal, which is the underrated win.

How to send it

The question does the work; don't bury it. Keep the email to three lines and make it easy to answer honestly.

Hi Priya,

I get the sense this has dropped down the list since we spoke in September — completely understandable, things move.

Rather than keep chasing: what would have to change for this to become a priority again? If the answer is "nothing for now", that's a perfectly good answer and I'll leave it alone.

Sam

Two details matter. First, giving them explicit permission to say "nothing for now" — that's what makes the honest answer safe to give, and the honest answer is the one you need. Second, no meeting request. Adding "shall we get 15 minutes in?" converts an easy one-line reply into a calendar decision, and you're back to silence.

On a call, the same question works with a small softener in front: "Can I ask you something direct?" People almost always say yes, and it braces them for a real answer rather than a polite one.

What it won't do

Being fair about the limits: this is not a magic phrase, and if the deal stalled because you were never talking to anyone with authority, or because the prospect was never really qualified, the question will only confirm that faster. That's still useful, but it isn't a rescue.

It also fails if you ask it too early. Sent two weeks after a good meeting, it reads as needy and slightly odd — the deal hasn't stalled, you're just impatient. Save it for genuine silence: two or three unanswered touches, a missed commitment on their side, a date that has come and gone.

And it only works once. Asking the same question every six weeks turns it into "just checking in" with extra syllables. Ask it, take the answer at face value, diary the date they gave you, and go and work on something else. If the honest answer to your own version of the question is "nothing will change", you're looking at a deal that's never going to close, and the kindest thing you can do is close the file.

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