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Welcome to the “Savvy Seller”
Shadow Seller’s stories that  simplify…

Welcome to Shadow Seller's blog, where we're all about ditching outdated sales methods for cutting-edge excellence. Here, we offer insights and strategies to boost the savvy of sales leaders, pros and CEOs. Dive into innovative sales tactics, bust myths, and discover hidden gems to streamline your workflow and enhance productivity. Our posts are packed with practical tips and real-world examples to shake up your sales approach. Whether you're a sales vet looking for an edge, a sales leader trying to finally overcome some of those repetitive problems or a CEO aiming for growth, you've found your resource. Join us on this journey to sales success and stay tuned for content on making sales simpler and more effective. Welcome aboard Shadow Seller's world


Signourney Weaver as Ellen Ripley in James Cameron's "Aliens." The heavy weight exo-suit serves as a great metaphor for the human/AI combination.

Aliens movies notwithstanding, The Wall Street Journal article by Christopher Mims, recently highlighted an interesting truth about AI adoption: success with generative AI tools doesn’t just hinge on the technology itself—it depends on humans. To get meaningful results, businesses must organize, update, and refine their processes, behaviors, technologies and data. This creates new roles for humans, not just to maintain but to collaborate with these systems. One can make the argument that as "new" as A.I. is, this observation is anything but new. It's always been the case that it's less important THAT you use technology than HOW you use it.


This is becoming the standard across the AI industry. Unless you’re building a brand-new language model from scratch, much of the innovation in AI revolves around fine-tuning how existing models are applied to solve real-world problems.


At Shadow Seller AI, we embrace this philosophy by helping B2B sellers and organizations make the most of specialized versions of OpenAI’s technology. Our goal? To help sellers prepare better and faster, giving them a distinct edge in their engagements. It’s AI by humans, for humans.


One of our customers uses AI to help organizations plan for the future more effectively by digesting and synthesizing vast amounts of data. By identifying patterns and insights hidden in the noise, they can guide clients toward smarter decisions.


Another customer leverages AI to streamline time-intensive tasks. They save hours for both their team and their clients, while gaining a better understanding of complex issues—an efficiency boost paired with greater clarity.


This “human plus AI” partnership isn’t just a fleeting trend. It’s the future of how knowledge work gets done. Whether it’s reimagining customer service, enhancing marketing campaigns, or transforming sales processes, the key isn’t to replace humans but to empower them.


At Shadow Seller AI, we believe that combining human expertise with the power of AI can lead to better outcomes, faster execution, and a more strategic use of talent. After all, the real magic happens when humans and machines work together. You know like Ripley and her exo-suit showing the alien the exit?


If you're looking for ways to integrate AI into your business for measurable results, let’s talk.



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In the latest science fiction prequal, Dune Prophesy, there’s a brief mention of a conflict humans wage within themselves. This is caused by the brain’s willingness (and effectiveness) in manufacturing lies, but the body’s discomfort with them, as betrayed by elevated heart rates, sweating and dry lips. No doubt some are more comfortable with it than others, and experience “less” conflict. We all have our own definitions as well, hence the expression “white lies.” While there isn’t always a dark purpose to lying, it’s hard to confront problems until we admit that they exist. This is usually where we're lying to ourselves. Which brings us to B2B sales and the use (or not) of AI Sales Readiness.



As sellers, we’re conditioned to exude confidence and believe there nothing we cannot handle. As sales and revenue leaders we’re conditioned to believe we have the best teams and that we are the best leaders and coaches. It’s ok to admit to some of our own weaknesses. This is the first step to getting better. Consider the following:

 

Ubermensch: The philosophical concept coined by Friedrich Nietzsche in 1883 that translates to "overman" or "superman" in English. It represents an ideal human being and a goal for humanity to strive towards. While we might not think we’re “ubermensch,” again we’ve been conditioned to BE confident and exude confidence and believe there’s nothing we cannot handle. As sales and revenue leaders we’re conditioned to believe we have the best teams and that we are the best leaders and coaches. This is a logical trap – if we’re the best and we have the best team we should be crushing it…all the time. If you are then stop reading (or listening now.) It’s ok to recognize areas for improvement either in ourselves or the team.


The 90/10 Rule: Often cited as the 80/20 rule, in sales, this ratio is frequently more extreme, with approximately 90% of sales often generated by just 10% of the team. This stark imbalance highlights the need for a more nuanced approach to managing and supporting sales teams, rather than accepting that “this is the way it is” and continuing to rely on a few high performers to carry the load.


The "A Player" Fallacy: The belief that you want, or have, a team composed solely of top-tier salespeople and that this is the strategy that will yield the best results. Leadership always claims, “we’ve only got A players.”  This is the worst kind of nonsense, but we live in the era where we cannot admit publicly or tell people the truth for fear of hurting their feelings. Everyone’s an “A” player, everyone gets a prize, and everyone’s a rockstar. This is a huge fallacy that is both unrealistic and impractical. “A players” are rare, and even if you could find and recruit a team of them, you’d never (and wouldn’t want to) manage them. Too many big egos.


Neglecting B & C Players: “B" and "C" players represent untapped and generally ignored, potential for improvement. These individuals represent the most significant opportunity for growth through targeted coaching and support. According to Ethan Mollick in his book: “Co-intelligence: Living & Working with AI” - “In study after study, the people who get the biggest boost from AI are those with the lowest initial ability—it turns poor performers into good performers. In writing tasks, bad writers become solid. In creativity tests, it boosts the least creative the most…And in a study of early generative AI at a call center, the lowest-performing workers became 35 percent more productive…In our study in BCG, we found similar effects. Those who had the weakest skills benefited the most from AI, but even the highest performers gained.” This is why we call it the “equalizer” and explains why a good proportion of the millennials & Gen Zer’s are, at best, indifferent to AI as it blunts the tip of their intellectual spears.


Coaching Capabilities of Sales Leaders: There's a common assumption that all sales leaders are effective coaches, but the reality is that most lack the skills necessary and/or fail to dedicate adequate time. Sales coaching efforts are falling flat. The outside consultants love this. It’s a way for them to justify their protracted (and expensive) continued involvement.


Overreliance on Coaching and Training: Organizations devote less time and money to training and development. There’s not much mentoring going on since everyone vacated the office, anyway, leaving people to "figure it out for themselves.” Old school training hasn’t worked for years, but none of this is a justification for letting people sink or swim – your customers won’t thank you and your prospects will pass you by, and you won't even know why?


So, let’s stop kidding ourselves and others and get to work at getting better. Enter AI Sales Readiness, not just a shiny new gadget but a transformative force ready to rewrite the sales playbook. This technology boosts the underdogs and offers a fresh perspective to the veterans.  It’s the equalizer, capable of preparing teams better and faster by providing the plans, strategies, personalized insights and advice that were once the exclusive purview of high-dollar consultants (and sales coaches!)


Embrace Generative AI Sales Readiness to bridge the chasm between sales truth and lies. It's time to turn up the volume and tune into the new era of sales, and then maybe we can truly claim that (as Elaine pointed out) “hey, you’re all winners!”

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In the David Mamat written, 1997 movie The Edge, an intellectual billionaire (Anthony Hopkins) and two other men (one being Alec Baldwin) struggle to band together and survive after getting stranded in the Alaskan wilderness with a blood-thirsty Kodiak Bear hunting them down. The Edge is a less well-known, tremendous movie whose story delivers a powerful message. But in the movie Alec Baldwin falls into a bear trap, which he didn’t so much “make”, but did forget about. I won’t tell you anymore but find that movie, it’s a great watch.


I guess I fell into my own trap. In a recent article “The Fraud of the B2B Numbers Game” – we talked about the importance of the “human” factor. We also talked about the importance of being compelling and differentiated (preemptively answering the questions “why now?” and “why us?”)


What we didn’t get into were the specifics of what that actually means. What is it, to be compelling and differentiated? How do I do it? Lets run through a few of the vanilla definitions and advice and then return to each one to break them down.


Why Us?

  • Use your Unique Value Proposition (UVP). “Clearly articulate what sets your product or service apart. This isn't just about features but the specific benefits that address your prospect's unique challenges.”

  • Build Credibility and Trust: “Sharing case studies or testimonials from similar companies that have successfully implemented you solution can highlight measurable improvements in sales metrics and overall performance. They also prove that you have done what you say you can do!”


Why now?

  • Highlight Urgency: Identify and communicate any time-sensitive factors, such as market trends or upcoming regulatory changes, that make immediate action beneficial.

  •  Cost of Inaction: Illustrate the potential risks or losses associated with delaying the decision, emphasizing the advantages of prompt implementation.

 

OK, this is all good, basic stuff, but it’s overly simplistic and undifferentiated in and of itself. It's superficial. So, let’s avoid falling into that trap of superficiality.

 

Why Us

 

Unique Value Proposition - This is where we run headlong into differentiation or lack of it. We also confront the reality that what a lot of us sell, frankly isn’t that differentiated, and in the growing world of services, isn’t that tangible either. What’s most important here is that you make a clear connection between your solution and the prospect’s challenges or opportunities. To do this you need insight and courage.

 

Messaging people really earn their keep here. Crafting simple, compelling, differentiated summations of what you do and what it delivers is no joke. In the noisy, confusing world in which we live, we have a few seconds to be memorable and poignant. There a few different ways of arriving at this, none of them easy, but here’s one example and approach that someone wrote on the back of a cocktail napkin once – It was for Gatorade and it captures it all – “for thirsty, sweaty jocks [defines target market], Gatorade is the sports drink [defines category] that replaces electrolytes [defines what it does] so you can stay in the game longer and stronger [defines what’s in it for you – the payoff.] Clearly this is where you start with a prospect, not where you end.

 

Build Credibility and Trust - Here’s another one that’s easier said than done and is why so many people and companies do business with people they know. They think they can “trust” them.  Most “trust” conversations here focus on “credentialing” – the use of testimonials and case studies to show capabilities and reliability.

 

At this point in the process – it’s ok to play “not to lose.”  This is because most of the other companies the prospect is considering will have case studies, references and friendly customers, so there’s no real distinction here. You cannot win it here, but you can lose it. Where you might open some distance on the competition is by finding obscure synergies between your two companies. These will present the opportunity for unique insights, and better considered angles on the application of those case studies, so you can show real relevance. In other words, more than just demonstrating that you have done business with other companies in the same industry.

 

Why now?


The specific ideas here are really a variation on the same theme – sewing the fear of inaction. Act now and reap the rewards, delay, fall behind and suffer the consequences. Life insurance salespeople used to call this the “Hearse” close. Whan selling life insurance on a husband (who used to be the main household earner) to the couple, life insurance sellers would play up the fear of the consequences of a death that leaves the surviving spouse with no money. They’d “back the hearse up to door and let them smell the roses!”


Highlight Urgency: This is all about confidence in your insights and the nuance you use. Nobody likes being told “their” business (unless you happen to be McKinsey, for some strange reason.) When you’re introducing ideas why a prospect should not delay, be humble. Pose statements in a question form. If they’re indifferent it’s ok to get more insistent (you’ve probably got nothing to lose). It’s the “why now” that also presents you the opportunity to qualify the prospect – by asking them to act on certain things, complete certain actions before a certain date. No matter what they say, if they’re tardy, they probably don’t see the urgency.


Cost of Inaction: They used to say that the biggest waste of seller’s time was the deal they lost. I think it’s the deal they lose to No Decision, which remains the biggest reason for lost deals. Again one should use considered insights here combined with some storytelling – “remember XYZ company that used to be a household name and is now out of business?”

Final thought here is again around the idea of balance – be subtle and nuanced. Don’t be too pushy or too clever. If the prospect is unenthusiastic, then you can get less subtle and more pushy (maybe they’re just not “getting” what you’re saying!)


The Shadow Savvy

The modern era is as much about specificity and personalization as anything else. This means you need to make the connections between your proposition, the marketplace, your company and the prospect. A load of generic statements and observations won’t do it. And while you need to be nuanced you also need to be brave. You’re going to have to take some risks early on, and while it’s ok to “stay in the game” in regard to credentialing, sellers have always tended to avoid the hard questions.


Final thought – addressing the “why us” and “why now” might be of equal importance, but on balance you have to establish the “why now” – otherwise the decision around “why us” becomes one of “why anybody?”

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