CUTTER CONSULTING GROUP

[Replay] Lead Generation World, with Michael Ferree

January 18, 2024


What advice would you offer to those looking to excel in their sales careers?


The robotic scripts don’t work. People want real human interactions when making decisions on what to buy. 


If people find that you are not genuinely trying to help them and only trying to close a deal, it’s not surprising if they rejected your offer. Active listening and asking questions to understand them is part of the duty of a salesperson. 


Featured on the Lead World Generation Podcast hosted by Michael Ferree, I talk about how to identify if prospects want to buy by understanding personality and behaviors in a conversation, what drives a salesperson to be motivated, the challenge that salespeople face with rejections. 


Learn more about the ways to handle rejections and why you should or should not take it personally.



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Listen on Spotify 
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  • Show Transcript

    Michael Ferree: I'm envisioning an inbound sales team of 50 people may be very similar to a call center. I imagine the persuasion part can be somewhat scientific with scripting.


    The authentication part. It's more of an art. How would you keep a team of that, size continuing trying to be authentic? Because that's a very colorful sort of thing that, people have to, adjust to. I would think that, they become robots, and they'd be, they start to, sound like they're not authentic in what they're saying.


    Jason Cutter: And that generally happens to anybody who gets into a sales role or any role where they've been doing it for a long time. They end up. They're saying the same things in the same way all the time. They get desensitized to the prospect and their life and their concerns, and what's going on with them because they've just heard it all air quotes.


    They've heard it all before and they've seen it all before and they just, either they don't care or they just know it doesn't matter because I'm just going to do my thing anyway. Really the authentic piece is partially. Just the journey of understanding who you are, what your strengths, your talents, your abilities, your experiences, where you've been, how that fits into your conversations with sales and how that, is actually a tool to use.


    Like I said, and I've been saying this a lot to people recently, but like I'm a hot mess on paper and with my background. But that background makes it so that I can even have a conversation with someone like yourself or, random sales calls or train somebody because like I've been there and I've had enough experiences and that's what actually is more authentic for me.


    And people appreciate that when you look at, when you're talking to someone who's in sales, you want to just know they're a human. They're another person. They're trying to help you. Everyone's going through something. It's life. And then, the authentic piece for salespeople is, what are you afraid of?


    What's keeping you from being successful? Why that we all have a primal part of our brain that's still, stuck in a cave or on the Savannah thousands and thousands of years ago, fighting for survival, and it's just afraid it wants to keep you safe. And then that's where I have a lot of people also get in touch with why they want to be successful.


    So what would they put on a vision board or build a vision board at their desk so they can see what is it that they're striving for? Why do they want to be successful versus, just making calls and trying to close deals? Why do you actually want to do it? Cause once you connect to that, then the rest of it's easier.


    Michael Ferree: Yeah. I that's you went right into my next question because motivation is obviously key too. It's, how do I stay motivated? And then I think that's a reflection of authenticity as well. A hundred percent. And so I was going to ask you, so what are those tips to stay motivated?


    And you bring up the why, and I remember early on in my career, we had a really great leader, sales leader that would lead a hundred plus LOs. And one of his big things was what's your why, right? And we hear that all the time, with people, but really having whatever that is to be the driving force of what you're doing.


    So you use that same core belief.


    Jason Cutter: A hundred percent, because the classic way it's done in sales organizations and teams is the carrot. And or the stick, right? It's, if you close deals today we need to hit our numbers. So I'll give you 100 or 500 or 1000, whatever it is for that industry, right?


    I'll give you 5, right? Sometimes that's the big bonus for the day. I'll give you 5 if you hit this or I'll buy you lunch. Great. Okay. Tomorrow comes. Okay I'll give you 5 if you hit your numbers today. You did that yesterday. So now what are you going to do for me? Because it's got to get bigger and then it's got to be a TV.


    Then it's got to be a trip to the Caribbean. And then it's got to be a trip to the moon. Like it just doesn't stop. It always has to be a bigger carrot and also the stick, right? The stick has to get bigger. Do this or else do this or else. Okay, now you're fired. And then you just run out of people to fire.


    And so as a salesperson. And in life, I, a lot of this, obviously we're talking about sales and lead generation and just the whole, that, that whole business, but a lot of it's just life in general is what is intrinsically driving you to get out of bed and be successful, whether it's money or not. Like for some people, it's clearly money and what that represents as a great scoreboard indicator.


    Some of it's what money's going to buy for. Is it security? Is it, ego? Is it, trips, vacations, whatever that might look like, the more you're in touch with that and the bigger that is in your mind and the more energy it has, like you look at people who are wildly successful, a lot of times they're coming from places where they had nothing as a kid and so that energy in their mind of why Want to be successful is so that they never have to live that life or their kids don't have to grow up like they did.


    That energy is so powerful. You just see those people just flying through brick walls, like nothing will stop them because it's so powerful. And whether you've had that childhood or that life or those experiences or not, everyone has something that will motivate them enough to just push through barriers.


    Michael Ferree: Do you think, what is that, personality test that people take for jobs?


    Jason Cutter: There's Myers Briggs, there's this test. Yeah.


    Michael Ferree: Do you think that there are people that are just in a salespeople and those are the people that should be in it and everybody else should be in operations or accounting or is there something that, really even that oceanographer can pull in and become the salesperson,


    Jason Cutter: So I think the first answer that comes to my mind, which, this is what I say a lot, especially on my podcast, but just in general, everything in life is sales. Okay, so obviously there's the sales title. There's having a sales job, right? So being a mortgage loan officer, and then there's everything is in sales, whether it's a, you're getting your significant other to want to see the movie you want to see, or the dinner you want to do, or it's having your manager agree with your proposal or having your team agree or, having the owner, see your side of a conversation like it's all sales and persuasion.


    And that's why I think the authentic persuasion piece is important because when you're doing that. You can get way further in those conversations than when you're trying to sell air quotes. So can anybody, I think anybody can be effective in sales. And again, so I'm a testament to that as a shark tagging marine biologist.


    Like again, there's no reason I should be effective, but I want it to be. And I saw where my strengths were and I stuck in those. And then I also saw where my weaknesses were when it came to sales conversations and avoid those. For example, I am by. Default nature, a very analytical person. One of the things I used to screw up in the beginning constantly in my mortgage career, cause I didn't know any better is I thought people.


    Want to buy like I like to buy, which is lots of options, lots of information, making sure you don't screw up. And so I want to see everything. The worst thing for me would be making a mistake and buying the wrong thing and then feeling bad or looking stupid. Those kind of things, right? So some personalities have that fear.


    Some person is have the fear of missing out and they don't care what they're doing as long as they're not alone. And so what I used to do was. I would, back in, early two thousands, there was a ton of mortgage options. And so I would put together a spreadsheet with 10 different options.


    So a 30 year first and a fixed second and an adjustable first with a fixed second, 80 twenties, 80 fifteens, 80 tens. And I would have this and I would hand it to them. And I'd be so excited. I'm like, here you go. This should make you feel good about what you're going to pick. I'm on your side. If I was shady, I would just tell you what to do, but I don't care.


    And then nobody would buy. Cause I put them in analysis paralysis and that too many choices. It was terrible. I didn't realize it like I was doing it wrong from a persuasion standpoint. And so I think if you have those tendencies, you have to be really careful about what you do in your sales role, because what happens a lot, and this kind of goes into your question, which is.


    Most people default to treating other people like they want to be treated, which is good if it's the golden rule and it's respect and empathy and care. And I hold the door for you because that's respectful. That kind of feeling and interactions in the world is important in sales. It is a killer of sales careers.


    It will be the death of your sales career. If you treat everybody like you like to be treated as a customer.


    Michael Ferree: Okay. So the next easy follow up question is how do you identify what that prospect, how they want to buy?


    Jason Cutter: Usually you want to set up your questions so that you can ask them questions. And then it's really, this is the hardest part for a lot of people these days, it seems is.


    Actually listening. So active listening to what they say and what they're in need of and understanding personalities and behaviors. So whether it's Myers Briggs or disc or other things like that, I use one that's very similar to disc, but with easier terms that makes sense for me and what I train on, you've almost if you're going to be in sales and you're going to commit to that, And again, just life in general, you really want to be a student of psychology and behavior and personalities and other people reading different books.


    The five love languages is an amazing book, especially if you want to be in sales where it seems weird. That's a whole nother topic. We could go on, understanding four main personality types from a disc test. And then seeing how those come up in a conversation where we're talking about it and someone's asking questions about stats and numbers, or is somebody asking questions about who else is using this?


    And are they enjoying it? Is it working for them? That person wants the validation and the social proof and their fear of missing out is their big thing. If you give that person spreadsheets, they will hang up on you because that is their big thing. Fate worse than death is spreadsheets and numbers and they just want to have fun.


    And so just make it fun. Whatever it is, you've got to make it fun.


    Michael Ferree: Yeah. Okay. So I the process we keep digging and I keep thinking of the process of sales and going through and I go, okay, now I've got that. The next challenge that, salespeople have is the rejection, right? The negative things that come along with being in sales and the nose and all this sort of stuff.


    Yeah, that's tough. And that goes back to motivation and all this sort of stuff. How does, I'm sure there's no magical bullet to be able to handle rejection, but what's your take on how maybe salespeople should look at it?


    Jason Cutter: There's three things that I always focus on when that topic comes up or we're doing training.


    So I'm glad that you asked because that one's huge, right? So that's a part of sales. It's a part of life.


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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?
By Jason Cutter February 17, 2025
The Abundance of Options Today we all have lots of options. While writing this I could speak into my phone and order whatever I want. I can get food delivered before I finish writing this article. I could get a TV delivered to my door before I wake up tomorrow. When someone wants to buy something, they are armed with as much information as they want to access. They can research, read reviews, and watch videos about a product or company. The Shift in Power to the Buyer Because of this, the power balance of sales has shifted away from the salesperson and company to the buyer. Knowledge is power – and they now have all the knowledge they want. With knowing that they have ultimate choice of what to buy (internet and globalization has led to the ability to order anything you want from anywhere…so you are no longer limited to the stores you can drive to and what they have on hand), it means that everything is a commodity in their minds. Nothing is unique or special. Everything is interchangeable. Does the Sales Experience Even Matter? So, this means the sales experience doesn’t matter anymore. There is no reason to put effort into the sales process, the conversations with potential customers. No value in spending time trying to ‘help’ people – since they just view products, salespeople, and companies as interchangeable. You are not special, so there is no benefit in caring. They will walk into your store, and they will decide what they want. They fill out your online for, and they decide if they answer when you call and how the call will go. They walk up to your event/booth, and they decide how the interaction will go and if they want to listen to your elevator pitch. They will let you know if they are interested in moving forward. They will let you know how they want to buy. So, like I said above, there is no real value anymore in the sales experience. Or could it actually be valuable? Is it possible that all that matters IS the sales experience? If people feel they have ultimate information and control of the buying process, how do they decide on what to buy and who to buy from? When I search on Amazon for a product type I have never purchased before, how do I pick? When I want to go shopping for garden supplies for the house, how do I pick where to go? When I need to buy a new fridge, who will I hand my money over to? The cheapest place with terrible service? The place with reasonable prices and great service? The Sales Experience Shapes the Decision I choose based on the sales experience that I will receive. With everything else being equal, I (and I believe most people) will select the place to shop at or the products to buy online based on the experience I receive. To me all that matters is the experience. While I am trying to buy something. Once I receive it – ensure it does what I need it to do. With the feeling of unlimited choices, it can actually be harder now to buy something that in the past. People get into analysis paralysis more often. Which means that for consumers to buy something new they need help. They need a professional salesperson. They need a sales experience that matches their expectations. They want a guide who will help them make the right decision for them, with an experience that goes above and beyond what more people receive any more when they walk into a store, call a company’s toll-free number, or visit a website and have to fill out a form. If you want to succeed in sales – the only thing that matters is the sales experience you provide.
By Jason Cutter February 13, 2025
The Balance of Effort in Sales The blogs this week have been about the other person going most of the way. Whether it’s a prospective customer and your salesperson, where the salesperson truly can’t want the deal or make most of it happen for that customer to truly be successful. On the path for that prospect to becoming a customer, they should go at least 51/49. Whether it’s your team and their manager, the manager can’t want the team to succeed more than the team actually wants it for themselves. It’s not scalable for the coach (manager) to run on the field every play to win the game for the salespeople. What about sales ops processes and systems? What about the tools available to the sales team and the ones that are classified as sales enablement? In a reversal of philosophy, I believe the sales ops processes should go 90, the team should only have to go 10. Why Do We Need Salespeople? Let’s start where it matters – what is the point of having salespeople? I know many owners question the need and desire to have salespeople. They are hard to manage, tough to deal with, always want more money (potentially for doing less work and closing less deals), and are very resistant to change. Of course, that is a generalization. Of course, there are salespeople who don’t check those boxes. However, having worked with a lot of teams in a lot of industries, that generalization isn’t completely wrong or unfair. So if there is even a small part of that which is accurate, why would we even mess with the messiness of having salespeople? Of needing to employ and manage humans? The Human Element in Sales We need them. That’s why. Even in 2025, AI and technology has not successfully replicated the requirements of sales – which is about helping a human (prospect/customer) make the right decision and move outside of their comfort zone to buy something new. It still takes your human (salesperson) to persuade that other human. It’s why I say all the time that its not B2B, B2C, Retail, SaaS, etc. – it’s H2H. Sure, people can buy something online or even in a store without speaking to someone. But if it’s a considered purchase where there are options and decisions to be considered – it still takes a human being involved. That means ultimately your human (salesperson) has one job, and one job only – persuade the right prospective humans to buy. Minimizing Distractions for Salespeople Everything outside of that mission, task, focus is a distraction that takes away from their highest and best use. Imagine if we had a surgeon who had to prep the room, prep the patient, schedule the surgery and meetings, and do all the parts of the surgery themselves. Nope – they show up for the surgery and do what they do best. Then they take off their gown, gloves, and walk away to get cleaned up and move on to the next thing. Your goal as a sales ops leader is to support the team with systems and processes that allow them to focus on the one thing you need them for. The human part. It would be amazing if they could show up, talk to people, and make sales happen. Of course, there is more that they (and any professional) need to do before, during, and after the sales conversation. But your goal is to minimize all that. Every hour that your salespeople aren’t selling or doing sales-related activities, they aren’t moving revenue forward. The Ultimate Goal of Sales Ops What processes can you put in place that go 90 percent of the way, where the salesperson can do the last 10 percent? An example would be building an email campaign that runs automatically, and when the right people reply, the salesperson gets involved in getting that person from email to phone call. Another example would be your CRM serving up people for the salesperson to call – leads or anyone in the sales pipeline flow – with all the backstory, research, data, intel needed for them to review it then take action. What can you put into place that takes away as much distraction and effort from your sales team such that they can focus on the one thing you need to focus on – other humans?
By Jason Cutter February 12, 2025
The Danger of Doing Too Much as a Sales Leader Alright – so maybe they don’t need to go 90. In true servant leadership mode, you would go way more than 10% of the way to your team. But you have to be careful, as a sales leader. The inclination might be to do it all for them. To help them close their sales. To make excuses for them to your leadership as to why they aren’t closing more sales. Especially considering the very high likelihood that you are a sales manager because you were a great salesperson in the role that you are now managing. And there is a slight chance that you are a player-coach…so you are leading and selling. This can make it really tough not to want to run out on the field to win the game each time. But that doesn’t scale. That doesn’t lead to increased results. You can only sell so much as one person. Creating a Culture of Ownership So, you need to have people on your team that are coming to you. What does that look like? The pinnacle is a salesperson who doesn’t close a deal, comes to you right away and asks for feedback. They want some critiques as to where they could have done things better, different that would have led to the desired result – a closed sale. That takes a healthy level of ego by a professional who has the ultimate growth mindset. They know there are always ways to improve. They want to improve. And they are willing to risk their ego (and the internal, protective, primal part of our brain that doesn’t want to risk our place in the tribe) by asking for feedback that could be negative. Whenever you can, encourage that type of response. Ensure that the team knows that the team itself, and you as their leader, is a safe space – where the goal is to improve, grow, win and that everything done to support each other is done in that mode. They truly have to feel safe to share their mistakes and to get support in learning how to do more, better. Feedback That Drives Growth Part of this takes team and individual meetings that are actually filled with positive support. That doesn’t mean it’s always positive, motivational fluff. It’s not even about the shallow strategy of the feedback sandwich. Its about being real, honest, and empathetic – meaning “I see you are here, I know you want to be there, I will help you get there – even if its hard and it means saying hard things.” It should never feel mean or abusive or like an attack. But you can give some really direct feedback that will sting that ego I mentioned, but the person will know the intent behind it. The second part is hiring this type of person. Hiring people for the team that wants to win, grow, succeed. And they know that you don’t get better by being coddled, sheltered, or protected. You want people who don’t like the thought of perpetually living safely in their comfort zone. And they are excited about the opportunity to be a part of a team that pushes everyone, empathetically, outside of their comfort zone. Are You Leading or Just Managing? If you find yourself as a leader having to push your team, or going to them most of the time, or most of the way mentally – then they see you as a manager not a leader. They see you as someone who manages them, pushes them, and wants them to do things they don’t want to do. I have written some blogs here that go into what your role should be – as a leader, not a manager. Pulling people along with you, inspiring people, and supporting yourself with a team of people who want to win. Not just those that want to show up, do as little as they can and hopefully go unnoticed (yet – complain about not making enough money and how the comp plan isn’t fair, or the leads are bad, or their schedule means they can’t be successful.) Make sure your team knows that they need to come to you – at least 51/49. They should be asking for help, guidance, training, feedback, and support more than you are having to push it down onto them.
By Jason Cutter February 3, 2025
If you have seen the movie Hitch, then you know the scene. Will Smith’s character (Hitch) is trying to coach Kevin James’ character (Albert) on how to finish out his upcoming first date. He is giving him pointers, one being that if his date fumbles with her keys at the door, it could mean she wants a kiss. So Hitch wants to see if Albert knows what to do – for a good night kiss. Hitch gives him the advice “you go 90 percent, and then wait for her to go 10%” which Albert then asks “wait for how long?” Hitch: “as long as it takes.” Albert leads in, Hitch is holding back to see if Albert will wait, and then Albert goes all the way and gives him a kiss. Hitch gets upset, and says “You go 90, I go 10 – you don’t go the whole 100%.” The Sales Analogy Kissing our prospective customers is not acceptable (just ask HR!). But the concept is the same. You don’t want to ever make 100% of the effort for your prospective customers. You don’t want to be the one who is doing all the work. Fundamentally, it is not good practice to want the deal more than the other person. When you go your 90, you need to wait – as long as it takes – for the prospect to go to their 10. And I would say that you want to go somewhere between 10-49, in reality. How Successful Sales Professionals Balance Effort Successful sales professionals know how far they have to go to meet the prospect where they are, while also knowing how much effort the prospect needs to put in to show they are committed. Where most salespeople get in trouble is they get desperate. They want the sale (kiss) more than the other person and they go the full 100%. Of course, persistence is important. And you won’t get what you don’t ask for (although…if you have followed me for any length of time, you will know I am very against having to ask for the sale). But you also have to ensure that your prospects actually want what you are selling. And they want it for their reasons and their motivations. They are driven to pursue your production option(s). They must go 10, 40, 60% of the way to you. The Pitfall of Chasing Your Prospect Just like courtship and relationships – if you find yourself chasing and one-sided-pursing the other person then it means you want it more than they do. It also means they own you. You are essentially begging them for the relationship – convincing, manipulating, begging, bribing, persuading your way forward. Which means they consciously and/or subconsciously know that they are in control. Because if they say no, you will keep pursuing and offering solutions. In sales – that looks like a salesperson who is calling, emailing, stalking a prospect – making offers, offering discounts and trials, and trying to find any way to make deal work. They are going 90-100% of the way for the prospect, not requiring them to go anywhere towards the agreement. This will end terribly. If they do decide to buy – taking the discount, free trial, taking the sale bait – they will not be happy (since they weren’t bought in for their reasons), they will look for reasons confirming why they didn’t really want to buy anyway, and they will know that they own you. Your company will have to convince them on a regular basis to stay in the relationship. The Right Balance for Customer Ownership You fundamentally need that prospective customer to come to you. Not 100% where you are just an Order Taker. But potentially 51% of the way – so they want it more than you. The more you can get them across that 50/50 threshold, the more they will be a satisfied customer. But remember – at 51/49 – they still need persuading, they still need to understand the value of your product for where they ultimately want to be in their life/business, and they still need your support. They lean in the right amount, you lean in the right amount = sales magic!
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