E234: Sell With A Story, with Paul Smith (Part 3)

January 16, 2024



Are you telling stories in the wrong way?


Are you telling stories in the wrong way?


Yes – there is a correct way to tell a story.


I wrap up the conversation I had with Paul Smith in this episode. Make sure to check out the first two segments, and use the links below to connect with Paul.


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  • Show Transcript

    Jason: Welcome back to another fantastic episode of the sales experience podcast. So excited that you're here. This is the final part of the three part segment of the conversation I had with the amazing storytelling, Paul Smith. If you didn't make sure to listen to parts one and two, the past two days, subscribe and if possible rate and review this podcast so other people can find it and share it because the biggest thing that I'm focused on right now is helping change the way that sales is viewed and how people operate in their sales role and things like this episodes like this and conversations with people like the amazing Paul Smith should be helping people get better at sales and creating a better sales experience and thus getting better results for themselves.


    So here is this episode. And at the end, Paul shares his links, but you can also go to cutter consulting group. com and find the transcript, his links as well, and lots of other resources for you, your sales career, and your business.


    Paul: 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: I love it. And I have definitely seen the other end that you mentioned, which is more stories, a lot of stories with salespeople that either are unconscious of it. And I don't want to say inconsiderate, but more self centered on their story sides like that sometimes I see where that happens and they just all they care about is telling their story or the stories and they just want to talk about themselves or the other end of that spectrum where they're using lots of stories is maybe insecure and worried that the person isn't going to like them or buy from them.


    So they go really heavy on the stories to just convince somebody like, Hey, you can trust me. You can buy from me. You should really like me. And I have tons of stories of just in general, from cooking to successful customers and they spend too much time. And it's I appreciate the fact that you have that kind of down to a number where.


    Here's a good, successful amount of some stories, then also work.


    Paul: And again, I think the stories are part of the work. But yeah, if it gets to be 50, 60, 70 percent of what you're doing is storytelling. I'm sure somebody can pull that off. I don't know that I could. But zero is also a problem, right? If you're not telling any stories, you're probably missing out on a big opportunity.


    Jason: And that's where I coach people relative to using the strategy in different ways, especially about being excited, which triggers it. Where you want to act like this, but what you're saying is don't do no stories because nobody enjoys something like the DMV where they're getting that kind of experience.


    You don't want to be like that, right? Where it's okay, that was terrible and painful. You want some kind of relatability. Yeah. Yeah. I agree. So what are other ways in all of your research that you've seen where salespeople have either failed to use stories or failed with stories, or do you have stories about failures with stories?


    I'm just thinking about what other cautionary tales can we give to salespeople where they can look out for and get some change from it?


    Paul: Yeah. So a couple of things come to mind. One is never announce that you're going to tell a story, right? So saying. Jason, that's an interesting question. Let me tell you a story.


    No, don't do that. I thought that's what you do.


    Jason: I just think of grandpa on the porch. Let me tell you a story.


    Paul: Yeah and there are some people that works with, but in doing my research and asking the question of those buyers, what makes the hairs on the back of your neck stand up? Many people, in fact, I think it's most people, have a negative visceral reaction to hearing the words, let me tell you a story.


    And I have a number of hypotheses for why that is. When you say that, what people expect is a long, boring, 15 minute story about the barbecue you had this weekend, which is completely irrelevant to the conversation we're having. So basically saying, let me tell you a story, and if it's grandpa and you're out on the porch on a Saturday night, that might be great.


    But if it's a salesperson in your office at 9 o'clock on a Monday morning, what you hear is, let me waste your time for a few minutes. Yeah. So don't announce that you're going to tell a story, just start telling the story. They'll figure out that you're, they're listening to a story, but when you announce it, and some people, by the way, where I grew up, the word story is a synonym for the word lying.


    Paul Smith, if you don't quit telling stories, I'm going to switch your behind. That's what my mom used to tell me. So a number of people just the word story sets up some barriers that are not going to help you. So you should tell stories, but you shouldn't tell people you're going to tell them a story, right?


    Unless they're five year olds and it's, all right, boys and girls gather around, it's story time, works great for the kindergarten teacher, but you're a grown up and you work with grown ups. So don't tell them you're going to tell them a story. Okay. The other thing is don't apologize or ask permission.


    And you hear that all the time, right? Somebody will say, you'll be in the middle of a meeting and they'll say, Oh can I just tell a quick story? I promise it'll just take a minute, right? What does that communicate to you about how important they think the story is?


    Jason: They think it's important, but maybe not relevant and they're unsure and it doesn't sound very confident instead of just coming out with it.


    Paul: If they really thought it was important, they wouldn't be apologizing for it and asking permission to tell it. Leaders don't ask permission to lead. Do they? No, they just lead. Salespeople don't ask permission. Deliver a sales pitch. As long as you've already gotten permission to be in the room and give your sales pitch, don't ask permission again.


    That's what you're there for. Apologizing and asking for permission. What that communicates is I don't think this is as important as what was going to be said anyway. But I want you to let me tell it anyway. If you don't believe it's as important as what was gonna be said, then don't tell it.


    Get back to the bullet points on slide number 72. But if you do think it's important, just tell it. Just start telling the story at the point in the conversation where the story goes and it'll be fine. So those are some don'ts. Don't do those two things. I guess one more don't, would be don't give away the ending of the story.


    Storytelling is not like that corporate memo writing that we were talking about. In a corporate memo, you give away the ending right up front. I recommend that we do the following things. And here is the list of reasons why I think we should do it. That's what the rest of the memo is. It's my list of reasons why you should do what I said up front, right?


    When you go into a sales pitch, you've got a recommendation up front. I think you should buy our product ABC, right? The sales pitch is going to be the list of reasons why to buy it, and that's fine. But when you get to the point in the sales pitch that you're going to tell a story about one of your other customers who used it and loves it, don't say at the beginning of the story, now this customer line loves it and they love it after this happened and, okay, so now, so let me tell you the story about that.


    You just told me the story. You told me the story in two sentences and now you're going to tell me the story again in 15 sentences? Don't give away the end of the story. That's not how storytelling works. You'd hate to see a movie where you knew the ending and then had to watch the whole movie.


    Tell the story in the proper order. But we do that a lot because we're taught to write memos, so we tell the ending up front. Don't give away the ending up front. Don't give away the lesson of the story. Don't give away the recommended action in the story. Don't give away how everything turned out for the characters at the beginning of the story.


    Let them find out in the natural order of things when they happen in the story.


    Jason: And I think one of the reasons, too, that last example happens where people lead with kind of the punchline and then try to tell the story anyway and fill in the gaps is that it might be from a place of seeing that the point of the story is the punchline, not the journey.


    The point of the movie. Is the big reveal at the end or the big twist because so and so did this or something happened. And so they're not tying the emotional journey and the adventure and the path. They're seeing, okay, the goal is just to get to New York. Who cares what happens on the way? We got to New York.


    Oh, now let me tell you what happened. No, like the journey is the point of it all. And they're missing that.


    Paul: Yeah. Yes. And so what you can do up front, you can give them an idea of where you're going with the story, but just don't give them that the end destination. If somebody asks you a question, you can answer it by saying something like, wow, that's a tough problem.


    Let me tell you what I did five years ago when I had your job and I ran into that problem and then tell the story, right? So I've given them enough information to know that if you listen to me for the next two minutes. I'm going to tell you what I did when I ran into your problem. Now, I'm not going to tell you upfront what I did and how it turned out.


    That's what the story is. That's the story. The story is what I did and how it turned out. But if I tell you what I did and how it turned out in the first two sentences. I don't need to hear your story now because you've already answered it without telling me a story and that's fine to do that occasionally But then don't bore them with the story afterwards.


    You've just decided to not use storytelling You've decided that this is gonna be my 85 to 90 percent of the time Where I'm not telling stories, fine, do that, but then don't bore them with a story after that.


    Jason: 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. So let me ask you this before we wrap up. Do you still enjoy telling stories? Do you find yourself telling lots of stories as you've gone through this path?


    Paul: I do. In fact, I'm feeling uncomfortable right now because we've done a whole podcast on storytelling and you haven't asked me to tell a story yet.


    Jason: So what I was going to say, I just wanted to see if you just go the whole, I thought you'd throw in some stories about the time when you did a podcast where you were a guest and such happened. So what's a story that you really like to tell or you think would help. And time like this.


    Paul: Yeah. So I will share one, but I'll directly answer your question.


    No, I have not gotten tired of telling stories. Love it. And some of it's because I keep getting new ones, but even the stories that I love to tell, I still love to tell them. And here's one of them. Okay. So number 11 on that list of 25 stories that people need, okay. It's called how we're different from our competitors.


    So it's a story to illustrate how you're different from your competitors, obviously. And you'd tell that. At some point, probably in the middle of your sales process. So my favorite example here comes from a guy named Sherrad Madison. So he's the CEO of United Building Maintenance. So it's a commercial cleaning company, right?


    So they're the folks who come in and clean your offices at night. And when he's got a call, a sales call on a new prospect, he's got his sales VP with him and they've got a whole sales pitch that they go through. But at some point during the call, he tells a story about what he typically does when he gets a new client.


    He says, There's usually a 30 day transition period from when I signed the contract to when I actually take over. And during that 30 days, I always do the same thing. I go sneak into the building in the middle of the night because I want to see how they're cleaning it now, right? Now it's probably not as nefarious as I just made it sound because he gets permission to go do this from the client, but all the people cleaning the building, they're typically contract employees.


    And so I'm going to inherit them. They're going to become my employees at the end of the month. And I want to know if they're properly trained and have the right equipment. So I go sneaking in at two o'clock in the morning, and he said, so like last month I took over the Verizon building in New Jersey.


    So Two o'clock in the morning. I'm sneaking in and I find this guy vacuuming the carpets and he said he's using the same kind of residential quality vacuum cleaner that I use at home. Now, what you got to understand is that those corridors are 12 feet wide and a half a mile around in that building.


    It's going to take that guy a month just to vacuum the carpets once, right? Plus that machine's not going to do a good job and it's going to break down every couple of weeks because it's just not made for that kind of volume of use, right? So when we took over, we put them into a triple wide industrial strength vacuuming machine that'll do a much better job in a fraction of the time.


    Plus, that thing will last forever. So well, then I went to another floor. And I saw this guy

    shampooing the carpets and it's the same story, he's using the same kind of residential quality squeeze bottle walk behind shampoo or that I use at home and it's the same problem. It won't last very long.


    It doesn't do a good job. So when we took over, we put him into one of those commercial grade riding shampoos, where the guy rides around on it does a much better job in a fraction of the time. And again, that machine is going to last forever. But also notice that gets the guy off his feet right now, he's riding on a machine sitting down, which means I have fewer workman's compensation issues, which means my client has fewer workman's comp issues.


    And the last thing he says, but the last thing I wanted to check was how they're dusting the offices. So I go find the offices and I look on top of all the file cabinets and I see the same thing on top of every one of them. It's like a half a moon swiped out on top. And he says, I don't know exactly what that means.


    And you probably do too, right? He said, those cabinets are five and a half feet tall. And they're three feet deep, right? I went and found the people doing the dusting to confirm my suspicion. Most of them were not tall enough to reach all the way to the back of those really tall cabinets, right?


    So that's what leaves that half moon swiped out on top. He said, so the truth is they'd be better off not cleaning it at all because it's the contrast between the dusty part and the clean part that makes it obvious that it's dirty, right? So when we took over, we just gave them all these little 18 inch long plastic extension wands to reach all the way to the back with their dust cloths.


    Problem solved. He'll tell that little story and instead of saying something like this, Jason, instead of saying the three reasons why I'm better than my competitors are because I use triple wide industrial grade vacuuming machines, commercial grade riding shampoos, and I give all my dusters 18 inch extension ones, and that's why we're different.


    Are those his three key differentiating characteristics as a supplier? Yes. Would those fit nicely on a brochure? Yes. Hopefully you can see that sharing the story is more compelling and memorable than the list of three reasons. Because now that you've heard the story, like you can see in your mind's eye.


    That guy riding around on that shampooer like the Zamboni driver at the ice skating rink, right? You can see somebody easily reaching the back of the cabinets with their dust wand, right? You can see that. You can feel it. You'll remember it better. So that's a how we're different from our competitor's story as opposed to a how we're different than our competitor's list.


    So that would be one of the 25 types of stories that you would want to tell a story like that about your company and how your company is different from your competitors.


    Jason: Makes sense. I love it. Yep. And I totally agree. When you're telling that story, I can visualize all of it. I can see the challenges, the features and the benefits come out of all of that.


    without pointing out the features and the benefits being obvious running through the bullet points and doing the classic. Here's why we're better than so and it's, just let me tell you a story and then you make your own conclusion. I don't have to shove it down your throat.


    Paul: Yeah, exactly. Now, and you'll have those three bullet points somewhere in your pitch anyway, but the story brings it to life in a way that your bullet points won't.


    Jason: And finishing on that note, we're a tribal. Species, right? A society that loves to be in tribes and relationships and storytelling and being a part of something and visualizing it. And that's a huge difference. So I think that was a great story. I love that example for salespeople out there to use.


    Paul: Cool. Thank you for giving me an opportunity to tell it. So I didn't get too twitchy over here.


    Jason: Perfect. Paul, where can people find you, your work? Where's the best place to find the things that you're working on?


    Paul: Yeah, thanks. My website's probably the easiest place to get all that stuff, which is leadwithastory. Com. So all the books are there and the training classes I do and all that info and my contact information is there too.


    Jason: Perfect. Paul, thanks for being on the show and being a storyteller and helping people. improve that part of their communication for that effectiveness. So thank you. You bet.


    Paul: Thanks for having me on.


    Jason: Yeah. And for everyone listening, I'm going to put all of Paul's information, his show notes, the stuff that he mentioned in there, those lists, I'm going to put those on the website, cutterconsultinggroup. com slash podcast. You can find it there. And 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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