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How to Know if Your Deal is Going South Sooner than Later | Andee Harris - 2036

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Sometimes the best way to close more deals isn't by adding new people to your pipeline (though that's always a good thing.) Instead, the best thing is to address the issues that make a deal fail before they fail.

In today's episode of The Sales Evangelist, I joined the CEO of Challenger, Andee Harris, to get her take on failed deals and how to address those issues directly with our prospects.

Challenger is a sales training company:

  • The Challenger Sale by Matthew Dixon and Brent Adamson explains many of the principles Challenger uses in their training.
  • Early sellers might be timid, which usually leads to a failure to recognize when a deal isn't moving in the right direction.
  • In Andee's experience, continuous feedback is a great way to course-correct throughout the sales process to tailor the experience and selling strategy to the specific prospect.
  • Passive selling isn't the best form of selling for either party. Taking control of the purchase and helping the buyer buy the product is your job.


Three ways to notify deals before they go south:

  • Integrate an avenue for continuous feedback. If a buyer likes you as a sales rep, they'll want to share methods to improve their experience.
  • Realize that one size doesn't fit all. What works for one client might not work for another.
  • Constantly be learning. Be curious, and look to understand and be self-aware of your strengths and weaknesses.


Andee's final takeaway? Understand that we're in a complex selling environment. Multiple factors influence the selling process, but it isn't impossible to create wins and do phenomenally well. To get in touch with Andee, visit challengerinc.com or connect with Andee on LinkedIn.

Sponsorship Offers

  1. This episode is brought to you in part by Hubspot.


With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales.

  1. This episode is brought to you in part by LinkedIn.


Are you tired of prospective clients not responding to your emails? Sign up for a free 60-day trial of LinkedIn Sales Navigator at linkedin.com/tse.

  1. This episode is brought to you in part by the TSE Sales Foundation.


Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin.

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