E233: Sell With A Story, with Paul Smith (Part 2)

January 16, 2024



Do you know how to tell an effective story?


Do you know how to tell an effective story?


Part 2 of my conversation with Paul Smith


We continue our discussion about how to use stories as an important tool to help your prospects move forward towards the close.



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  • Show Transcript

    Jason: Welcome back to the second part of my conversation with the amazing Paul Smith. He is a fantastic storyteller and has focused on writing books, doing training, doing coaching and helping people tell better stories. And I know for myself being in sales, it's super important to use stories. And the framework that he provides in our conversation is new to me because I tell stories.


    I don't think I'm the greatest at it. And it's something I've wanted to improve on. And what he talks about in this conversation is so useful and helpful that I am excited to share it with everybody. So make sure to check out this episode. If you hadn't make sure to listen to part one, which was in yesterday's episode, but here you go conversation with Paul.


    Paul: But there are eight questions that each story. needs to answer. All right. And essentially answer those questions just in bullet point form. And so those questions are things like, let's do it. Let's go through all of them. Oh yeah. Let's go through all okay. Yeah. So question number one is why should I bother listening to the story?


    You're the audience, the person you're talking to, you need to answer that question for them in the first 10 or 15 seconds. You've got to give them a reason to want to listen to the next two minutes of you telling the story, right? Otherwise they might not, they might just space out or throw you out of their office or hang up with whatever.


    So once you've adequately answered that first question. You've earned the right to answer the next five questions. All right. So here, those are where and when did it take place? Who's the main character and what did they want? What's the problem or opportunity they ran into? What did they do about it?


    And how did it turn out in the end? That should sound like the natural flow of a story because it is the natural flow of a story. But if you're doing the math, there's two more, right? Number seven and eight. So seven is what did you learn from the story? And eight is what should I go do now? That's your opportunity to make a recommendation.


    You should buy my product or you should agree to have a sales call with me, or you should agree to do whatever the next step of your process. Yeah. So those are the eight questions each. Sales story should answer not your whole sales pitch, but each individual two or three minutes story that you tell should answer those eight questions each time because they're all different.


    Each story is different. So when you're trying to remember your stories, just remember the answer to those eight questions. Oh, it was five years ago at Oracle out in California. And the main character was this woman named Joanne. And the problem was this. And in fact, I tell people, write them down in your notebook or whatever.


    Just write down the eight questions and the bullet point answers to the eight questions. And then remember that, because then every time you tell the story, it will sound like the first time you've ever told the story. Because it will be the first time you've ever told the story exactly that way, because you had to invent the sentences.


    Each time you tell the story, because you've never scripted out every sentence you're going to say. You've just remembered the gist of the story, essentially, is what the eight questions are. It's remembering the gist of the story, and then you tell it, and it'll be fresh every time. That's a better way to remember your stories without them ever sounding as stale and rote memorized.


    Jason: And there's multiple things I want to cover and I'm glad that you clarified that which I knew that's what you meant But I just wanted to make sure the difference between planning your stories and writing your stories and like scripting them word for word Because I know that's one of the lessons I learned When I started Toastmasters a long time ago to help with sales and presentations was in the beginning my analytical brain wrote word for word every speech.


    And then I memorized it. And I am not the greatest at memorizing. Some people can memorize word for word, like scripts, quotes, anything. That's not my brain's strong suit. And so I would agonize and I would stress and I would walk into that meeting to give my presentation and just feel like I'm going to die because of the pressure, the stress inside.


    And then what happens? I get up on stage. And I miss a sentence or a word, and I'm just thinking so much that I'm not in the moment, and I'm not doing a great job, and it's not coming across very well. And I forget something. Then I realized nobody knows what I forgot. You're the only one that knows what you forgot.


    I'm the only one. Unless they're watching a teleprompter, and they see that I forgot something they don't know. Did I get my point across? And that was a huge shift for me mentally. Then I got to the point where I bullet point, outlined, filled in the gaps of, My speeches and then it was amazing and authentic and I just flowed and if I missed something, then nobody really knows.


    But did I get my point across? And I do the same thing with sales. And so I'm glad that you mentioned that. And I love that framework of the eight questions because that's so valuable and anyone listening for your sales process, either for yourself or if you're building one for your team, then give that framework and just have that as a template and fill those things in for the stories.


    Then you're filling in the gaps because yeah, I've sat through some presentations, some speeches, even comedy shows and things like that, where you can tell they do the same bit over and over again. And they're too much in their mind thinking about all the parts and it's not, it doesn't have the same energy.


    It doesn't feel right.


    Paul: Yeah. So exactly the way you just described you do with your speeches is exactly the way you should do it with your story. It's just the bullet point outline.


    Jason: And what's interesting is the counterpoint to this, because in sales. A lot of it is writing scripts, creating scripts, getting people to do the same thing and be scripted over and over again.


    And then the objection to that by salespeople is, I don't want to be scripted. I sound like a robot. I

    want it to be natural and flow. But what I've found, and I tell people, and let me know your thoughts on this, is I remind them. It's if you've ever seen a movie, a TV show, a Broadway play, it's all scripted.


    Rehearsed word for word the same every single time, right? If you go to a Broadway play, it's the same every single time. They don't do anything different yet. It feels like it's the very first time because it just has that feeling because they're just doing it in a different way.


    Paul: Because two things, one, they're professional actors and their professional screenwriters have written the script.


    So that it sounds conversational. It's difficult to write a script that sounds like it's not a script. There is a, people do that professionally, okay? And if you've never done it before, you're not very good at it. People tend to write scripts for speeches the way they write memos. And that's why they sound awful, right?


    They sound like, you're, you sound like you're reading a corporate memo. But Hollywood screenwriters don't do that. They don't write it like it was a corporate memo. They write it like it was a conversation and these are professional writers. So unless you happen to be a really good conversational writer, like a novelist, okay, don't even try to write a script like it was a conversation because you won't be able to do it.


    Just write down the bullet points and your brain will create the conversation automatically every time. Fill in the gaps.


    Jason: Yeah. I think that's why I'm really bad at writing memos because I write like I speak, like I

    think. So I'm really good at writing scripts and sales conversations and the back and forth.


    I am not good at corporate bureaucratic memos. Interesting. That is not


    Paul: my, I never met anybody who's good at the other one, but not, yeah. So that's backwards from what I usually run into. Good for you.


    Jason: That's probably more useful. It's tough for me to make memos that don't sound like I'm just talking to myself blabbing.


    So don't write memos. I don't stay away from that. I just rather tell stories. Hey, it's Jason here. We'll be right back to the podcast, but first, are you ready to change the way you view your selling role and become a sales professional? Do you have a team that is hungry for new ways to improve and grow?


    If so, I have various coaching and consulting programs available that might be great tools to help you achieve your goals. To learn more about the ways we can work together and to book your free sales power call, go to jasoncutter. com. Now let's get back to the episode. Speaking of which, let's talk about the book that I mentioned, but you referenced, which is the most applicable one to sales.


    Sell with a Story. What are some of the lessons? I'm just thinking of like, how can we help sales people use better stories? With the goal of persuasion with getting people to take the right action, what kind of advice or stories can make bigger impact?


    Paul: What can you do to help them? Yeah. So the first thing you need to do with sales and storytelling is figure out what stories you need, right?


    So that's always the first step. And how do you craft them and deliver them comes later. Cause if you're not telling the right story, it doesn't matter how well you tell it. It's not going to work. It was the wrong story. So first of all, figure out what stories you need. So that's what the first. I guess third of the book is about and the first part of the training classes I teach is I'm going through a bunch of the different typical types of stories that most salespeople need.


    So there are 25 different types of sales stories that I've uncovered in doing the research for the book. And those range all the way from the moment you meet the prospect to building rapport, to the actual sales pitch itself, to resolving objections, to closing the sale, even a service after the sale, right?


    All along a typical sales process, there are a handful of stories you might tell in each phase of that sales process over the course of three months or six months or a year, whatever, however long your sales process is in the 15 different contact points you'll have, whether it's email or in person or phone calls or zoom calls like we're having.


    Yeah. You're going to have multiple touch points with that buyer before they actually sign on the dotted line. And each of those is an opportunity to tell one or two different. Two minute stories over the course of that conversation. So in general, I would take people through here, the 25 types of stories you might find useful, and then you need to figure out which of those are important to you personally and in your industry and for your company.


    Cause it won't be all 25, right? You might need 13 and somebody else might need eight and somebody else might need 17 or 20 or whatever. So step one is figure out what stories would be useful to you. I'll be happy to send this to you later and you can put it in your show notes or something, but just what that list of 25 is, but I'll give you a little feel for it right now.


    Those early stories are explaining who you are and what you do in some simple storytelling way for the prospect, just so they know, does this person do anything that could help me? Do I even need to bother? Having a relationship after this chance meeting that we've had, right? Or so that's early on, then you'll have more rapport building stories about you personally and why you do what you do and maybe your company's founding story, how your company's different from your competitors.


    That's a really important story to tell, right? As you're moving into kind of the sales pitch phase of the process, a problem story is a story about the quintessential problem that your product or service solves, which is especially important, by the way. If your prospect doesn't even know they have the problem, right?


    You want to tell a story to let the, Oh yeah, that happens here all the time. I guess I didn't realize that was a problem. Oh, and you can fix that. Good. Okay. We should be doing business, right? And then your typical customer success stories would fit in about that point in the sales process. But then there's some stories to help handle objections.


    It has helped you negotiate price stories. You can use to create a sense of urgency. So they'll buy now instead of wait six months later. That's the typical objection you get from a buyer when they say, you know what? I need what you're selling. I like it. I can afford it, but now's not a good time. Come back in six months.


    You hate that as a salesperson, right? I did my job perfectly and you're still telling me to go away and come back. It's a story to tell at that moment to create a sense of urgency to know I should buy now and not wait. And then other stories that you would tell after. You've actually made the sale, which are loyalty building stories, right?


    The stories to help them say, Oh, I want to keep buying from this person over and over again. Or I want to maintain this relationship. I want to use more of their products and services because it's easier to maintain a customer than it is to keep getting new ones, right? So 25 types of stories in all, and you would want to pick which ones are most important to you before you move on to finding them.


    And then crafting them. Those will be the next two steps.


    Jason: Okay. So we'll definitely include that list in the show notes for anyone who wants to check that out. Obviously, when I hear that, I think 25 stories, that seems overwhelming, but like you said, pick out the ones that make sense, put that into your process, obviously use it evolve over time, add some, remove some relative to how it works.


    I've heard different things over the years. What do you think the right ratio would be to time spent or number of stories, right? So time spent telling a story versus sales process, given the fact that every sales process is different, every product or service is going to be different, have a different need, but in all your research and conversations, was there any trends or any advice you give as a starting point?


    Paul: Yeah, I think it's about 10 to 15%. Of the words coming out of your mouth should be in the form of a story. So if you do the math, say on a one hour phone call, whatever meeting. So out of 60 minutes, six to nine minutes of that ought to be spent telling stories. Most of it ought to be spent just having a conversation like you are and I are now are going through your sales pitch.


    But 10 to 15%, and that means, by the way, these stories are two to three minutes long each. So that basically means two or three three minute stories over the course of an hour. And that's all you need.


    Jason: Which is not much when you put it that way.


    Paul: Yeah, it's not much. But imagine if all you did was tell stories.


    That would just be weird, right? But a month or six months later, out of that one hour, conversation that 10 to 15%. Those two or three stories will absolutely be the thing that they remember the most, right? They'll forget most of the rest of what happened during that hour, but those two or three stories, that's what they're going to remember.


    So you want to pick great stories and use them, but that's about the ratio. It's the minority of the time that you spend talking will be storytelling, but those would be the most impactful. memorable things that you say.


    Jason: All right. That's it for part two. Make sure to subscribe so that you can catch all of these episodes.


    Go to cutter consulting group. com slash podcast, where you can find the show notes, all of Paul's links, but as always keep in mind that everything in life is sales and people remember the experience you gave them.



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By Jason Cutter August 27, 2025
Most businesses struggle to grow their sales teams. At some point, they give up on looking for rock stars; they just need a team that shows up every day. In fact, research shows that 52% of sales leaders list recruiting as 'very challenging,' and average sales rep turnover hovers around 26% annually. That means for many leaders, the hiring process feels like a revolving door of wasted time, lost revenue, and constant stress. Here’s how to achieve scalable hiring results without having a massive hiring team and a huge job marketing budget. What Most Companies Do They need to hire salespeople. Maybe it’s one. Maybe it’s their very first salesperson. Maybe they need 10 more. So they: Write a job post about all the things the job involves and who they are looking for, and the type of experience they feel is important Put it on Indeed and/or LinkedIn They get hundreds and hundreds of applications They freak out – stressed at the thought of going through all those submissions They have someone on the team spend hours/days going through all the submissions. Have them call and email everyone whose resume fits what they think they want. A few people respond. So they call again, to ‘check in’ on the candidates to try and get more to respond. If that works, they have dozens and dozens of candidates ready for the first interview. Someone has to then take a week’s worth of time blocks away from their actual job to do first interviews. Most of the candidates don’t show up to the call/meeting. A few candidates make it through to the second interview. The boss or sales manager takes these. Two out of the three show up. Offers are sent to the two. One takes another job because the process took so long. The company ends up with one new hire The company repeats the process over and over again, feeling like the best they can do is one to two new hires after each complete cycle of hiring madness. And it is madness. It is also the definition of insanity – doing the same thing, running the same hiring process out of some playbook that no one can point to its origin or actual stats of success. Recent surveys confirm this frustration: more than half of leaders admit they lack an effective hiring process, and many acknowledge that their comp plans don’t even align with the results they want. The result? Slow hiring, bad hires, and retention issues that eat away at growth. Most companies struggle with filling their sales team, with both quantity and quality. They probably run the hiring process like they run their sales process. They default to old-school business thinking that the only way to hire is to just get experienced salespeople to join the team. But there is a better way. I have spent over 15 years being tasked with keeping teams filled with salespeople. Whether it was for inside sales in a call center environment or work from home, to retail environments, from consumer products and services to B2B, from within the United States to offshore, this framework works, even if you have failed in the past to try and scale your hiring efforts. In working with small and large teams, the key is the balance of quality and quantity. Humans will always surprise you. I have seen the ideal candidate – on paper – be completely ineffective in the role. I have seen reps with very little experience, whom we took a chance on, completely outsell their experienced co-workers. The experience of everything that goes into hiring over 800 salespeople, this framework is designed to help you succeed no matter the size of your hiring team. Here’s how to create a scalable hiring process that doesn’t require a large recruiting team and without losing your mind wasting time on candidates that aren’t a good fit. Step 1: Hire Traits, Not Just Resumes Did you know there are three different types of salespeople? The Newbie, The Entrepreneur, The Sales Veteran (email me, and I will send you the ebook that breaks them down). First, make sure you know what you need on the team, who you have the bandwidth to train, and if you need someone that follows your playbook (do you even have one?) pretty much exactly, or are you okay with them just ‘doing what they do best’ without much structure? Next, you need to figure out the mindset traits you find most successful. A business friend of mine, a long time ago, taught me: “Hire the smile, train the skill.” Given enough time and patience, you can teach anyone how to do anything. But it's really hard to teach someone a different mindset. Most people are who they are when they are applying to be a part of your company. Here is my list, in order, of mindsets that I know are successful for sales (in any sales role, any industry, any company): This aligns with broader studies: while past performance can matter, attitude and coachability are consistently ranked as stronger predictors of sustained success. Leaders who over-prioritize experience often miss the hidden talent right in front of them. Openness Curiosity Creativity Persistence Authenticity As I tell my clients, most leaders think they just need more reps who are ‘persistent’. They blame a lack of sales results on the team not asking for the sale enough or doing enough follow-up. The problem with biasing the screening process for persistence is that if you don’t care about the other traits, you will end up with a team full of persistent assholes who don’t listen to you or their prospects, don’t care to learn anything new, and don’t try to come up with new ways to move people to the close. They just see every prospect as a nail and sales is a giant hammer in their hand, where if they can just hit enough nails hard enough, they will win. [Don’t believe me? Ever heard the phrase ‘sales is just a numbers game’? That is this mindset in action.] The last part you want to define is what type of company culture you have and what personality is a good fit? Is it a fun environment? Does everyone like to joke around? Is it all serious and focused? Is it mission-driven? Do you actually have defined, stated core values that you care about? The answers to these questions will help you determine culture fit. One area that organizations will fall short in their selection process is ignoring culture fit and just wanting people with certain experiences on their resume or skills to help sell more widgets. If not careful, it can lead to bringing someone on board who might be an excellent, technical salesperson (meaning…technically they can do the job), but they are a not a good fit for the team. “The best reps don’t just sell your product — they sell it your way.” It’s not enough to just hire for experience; you need team players. Step 2: Treat Recruiting Like a Sales Funnel Now that you know who is open to bringing on board, what that winning combination could look like, it’s time to start building the hiring process. In sales, the initial key to success is attracting the right leads into your funnel. This is the job of marketing. Not just in the steps they take, but the messages they put out there to the world. Like fishing, putting out a hook with bait on it where the right fish that is interested will want to take that bait. Marketing should be doing the same thing for your revops. Your hiring team should be doing the same thing with the job posts and the hiring process. Your goal is to write a job post, like your marketing team writes their content, in a way that your ideal candidate would read it and say “holy crap, that is me!” Part 2 is to build in some hoops. One area that I see pretty much every organization fail at is building and managing candidate lead flow. They put a job post out there, get a shit ton of candidates, go from excited ( “We have so many candidates, we will definitely find all the reps we need!” ) to despair ( “How the hell are we going to get through all these resumes, and then what about all the interviews?” ). So many orgs are not ready for the flood of applicants. And did they even want that many applicants? If you haven’t noticed…recruiting is like sales. Well, to be specific, everything in life is sales, and selling, and persuasion. So building a recruiting process is like building a sales process. Sales teams think it would be great to be flooded with leads until it happens, and so much potential business falls through the cracks of inefficiencies and bandwidth limitations. This is why we want to put in a) hoops and b) templates for our hiring process. Let’s start with hoops. Think about it: in sales, 63% of managers admit their teams do a poor job managing the sales pipeline. If you can’t expect discipline in pipeline follow-up from a candidate during the hiring process, you certainly can’t expect it once they’re in the field. The hoops should be similar to what your prospects have to go through to become a customer. The logic is that your salespeople will run that process with their prospects, so you need to identify those sales reps who are naturally built for it. It’s similar to Alex Hormozi’s take on hiring – that what is more important than the years of experience someone has, is evaluating and selecting for traits like intelligence, work ethic, adaptability, and coachability. This is what we want our hoops to do – help the candidates show us what they are really made of. Some hoop examples: Do you require your sales team to use scripts? Yes, yes, yes…I know…salespeople shouldn’t use scripts…scripts are bad…scripts make everyone sound robotic…scripts are the problem. Bullshit. You are wrong if you think that. Alright…soap-box-moment over…back to scripts. If you require your reps to use scripts…let’s say for an intro, elevator pitch portion, compliance/disclosures – then one valuable hoop to put in place is to make your candidates memorize a short script in the hiring process. There are many ways to do it [email me, I can give you some examples of how, when, and what for this hoop], but it is an amazing filter for candidates. This is how you filter out the people who are not open/curious (remember, my top two sales success mindset traits above) – because they will decline your requirement to memorize the script. Or they will take the script, say they will work on it, and then disappear into the wind, never to be heard from again. And…that is the perfect result. I promise, no matter what fantastic story they spun on their resume or tried to present to you in the interview…their resistance to this step is all you need to know. Truly. The ones who say, “ Sure, sounds good, I will memorize this and get back to you, ” are the ones you want. Not because they are actually good at memorizing things – because I know I am terrible at it – but because they are willing to do it. A tiger can’t change its stripes. Is it a short sales cycle or a long one? If it is more than a one-call close, then you want to put hoops into your process that will help differentiate the short-term commitment versus long-term commitment people. Some salespeople out there are just too impatient to handle making follow-up calls, delays by stakeholders, and rejection after long sales cycles. They need immediate gratification. (and here is a contrarian thought…they are probably also single…because how someone is with work, they are in their life. If they can’t handle long sales cycles and long-term relationship building in a sales role, they probably aren’t very good at it in their personal life. And that’s okay…there is nothing wrong with that mode. The question is – is that what fits your sales cycle/length/mode? If you need reps who can do more than build enough rapport to sell someone something in the next 20 minutes before never seeing them again, then filter those people out by adding layers to your hiring process that extend the length. Now, I am not saying that if your sales cycle takes an average of six months, that your hiring process should do the same, but it should be relatively long. Definitely don’t interview people and then have them start the following Monday. Is there a lot of follow-up in your sales process? Do you expect your team to actually manage their pipeline of valuable leads to ensure they close? Then you want to build in a hoop that requires candidates to follow up with you. We want to test them on how well they will treat their future sales pipeline. If they won’t even follow up with you on their progress in the process, then they aren’t the type of salesperson who will follow up on their own leads. Or, they just don’t care that much about this job. Either way, this is a perfect filter to remove those candidates from your pipeline. If you want my ultimate filter process/scripting for this hoop – email me with the subject “ candidate follow up, ” and I will send you what I have done to successfully apply this filter. While that might look like a lot of hoops and processes to build out, it doesn’t take much to both eliminate the candidates who are not a good fit and allow the ones who are to raise their hand so you can pick them. Remember, no matter how desperate you may feel you are – needing to fill your sales team today, it’s never worth bringing on bad hires, especially in a sales role. The cost of their onboarding, training, combined with the cost to your leads (aka – the wake of revenue and reputation destruction that is caused by terrible sales reps speaking with your hard-earned, expensive leads is almost immeasurable) is not worth it. Fight the urge and bad business advice to just get butts in seats. And I guess that you are here reading this because you have already tried that mode and it failed. And with annual sales turnover costing companies millions, every wrong hire creates a hidden tax on growth that most leaders underestimate. Mads Faurholt-Jorgensen spoke about it in his TEDx Talk titled “ How To Master Recruiting ” with a focus on hidden talents over resumes. He called it the “whispering talents” – and in sales, we want that person who just automatically does the sales activities with the right mindset that fits your organization, sales process, and target customer type. TL;DR Most companies hire salespeople the same broken way: post a generic job, drown in resumes, waste hours interviewing, and end up with one shaky hire. It’s slow, costly, and sets teams up for turnover. The fix? Stop hiring based on resumes alone. Instead: Hire traits, not just experience (openness, curiosity, persistence, authenticity). Treat recruiting like a sales funnel by writing magnetic job posts, adding “hoops” that filter out the wrong candidates, and testing real-world behaviors like follow-up. This approach flips hiring from chaos into a scalable system—so you attract the right reps, faster, and avoid the expensive revolving door. In Part 2 of this series, I’ll show you exactly how I scaled this process to hire 50 salespeople without the chaos—complete with templates, filters, and lessons learned. Don’t miss it. And if you think that there might be some ways to improve your hiring process, contact us and we can do a free Hiring System Assessment to determine where the biggest impact can be made to help you fill your sales team.
By Jason Cutter February 26, 2025
How Can You Predict The Future Of Sales Ops? One of the keys to sales success is to be able to predict the future – what that other person is thinking, what they might say, what they will experience, how they will feel about the product/service. But what can you do – from a sales ops leadership perspective – to predict the future in masse of all the potential customers that will flow into and out of the sales process/funnel? That is a really tough one, but it is doable. Meeting Prospective Customers Where They Are The key is to always meet the prospective customers where they are and with the experience they hope to find. It’s a common theme now in these articles because it’s important AND widely disregarded – your potential customers do not care about you, your sales team, your company, your industry. They don’t care about your stats, your testimonials, your logos. They don’t care about your mission statement or your values. They only care about themselves. They also firmly believe that there is currently unlimited choice for any product/service, which means that everything in their mind is a commodity. Easily replaceable and interchangeable. Nothing (other than iPhones…which you can only get from Apple) is special to consumers unless they feel like it should be special. Are You Still Making It All About You? There is a good chance you are still running a marketing, sales funnel that is all about you. I bet if I looked at your company’s website that from the top down it’s all about you (the company). How great you are. What you do for people. What you have done for others. I bet if I tried to speak with your sales team, I will be made to go through your process whether I like it or not. Maybe fill out a form and wait for a response. Or made to call into a toll free number, even though I don’t want to talk to someone yet. Or made to use a chat widget on a site to get started. I bet when I speak with your sales team, 70-80% of the conversation will be about them, your company, and how amazing you all believe you are. This is all fair. No one starts a company to be mediocre. The goal is to provide value and make money. The missing piece, again like I said above, is no one cares about your goals. They only care about themselves. Predicting What Customers Want From The Sales Experience Back to your mission as sales ops leader – predict what massive amounts of prospective customers are going to want from the Sales Experience. It’s why I wrote about it last week and even offered up a book for free to help in any way that I can. To succeed at your mission, you have to stay ahead of the curve of what the public, and specifically – your buying demographic, psychographic, and valuegraphics, want from that experience. Key Questions To Shape The Sales Experience Do they want to call, text, email or chat? Probably all of them…so can you offer each one? (Don’t make someone decide if they want to go through your hoops…remove all the hoops) Do they need to see pricing online – should it be available and transparent? (In most cases, yes) What sales process will be ideal for moving the most people through the sales conversation to a successful outcome? (More discovery, empathy, active listening. More front-loaded about them, not you. Use the Authentic Persuasion Pathway as your model) Who are the decision makers? Is that individual going to decide or do they need to check with others for approval? (Set them up for success, and don’t force them to make a decision in the moment – you will just lose the potential sale) What type of follow up do they want and need until they make the buying decision? What type of post-purchase follow up would go above and beyond a) their expectations and b) what others in your industry do? If there is an ‘onboarding’ stage after the sale – how can you make that actually customer centric and successful? (It is rarely both) Can You Stay Ahead of the Curve? Remember – evolution is natural. The buying public is always evolving their desired sales experience. Can you predict the future of what they want so that when they encounter your company it matches what they were hoping to find – both in the experience and the solution to their need?
By Jason Cutter February 25, 2025
How do you, as a sales leader, help your team become Oracles that can predict the future? [make sure to read the Selling Effectiveness article this week https://go.sellingeffectiveness.com/LI.2.25.AM ] There are five ways to facilitate their Oracle-ness. Be Present in the Moment First, you have to get your salespeople to be in the moment. The challenge that most salespeople (and…humans, for that matter) experience is they are always thinking ahead. Salespeople default to thinking about what they will say next. The next part of their script or process. The next question they want to ask so they can get through discovery. The next part of the agreement they need to discuss and review. Their mind is too busy thinking about what they are going to say and do next, that they aren’t present. As weird as it sounds, if you want to predict the future you must be present. I have said this for decades: the moment you no longer need to think about what you are going to say/do next and can actually be present with your prospect and truly listen to what they say (and don’t say) – you will become a sales professional. Master Active Listening Second is Active Listening and paying closer attention. It’s actively listening…it’s taking what I mentioned above and putting into place. First step is to be present, second is to actually listen. For what they say. For what they aren’t saying. For changes in their tone. For when they are talking to someone on the side – who are they talking to, and is it about your sales conversation? If you sell in person, reading their body language and facial expressions. You must help them develop an almost sixth sense of listening (and yes, I know hearing is one of our senses…but this goes beyond hearing…it’s truly, deeply listening). Ask Better Questions Third, is to help them ask better questions. So many people in sales ask the discovery questions they are required to ask in order to check the discovery ‘box’. Or, they have done sales long enough they know all the answers, they think they know what everyone wants and why, so no reason to even ask questions. [Note – this type of salesperson thinks two dangerous things: 1 - everyone is the same and wants the same thing, 2 – people like to be sold to.] When your team asks better, deeper discovery questions with a focus on uncovering the what and the WHY, they will get better answers. Remember this – when you ask the right questions and you listen close enough, each prospect will tell you EXACTLY how to help them buy. Build Up Experience Fourth, build up experience. If you want to predict the future it comes from enough experience to know the probability of what will happen. For example, when I am in a season of commuting from home to an office, I am the type of person that can predict exactly what will happen on the freeway. Which lane is always faster around certain exits, which lanes always slow down, how much leaving five minutes later can make the drive suck a lot more. How do I know what will happen on a freeway with hundreds and hundreds of random people? Because of experience (and the fact that most people are just going through the motions in life so they become predictable). The more experience your team has with sales scenarios, they more they can predict the future. I generally see that it takes about six months for most people in a new sales role to have seen enough scenarios where they can start to know what will come next before it happens. Trust Intuition The fifth and final trait to help them with is intuition. One definition of intuition is “a thing that one knows or considers likely from instinctive feeling rather than conscious reasoning.” It’s that feeling you get when you know something, even if you cannot explain it. It’s what Malcom Gladwell wrote about in Blink! It’s what we do very well as humans, even if we don’t listen to it. The more you can help your team tune into their intuition and listen and trust it – the better they will do in helping persuade that other human. This goes back to the first suggestion – about being present. When your team trusts they know what to do and say next and they are mentally living in the moment with that prospective client, they can let their intuition guide them. Conclusion When I do trainings, public speaking, facilitating meetings, interviews, and sales – this is my main key to success. I trust and know that I have the experience to handle whatever comes my way in the present moment, while also knowing the destination I am heading towards. I can be present, let that experience and my intuition guide me instead of getting stuck in my head and worrying about what I will say next. Get your team to do some or all of these five steps – and they will become an amazing Oracle.
By Jason Cutter February 25, 2025
The Oracle’s Role in The Matrix If you have seen the Matrix movies, starring Keanu Reeves (as Neo), then you are familiar with an Oracle. In the movies, the Oracle knows what will happen. She has seen it, and it is predestined. In the Oracles mind there is no such thing as free will. In the first Matrix movie, Neo goes to visit her and knocks a vase off the shelf, and it hits the ground and breaks. Right before he hits it, she says “Don’t worry about the vase.” Neo says, “How did you know?” Then the Oracle responds with “What’s really going to bake your noodle later on, is would you still have broken it if I hadn’t said anything.” Becoming an Oracle in Sales Your mission as a sales professional is to be an Oracle for your prospects and clients. To know the future. Then be able to see around corners, as they say. Which means you know what is going to happen before it happens, because you have enough experience that you have become a psychic. You want to be able to predict, with amazing accuracy: What will happen next What will happen after that What issues will pop up What your prospect/client is thinking before they think it What concerns they might have before they have them Eliminating the Fear of the Unknown During your presentation/demo you want to set the expectation of what is going to occur next. Remember, humans fear the unknown. They want to avoid risk as much as possible. Your sales presentation is risky and dangerous and very unknown. They don’t know if you have good intentions or not. Are you going to persuade them? Are you going to try to manipulate them? Are you going to overcharge them? Will you actually care about what they need and want? Dealing with salespeople is so scary. Yet they still need and/or want something, so it’s the dangerous game they must mentally play. Guiding the Buyer Step by Step When you explain what you are going to do in part 1 of your process, and then what that part is done you let them know the plan for part 2, and so on – they will be at ease in the moment. They will feel like they have control over this portion, that there is an exit they can take if they don’t want to proceed. That level of control will help them accept the risk of part 1, and part 2, and part 3. Tell them what you will do. Do it. Tell them what you did. This will validate that you can be trusted. Predicting Thoughts and Feelings The next level is being able to predict what they will think and feel before they do. You can use this information in your presentation (without telling them what you are doing). You can also verbalize it, which could sound like “I am guessing from experience that you are probably wondering about _____, so let’s cover that right now.” Or “most people I speak with ask about _____.” They will think – wow this person knows what I am thinking, he/she is in my mind! And that’s a good thing. A really good thing. Conclusion The more they feel like you know what you are doing, know what they are thinking, know what they are afraid of – the more they trust you as a Guide. Because Guides only know what they know because they have helped other Heros successfully accomplish their journeys. Your mission as a sales professional: Become an Oracle.
By Jason Cutter February 19, 2025
What does it take to build the ideal Sales Experience? Why does it even matter? Maybe you think you already have one. You are a professional sales ops leader. You have put everything you can in place to help your salespeople sell more. You have optimized the processes so that your sales team can focus on one thing – selling. But I promise – even if you think all of that is true, it’s not. The Reality: No Perfect Sales Experience Exists I have never seen any company or team with the ‘ideal’ Sales Experience and operation. And to be honest – I have never built one successfully. Why would I admit that? Because the ideal Sales Experience is aspirational and business, teams, processes, and customer needs/desires are constantly changing. So as soon as you put new processes in place, something else needs to change and evolve. The Scalable Sales Success Iceberg In my Scalable Sales Success Iceberg – there are 24 categories that, when built out, create a scalable sales machine – where you can add in an input and get way more output. I would love to see companies have all 24 categories set up and running optimally. But that’s not even possible – because, as I mentioned, things are always changing. Focusing on the Biggest Levers Here is the key – to build the ideal Sales Experience takes focus on the biggest levers. The ones that, when pulled, create the biggest and best results. There are many processes and systems that you can put in place – but those are going to get you a few percentage points of improvement. Instead of putting it all in here, I want to make you a special offer. Email me at jason@sellingeffectiveness.com with your mailing address, and I will mail you the book that I co-wrote with Nick Glimsdahl called Reasons Not To Focus On The Sales Experience. It will be your starter guide, facilitating the creation of your ideal Sales Experience.
By Jason Cutter February 18, 2025
The Numbers Game Mentality is a Losing Strategy Sales is no longer a “numbers game.” You cannot succeed, long term, by focusing on volume of activity. Making a million dials, sending a million emails, knocking on a million doors (the first two are way easier than that last one) is a scorched earth strategy that will sink your business. You can’t out-dial a bad sales process. It will lead to even more bad online reviews. You can’t out-email a terrible sales funnel process that requires people to jump through poorly planned hoops. You can’t out-knock your way past slimy tactics and bad products/services. The Danger of the "Every No Gets Me Closer to a Yes" Mindset The whole “every no gets me one step closer to a yes” mentally is dangerous. That mindset and strategy assumes that it’s a numbers game. That the only thing that matters is finding the right person who will buy from you. Potentially, no matter what you even say – they are just ready to buy. Not only will this destroy any online reputation you have it will also wreak havoc on your team. It is the fastest and best way to burn out your team. It will lead to a revolving door or hiring, training, and quitting as people realize how unfun the game is you have built and how hard it is to be successful. It will also feel like a mismatch – very few people (and hopefully even less over time) are long-term excited about the business model of calling 500 people a day in hopes of making a few sales. If It’s Not a Numbers Game, Then What Is It? It’s quality over quantity. [Now…note – it does take a certain quantity of activity to fill a sales pipeline. So I am not saying that your sales team can just sit and wait for people to fall into their pipeline with money in hand.] It’s about the Sales Experience. It’s about your team ensuring that they are providing the right and best experience for that potential customer – in a way that sets them up to get into the buying mood and mode. All that matters is the Sales Experience. How can you support your team in terms of the quantity of activity to fill a pipeline, and then the quality of interaction that leads to sales? What Does an Ideal Sales Experience Look Like? What does that look like – the ideal Sales Experience? It’s when your team understands that the potential customer they are speaking with only cares about themselves. They don’t care about the salesperson, your company or the product. They are only focused on themselves. It’s when the Discovery/Empathy portion of the conversation is the most important part. Does your team realize that everything after Discovery – when done right – is just a presentation of the solution? It’s the fact that when you combine the parts of the Authentic Persuasion Pathway (Rapport + Empathy + Trust + Hope + Urgency) that the assumptive close is all you need. If your team is having to ask for the sale they are doing sales wrong. And don’t confuse earning the right to close with asking for the sale. The Sales Leader’s Role in Creating a World-Class Sales Experience Your job as a sales leader is to ensure your team understands that the only thing – above all else – is the sales experience they provide to each potential customer. That customer knows that they have the power and the feeling of unlimited choice. Which means they will decide who to give their money to based on the experience they have with buying from a company. How can you shift your team away from the numbers game mentality to actually providing a world class sales experience to each and every person they speak with?
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