Top Sales Pros Know When to Exit Bad Deals (Money Monday)
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Jun 9, 2025
Have you ever felt that tingling intuition while pursuing a deal that just wasn’t going to close? The discussion dives into the importance of recognizing when to cut your losses. Top sales professionals know that investing time in unproductive prospects is a waste. They quickly walk away from low-probability deals, saving their energy for opportunities with real potential. Learn how this approach not only boosts performance but also lightens the emotional load associated with difficult deals.
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question_answer ANECDOTE
Intuition Warns on Bad Deals
Sometimes salespeople keep pursuing deals despite their intuition telling them it's a waste of time.
This experience is common and often leads to regret later.
insights INSIGHT
High Performers Exit Quickly
Ultra-high performers quickly walk away from low-probability deals.
They avoid wasting time on prospects unlikely to close and focus on better opportunities.
volunteer_activism ADVICE
Qualify Deals Continuously
Qualifying deals is an ongoing process, not a one-time task.
Measure engagement by assessing if stakeholders match your effort and collaborate actively.
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Have you ever been working on a deal where you had this feeling, this intuition, this Spidey sense—something in the back of your mind telling you that this wasn't going to close? That you were going to waste your time?
Maybe you had one of the stakeholders who was against you—an enemy. There was a naysayer who kept calling you out. Perhaps the stakeholders weren't engaged, or the incumbent vendor was so integrated into the organization that it would be very difficult to displace them.
Whatever the case, you knew in the back of your mind that you weren't going to close the deal. But you kept working on it anyway. You rode that puppy to the ocean floor like the Titanic that it was.
If you’ve done this, and I know you have, take heart because we've all been there. We've all had these situations, and we've later regretted them.
Top Sales Pros are Quick to Walk Away From Bad Deals
One of the traits of Ultra-High Performers that has always been true is that they're very quick to walk away from a deal they can't close—a deal where they've concluded that the probability of winning is so low it doesn't meet their threshold.
The reason Ultra-High Performers walk away from deals like this is simple: They know that the greatest waste of their time is investing it with the wrong prospect. The time they invest in a prospect that's not going to close is money down the drain, because it's time they can't focus on a deal that will close.
But average salespeople? They hang on—hoping against hope that somehow, miraculously, things will turn around.
In sales, awareness matters. You must always know where the exit is.
There are two primary reasons why salespeople work on deals that are never going to close. Understanding these reasons is the first step to avoiding the trap.
Reason #1: The Failure to Qualify Properly
Too often, qualifying is treated like a one-and-done activity. We qualify the opportunity against our ICP. We qualify the numbers, budget, timing, urgency, and whether we're talking to a decision-maker with buying authority.
These are all quantifiable metrics that we can measure and check off our list.
But Ultra-High Performers take qualifying to the next level. Rather than making it a quick process, they understand that qualifying is never done. It's an ongoing process of awareness that keeps you tethered to reality in every deal.
And their top qualifier, once they've checked off the must-haves, is engagement.
Are the stakeholders engaged? Are they leaning in? Are they matching your effort, answering questions, and working collaboratively with you?
It's okay that there are some stakeholders who may be naysayers. That's normal in complex deals. But if you've got stakeholders who are enemies—people who are actively working against you—then your deal might be a bridge too far.
Engagement is my No. 1 qualifier. I'm constantly asking questions and giving stakeholders things to do to see whether or not they're engaged. If they're not engaged, I walk away because lack of engagement is a clear signal that you are not going to close the deal.
Reason #2: An Empty Pipeline
This brings us to the second reason salespeople stay in bad deals—desperation born from an empty pipeline.
On Friday, Dennis J. Walker, who is a benefits consultant with USI, posted something on LinkedIn that perfectly captures this dynamic. Here's exactly what he wrote:
Jeb Blount regularly states that you can't be delusional about your pipe, your prospects, your efforts, etc and be successful as a salesperson.
This week one of the larger deals in my pipe definitely didn't progress the way I wanted- and it turns out one of the executives is what I call a "deal enemy" - he was actively working against me and my team.
The last two meetings I've had with him tipped me off this could be the case; this week we had an incident that indicated he was actively working against us.
Because my pipe is full?