E137: Crillin’ It with Mark Kosoglow – Part 4 of 4

January 5, 2024


How can today's salespeople effectively navigate information overload, build trust, and make meaningful connections in a rapidly evolving sales landscape?


This is the last installment of the conversation I had with Mark. 

In Part 4, Mark and I talk about:


  • Providing your customer with killer information
  • Who your customers actually trust
  • Watching out for confusion and change management overload
  • Winning requires being curious plus not stopping until you are done
  • How to hire great sales reps
  • Grit


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Connect with Jason on LinkedIn

Connect with Mark on LinkedIn



Mark’s Info:


As a teenager, watching 14 videos in the back storeroom on a 7″ black and white TV to learn how to sell shoes at the mall was a great foundation. Running a small business with 200+ employees taught me how to be organized. Creating a highly profitable sales territory from one dead for a decade was hard work. Managing 12 salespeople across 9 states cemented my sales philosophy.

Building a sales team with, by far, the best, smartest, hardest working people I’ve ever worked with…well, that’s an honor and privilege I get to enjoy every day. 

LinkedIn: 
https://www.linkedin.com/in/mkosoglow/

Twi
tter: https://twitter.com/GIDselling

Website: 
http://www.getitdoneselling.com/

Also check out: 
https://www.outreach.io/

Learn more about MarkShow less

  • Show Transcript

    Jason: Welcome back to another episode of the sales experience podcast. My name is Jason Cutter and welcome to the final part of my conversation with Mark Kosoglow. We are talking sales engagement experience hiring in this episode, recruiting what it looks like to find a good salesperson. If you’re a salesperson, you’re looking for a job and you want to know how to land a good sales role at a great company, Mark is going to give you some gems on what that looks like, what the right fit is, and again, this is not about you selling yourself on why you could be a good fit or understanding the rules of the game so you can play the game and game the system in order to get your foot in the door. But this is more of if it’s a good fit. If you have these attributes, what Mark and I are going to talk about in this final section, you know that one is key and also if you have the real talents and abilities and the desire to be successful versus unsuccessful in a sales role.


    Jason: Because one of the things is, and we don’t touch on it in this episode, is the fact that a lot of salespeople can get their foot in the door, can sell themselves. They get started and then what happens when the rubber’s not really hitting the road and the results aren’t there? That’s where a lot of salespeople end up getting, let go, getting fired, getting moved, getting discipline, things like that. So that’s not the goal of this. The goal isn’t to help you game the system to be able to get your front door. It’s for you to identify, are you that kind of person who wants to work in sales, work hard, have the right attributes, be curious, and then create a connection and communication with somebody. So enjoy this part four and I will see you at the end.


    Mark: I just read this awesome Gardner report for CSOC for last quarter. It talked about 89% of buyers say they get great information in a sales call. So if you think that you’re going to give, you’re going to differentiate yourself by giving better or more accurate information. You’re wrong because almost 90% of people say they get great information. So that’s table stakes. That’s not a differentiator anymore. It used to be a differentiator. Then 66% of those, and Jason, this is like the one that kind of blew my mind. 66% of the people say they trust both vendors. So guess what? You’re not going to build a better relationship and that the information that those vendors give contradicts. And so you’re leaving this buyer in this state where, uh, you know what? I trust my brother, I trust my sister, but I feel like they’re both lying.


    Jason: Somebody’s lying, somebody’s lying about something cause the stories don’t match.


    Mark: That’s exactly right. So what does a buyer to do in that situation? Right. And that’s where it was getting more and more complex is because the amount of information that continues to pile up, the more information that you have, it makes sense that the more of it would contradict. And so I think that that’s where this Gardner report says that that a new type of seller is evolving, which is a sense maker, someone that can make sense of all the information for the buyer so that they don’t have to do all the work of trying to make it make sense on their own.


    Jason: Yeah. Then that makes sense. I could totally see that. Cause you know, I think that is one of those, you know, to your point is that the world is getting complex. There’s so much stuff hitting us, personal and business life all the time. It’s just everywhere, input and data. And so what do you do with all of that? And somebody in an organization is just trying to make the right decision to help them and their job or their company or help you know them and their boss and that relationship, whatever their metrics are. And the last thing they want to do is make a mistake. And in my experience, if there’s too much information, it’s confusing. There’s competing stories, right? There’s his and hers and it’s different, you know, natural response just going to be to shut down and do nothing unless you know, the person higher up is requiring them make a decision, but then they’re going to take the safest road possible and they’re not going to risk anything if it’s unclear.


    Mark: Well, confusion plus change management plus, no. Uh, my CEO told me this one time and I thought it was awesome as he said, businesses are organizations where everything has been built to resist buying stuff. And so someone actually has to take their political capital and put it on the line in the, with their peers or their people that they report to or the people that report to them and say, listen, I’m going to, you know, upset this inertia of not buying, buy something and look at my political capital says if they should pay off and if it doesn’t, you look bad. Right? And so I think that like when you add all of those three up, like it’s very difficult to get somebody to buy something these days. And so, uh, no, I think that’s why if you can take off a couple of them, you know, you can tick off the, you can make sense of it so that they’re not confused. You can help them feel safer about putting their political capital in the organizational align, if you can do those sorts of things that I think you win. But I don’t know if people thought about that 20 years ago.


    Jason: Yeah, no, there just seems to be so much more concern about doing anything with it. And maybe it’s always just been that way, but you know, now we’re just seeing it at a different level with the, you know, different transparency or on the, you know, the business side and so much, you know, phone, email, online, you know, just at a different scale.


    Mark: Yeah. Because I don’t know if there’s just more people selling stuff there, you know, I dunno, there’s more, there’s obviously a lot more noise in the world, but I think as a seller, like that’s where we live right now. That you know, that people in the generation before us had some kind of thing that was similar to what we’re dealing with. Sellers figured out that the average and mediocre sellers don’t.


    Jason: And I want to say like my, my instant gut reaction is yes, there’s more sellers selling more things. I think there’s more sellers selling technology and they’re doing it in a, in a phone, in a, uh, you know, voice outreach, email, you know, all these campaigns hitting people up online. But I’m going to guess, like you said, the previous generation would have said, yeah, but we were having to compete against blah, blah, blah. Or there was a lot of people, you know, sending us direct mail or wanting me to, you know, do a yellow page ads or, you know, whatever that looked like. So I’m going to guess, I mean, there’s always something, right? We can always say, well back when I was a kid we had this but you know, or we didn’t have and uh, you know, there’s something for every generation, which is funny. So then the last question is, is when hiring sales people, what attributes do you look for like in your experience, like in that interview process, like what attributes do you look for know you think make for a successful sales person?


    Mark: Yes, we have some pretty specific things here at outreach, but I’ll give you like my generic one. So I have this equation, right, which is effort, which is how hard you’re willing to work. Like if it’s 5:00 PM and you’re at 96 phone calls, will you stay to make the last four to get your hundred like, or are you going to leave because it’s five o’clock like effort plus curiosity and curiosity comes in two flavors. One is internal curiosity. Why do we sell like this? Why is my product the best? Why should I sell professional services? Why do we charge more than our competitors? How are we different like that, that internal curiosity. Then there’s external curiosity, which is Jason like, let me understand your challenges. I really want to understand your pain. I want to understand the market that I’m selling into right now. So yeah, effort plus curiosity and those, it’s two flavors of it.


    Mark: And then the last is making a connection, which is I think that people are losing the ability to make connections. If I said, if it’s raining outside and you’re in the office and I say, Jason, I’ll sell you this umbrella. I think you, a lot of people would just be like, I don’t need an umbrella. But then when they would walk outside, they’d be like, I wish I had, I wish I had an umbrella. And they won’t even remember the fact that you’ve tried to sell them one. You have to say, Jason, it’s raining outside. You have on your Cole Haan $300 nice shoes. You’re going to get them wet and ruin them. If you don’t have this umbrella, I think that you should purchase this umbrella. So you have made us very explicit connection between the value and the pain. And so that’s where that internal and external curiosity become important is what you learn internally. You connect to the external stuff that you’ve learned. And I think that ability to make connection is being lost on people. So you have to do it very explicitly. So those are the three things I look for is if somebody will work hard, are they curious? And then can they make a connection with the information that they learn?


    Jason: Yeah. And I think a lot of that stuff will come up in the interview process, in the hiring process. And then obviously, you know, the key is is when somebody does start in a position for any sales people who are listening to this, whatever you said in the interview, whatever got you to the job, now it’s time to actually do it and follow through. Not talking about how you’ll stay till five 15 or five 30 or six o’clock to make those four extra phone calls, but then actually doing it and you know, putting in the effort, being curious and then making those connections.


    Mark: Hard work is like one of the hardest things to assess an interview. And I can’t tell you how many people have worked really hard to get an interview and then didn’t work hard after they had that job.


    Jason: I’ve seen that so many times. You’re like, this person should be amazing. They put in so much effort, they jumped through all our hoops, they did what they were supposed to do, and then literally throw them in there and uh, it all seems to go out the window. Like they sold you on the job. That’s downside or the game you’ve got to play when hiring salespeople is they’re going to sell you. And then, you know what happens after that.


    Mark: Yeah. Well, we’ve done, we’ve kind of been tried to get creative on measuring that for card factor. And so we do, uh, we do two things. The first thing that we do is, have you ever read the book grit by Angela Duckworth?


    Jason: No.


    Mark: Super cool book. Now she’s an academic, you know, I don’t know. Wonder how much grit not academic hat needs to have. I’m sure it’s a lot.


    Jason: It’s a lot for reading and research and whatnot. Yeah,


    Mark: Yeah. Right. I got to pound through these three books in the library before I get my coffee. And I’m sure they had their own level, but she has a one of these quizzes now, you know, I’m sure has your wife ever come up to you and be like, Hey listen, I want to find out what Star Wars character you are or what house,


    Jason: Oh yeah. All of those online quizzes and things that happened. Yeah. Yeah.


    Mark: She has like one of those where you can go through and you can answer and it tells you this is how much grit you have. So what what we do is I then say I don’t care what the score is cause it’s like a Facebook quiz. It doesn’t mean thing. I say, but I want you to tell me why your score is wrong. And so what you get to see is most people are lower than they thought. You get to see a little bit of fight. Like if somebody tells me I’m not, I don’t have as much grit as I think I do. Like I have an emotional response because it’s so important. Yeah.


    Jason: Go screw yourself. Watch this. Here’s some grit for you. Yeah.


    Mark: What we do is there’s a question and it says, mr hard worker and everybody instantly says, that’s pretty much like me, and so, but I I, I contend that all right. If you’re a hard worker then your wife, your husband, your mom, your dad, your friends, they have some story to tell about you that says what a hard worker you are. And like I want to hear this story and you can tell when somebody’s, when work is important to somebody. They have their defining story of how people talk about them and talk about how they work like right on the tip of their tongue. Even though it’s a weird kind of question to ask and you can feel out. I had this one guy that said, my parents grew up in Europe. They bought a three quarter acre lot and shipped downtown Chicago and our house was on one corner of it.


    Mark: They made our house into a farm. Like they had an Eastern European, they had animals and gardens and he was his dad every day on the weekend. Made him get up at 5:00 AM to go work the garden. And so one day you woke up and he’s like, that guy, you know, you know, he paid him a little bit and he’s like, you know, I have enough money. I don’t need to do the garden. I want to go out with my friends today. He goes, and that’s why you’ll be doing it for free today, son. And he learned in that moment that like work isn’t about money. Work is about like doing the stuff that needs to be done and like you’re gonna either have to do it for free or you’re going to get paid to do it. You might as well get paid to do it and do your best. And like that was like a, an awesome story that was just right on the tip of somebody telling us, said, you know what? This person who has a life of work, a culture of work. And so that’s kinda how we done it a little bit. But, uh, it’s been fun trying to figure out how to assess hard work


    Jason: And how to assess the truth from salespeople in interviews. And then, uh, you know, what’s going to translate, I’m sure. Perfect. Well, I appreciate you being on the show. This was a lot of fun, especially with all of your experience and you know, literally the same kind of stuff. Where is the best place for people to find you, your own stuff, your business stuff, your podcasts, all of that. And now I’m going to include all of this in the show notes for anyone listening, but literally where’s the best place?


    Mark: Uh, LinkedIn is the best place to find me. And then, uh, the podcast is called the sales engagement podcast. We have about 130, 135 episodes. Mine are kind of like your station 15, 20 minutes long. Super quick kidding. You know, I try to catch people off guard and do it very organically, but uh, yeah, so that’s the best way to get ahold of me is LinkedIn.


    Jason: Perfect. Well, I appreciate you being on the show and, uh, and having some fun here as we, uh, ramble on about sales.


    Mark: Cool, man. Great talking.


    Jason: Thanks and, I appreciate everyone tuning into sales experience podcast. Make sure to go to cutterconsultinggroup.com you/podcast. Find this episode. All of Mark’s show notes. 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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