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5 min read

AI Does the Memory Work. Your Reps Do the Relationship Work.

Most deals stall because reps are doing the wrong work. Here is the framework that separates teams that win from teams that grind.

Written by
Elizabeth Hayes
Published on
May 27, 2026
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  • Deals stall when reps show up underprepared. AI handles the memory work so reps can focus on trust, curiosity, and reading the room.
  • Generic outreach is one of the clearest deal risk signals you can send. Buyers respond to reps who show up knowing their business and priorities.
  • Revenue leaders can use a revenue intelligence platform to identify at-risk deals and surface deal slippage reasons across the full pipeline, without chasing reps for updates.
  • Most sales teams do not have a methodology problem. They have a cognitive load problem. Reps are spending mental energy on research, prep, and recall - and still showing up to calls already behind. That gap is exactly where AI sales analytics changes the equation. 

    That was the core thread in our recent webinar, where Sam McKenna (founder of #samsales) and Chris Etterman (VP of Customer Revenue at Backstory) spent 30 minutes on the real mechanics of how sellers should use AI - and where it absolutely cannot replace them. 

    Here is what stuck.

    Why Deals Stall: The Framework Most Teams Get Backwards

    AI should handle the research, the synthesis, the prep. Who is this person? What have they said publicly? What is top of mind for them right now? That is memory work. A rep going back-to-back for eight hours a day cannot hold that level of detail reliably. They should not have to.

    What AI cannot do is show genuine curiosity. It cannot build trust. It cannot read the room. That is still the rep's job. When you offload the memory work to AI, the rep has room to do that job well.

    Sam McKenna put it plainly: most teams get this backwards. They use AI to scale outreach volume and leave the prep to humans — which is exactly the wrong division of labor.

    The Most Common Mistake: Personalization Without Relevance

    Chris was direct: "I saw we went to the same college" is not personalization. Nobody cares. What buyers respond to is a rep who shows they understand the business, the challenges, the priorities, the context, and leads with something worth their time.

    Sam's take: AI is generating so much generic spray-and-pray outreach that standing out has actually gotten easier. The inbox is full of noise. A well-researched, specific note to a senior buyer is almost a novelty. She goes straight to the CRO. Not the mid-level manager. That is where the bar for good outreach is lowest relative to the effort it takes. 

    Why Deals Stall Before They Even Start

    One of the sharper moments in the conversation: how many discovery calls start with "tell me what interested you in taking this call?" A question that generic signals immediately that the rep did not prepare. It is one of the clearest deal risk signals you can send before a deal even begins. 

    Sam's alternative: show up knowing what is going on. Lead with a point of view. Something like: "I know what people in your role are focused on right now. I would love to hear from you — your team, your challenges, where you are headed." You have done your homework. You are showing it. Now you are handing them the mic.

    Chris added what he has seen from the buyer's side: the first two or three minutes determine everything. If a seller does not add value immediately, buyers check out. Buyers today have done 80% of their research before agreeing to a call. You are getting the last 20%.

    And for the deals that do not stall at discovery, the same principle applies at every stage that follows. The rep who keeps showing up with context keeps the deal alive.

    How Revenue Leaders Use AI to Identify At-Risk Deals

    The challenge for leaders is different from the challenge for reps. It is not about prepping for one deal. It is about staying across every deal, every rep, every fire at once. Chris talked about stepping into leadership and suddenly losing the ability to show up prepared for rep calls, pipeline reviews, or deal checks.

    A revenue intelligence platform like Backstory changes that. Instead of scrambling for context, leaders can look across the full book. Which deals have engagement gaps? Where is methodology not being followed? Which accounts are at risk and which ones have not been touched in weeks? 

    That visibility surfaces the deal risk signals that used to require chasing down reps for updates. The data is already there.

    Pipeline risk management shifts from reactive to proactive. Leaders catch deal slippage reasons before they land in a forecast call. Not after.

    The Mantra Worth Stealing

    Chris shared something a CRO posted on LinkedIn that has stuck with him: assume your product is commoditized. How else can you win?

    Better understanding of the business. Deeper relationships. Better service. Those are the three things AI can never replace. They are also the three things that close deals when everything else looks the same to the buyer.

    Your sellers are the differentiator. Not the product, not the pitch deck. The rep who showed up prepared, made it feel like a conversation, and remembered what the buyer said three months ago. That is the one who wins.

    Watch the full on-demand recording HERE