CUTTER CONSULTING GROUP

E154: Sales Grit with Catie Ivey - Part 3 of 4

January 5, 2024


How can building mutual trust between team members and leaders positively impact collaboration and performance?


This is part three of the conversation I had with Catie. 


In Part 3, Catie and I talk about:

  • Win-Win selling
  • How women are different when it comes to sales/selling
  • The debate of focusing on strengths vs. working on weaknesses
  • Transparency in the selling
  • Getting and giving feedback


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Connect with Catie on LinkedIn



Catie’s Info:
Catie is a seasoned sales leader with a passion for coaching and people development and a track record of quota attainment, driving YoY growth, and building a cultivating true value selling methodologies within an organization.

She believes that great cultures produce great results, that empowered people empower others, and that there is no limit to what a team of gritty, hardworking, genuinely curious people can do when they are committed to winning together.

She is an avid proponent of the power and possibility of digital transformation, a lover of all things digital, and genuinely enthusiastic about technology’s ability to drive human connection. She believes that great brands build great connections and harness best in class technology to drive genuine engagement and build real relationships, which has turned her into a MarTech enthusiast with a love for all things sales and marketing.


Catie’s Links:

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

Twitte
rhttps://twitter.com/catiecoutinho

DemandBase: 
https://www.demandbase.com/

  • Show Transcript

    Jason: Alright. Welcome to the sales experience podcast. Welcome to part three of my conversation with Catie Ivey. We are having a dynamic conversation. Make sure to have checked out parts one and two subscribes. You can catch all of our episodes and a, here you go. Part three enjoy.


    Catie: If I’m going to give something I need to figure out what’s in it for me and is there some sort of reciprocal action because that doesn’t just get you things which is also important sales but it builds the sense of perspective like, Hey, we’re we’re peers here together. Like I absolutely want to partner with you and make this worth your while in a win-win but got to be mutual in terms of how we’re going about this. I think that’s maybe the concept that you’re trying to breed into these sellers to move beyond just that order taker capacity that you talk about.


    Jason: And it’s fascinating where you talk about, you know, the females falling into that category more often and you know, this is the discussion we wanted to have as well. But it’s interesting because if you really look at it and step back and not that everyone has to go into these buckets, but just as even humans and the [inaudible] both the way that we’re raised like generationally and then just biologically and nurturing, you know, you see mostly customer service teams made up of women. They are more nurturing, supportive, and then less in sales. So if you know the stereotypical, it’s more sale. Like I tell people all the time, you don’t see a lot of movies about boiler rooms full of women selling to people, right? Like you just don’t, that’s not what the movies are about. However, in my experience, this is why I’m open and honest with everybody and all the teams I’ve ever worked with. However, if you have a woman who has the ability to bridge that where it’s both the caring side but also the closing side, not just the killer nap that you know, next snap and kind but just like can do both of those things, then it’s amazing because it works so well and it’s so powerful. And I think female salespeople who are professionals and know what they’re doing and have the skills will just dominate most men in any way possible. Like as far as their results.


    Catie: Preach it. And you said it, not me.


    Jason: Yeah. So because you know, here’s the thing, right? And this is, this is just the truth about the world. I call somebody and I’m a guy, and instantly if I’m not careful, I’m going to come across as I’m trying to sell something. All the barriers and walls go up and people are freaking out. You call somebody and who’s, again, there’s no movie about women ripping people off. There’s only movies about dudes ripping people off. And so like I have to be careful. You can be genuine and then be a closer and it’s always amazing. Best closers I’ve ever seen in any sales floor are the women who know how to do both.


    Catie: Yeah, no, I, that’s a good example of obviously being very self aware and perceptive and understanding your own strengths and weaknesses, which is so important for any seller in any capacity because we all have things that we’re naturally really, really good at. And if we can figure out how to lean into those, I feel like we fixate and managers are the worst at this. We fixate on people’s weaknesses and what are their gaps, what are all the things I need to fix? Not that that stuff doesn’t matter. And of course we can help over time. But if you can figure out those one or two superpowers that every rep that reports to you has and really lean into those and help them amplify those before trying to squash on the weaknesses, so, so impactful,


    Jason: And then fill in for their weaknesses so that they don’t have to think about it. Right. So I’ve always been a fan of what technology can we put in place because salespeople generally have the same weaknesses as far as attention to detail and filling out their forms or their CRM or doing any tracking or any reporting. And notes and so how do you use technology to fill in those gaps, but then also on a personal level, like if you know somebody who’s not strong in this, like how do you support them? Who can you team them up with? But yeah, I think you know, strengths and focusing on that, you’ll get way more out of people when you just again, self-awareness.


    Catie: Yeah. And then if you can convince them of what their strengths really are and then better yet get them leaning in and giving themselves critique and feedback just creates so much, just incredible opportunity


    Jason: And get them to trust that if they lean into their strengths, it will be good for them and to trust you as their manager or their coach or their leader that you support that and you’re not just going to keep kicking them for what they’re not doing. Right. Like just going all in on the strengths.


    Catie: Yeah. I love that. I think it ties to to transparency and building trust. I mean as a leader, nurse, sales manager, at any level, being willing to be honest with your people, Hey, I’m really good at these things, so you should really trust me here. Like I’ve got your message to heart. I’m going to be honest with you too about what my gaps are, what my weaknesses are. Hey, I know I struggle at times with this, so keep me honest. If you’re ever feeling this certain way, give me feedback. Just setting that type of stage with people that report to you. So impactful.


    Jason: So going back to the women in sales topic, one of the things, and this is just my experience, from my perspective, I’ve seen very many, like I said, excellent. Just doing so great. I was gonna say dominated, but basically dominating female sales people in those roles. However, rarely see sales managers that are women sales leaders, you know, in organizations that I’ve seen. What does it take to be successful in that? Like what have you found works well as you moved your way up? Like they either that you’ve had to do differently or you know, take into account.


    Catie: That’s a good question. It’s definitely a topic that I’m super passionate about and we’ve done a good job I think just as the profession of selling in leveling the playing field from an individual contributor role. Like you mentioned, there’s some uh, just female sales people that are crushing it. A lot of industries, a lot of different roles. Uh, but as you work your way up and move through the ranks, I mean the numbers are pretty staggering what the gap is today, especially if you start looking at VPs of sales and even more so if you look at CRS. So it’s definitely something that we need to as an industry you really, really focused on, in my opinion, because if you want to get the best out of the organizations that you’re leading, there just has to be more quality and more diversity. I’m not just male and female, lots of different levels.


    Catie: But the female dynamic and leadership I think is really important. To your question of what does it take to move up? I think there’s a couple of things maybe worth highlighting. One, there’s an element of taking responsibility as organizations and making sure that we’re doing the right things to facilitate and create opportunity. And then there’s an element of taking responsibility and ownership as females in the profession and saying, here’s what I’m going to do and I’m going to make it happen. And not sitting back and waiting for opportunities to land in your lap as organizations and companies, we’ve got to do a really, we have to do better at showcasing women that are in leadership, getting the right people on our websites, getting the right people on stage, making sure that when we’ve got an interview process that’s happening, that we’ve got a relative balance when it comes to gender and diversity that individuals are seeing and creating that visibility of, Hey, we’ve got folks at the highest of levels, um, that, that, that do look like you and think like you and maybe have your gender. I think that that’s really important. But I also think that there’s definitely an element whereas women, if we want to progress and move up in our career, we’ve gotta be willing to one, ask for something that we may not feel completely ready for. Uh, there’s tons of studies out there that say that like a, again, generalization, but men will typically put up their hand or apply for a position that they think they’re 50% qualified for. A women typically won’t even consider applying until they feel like they’re like 96% qualified.


    Jason: 130%


    Catie: Uh, so some of that’s on us, like the, the willingness to say like, Hey, I see, you know, part of this that I absolutely have in the bag and I’m really great at here would be, you know, the areas where I may not be qualified, but I’ve done it before. Let’s give it a shot. You know, put up our hand and say like, I’d like the opportunity, uh, and be willing to go toe to toe with, you know, maybe three other counterparts and fight for the position that we want.


    Jason: That’s so funny about the stat, whether it’s true or not, like scientifically about men raising their hand if they’re 50% qualified. Because in all my experience, a lot of people who say, Hey, I want to be a team leader. Hey, I want to be a manager. I’m looking at them and going, no, like why? There’s no way like show me how you think you’re a good leader or even a good role model, right? Like if you are not crushing it, then how are you going to help other people? Now obviously there’s the caveat that great salespeople typically make terrible managers because they’re too focused on themselves and being salespeople. But you still have to know the fundamental. You can still have to know how to do it. Even if you, even if you’ve not done it and dominated forever, you still have to know what to do.


    Jason: But it’s so interesting cause I was literally gonna ask this part and then you brought up, which is perfect, is I’ve also seen so many women who are doing great in sales and they have the leadership qualities. So unofficially the leader on the floor, people go to them, they help them with issues I’ve presented. Other managers have presented many women’s women with opportunity to, Hey, we’d like to have you be a team lead or a sales manager or a branch manager and hands down, always know like they don’t see themselves in that role and they don’t want to move up. They don’t want, I don’t know if it’s, they don’t want the pressure. I mean obviously without speaking for them, but have you seen that before where they just don’t, like you said, maybe it’s because they don’t feel, unless they’re 96% like they’re just not going to do it.


    Catie: I think there’s a capacity or a portion of that being true as well. I have seen some differing or I have some different perspectives. Like the team that I managed at Marquetto was 85% female I think. And I was part of a really powerhouse female leadership team and I was reporting to a female VP of sales. So we were a little unbalanced in the other direction, which is unusual for a software sales organization. So I think it depends on the scenario and the example. I will tell you in that dynamic where my boss was a female and I was seen as a very strong female leader, all but one of the women on my team at some point throughout the year and a half that we worked together approached me and said, here’s what I want to be long term. Most of it was management. How do I get there? So I think if you’re seeing that and you’re exposed to women that look like they’re very good at what they do are relatively good at what they do, it creates a different perspective. I could do that, I could absolutely, you know, do this role or I’d love to move up here. So I think part of it is just exposure as well.


    Jason: And the culture that you built at w, you know in that example. So the people that you hired, the people that you attracted, the people that stayed versus the ones who’ve left, those are going to be the ones that stayed, that are attracted and in alignment with the culture of your team and the company. And they want to be a part of it, which makes total sense that they would also want to move up or do bigger and better things.


    Catie: But I think our job as leaders is to always convince people they’re capable of more than they think they’re capable of. And so part of that is, Hey, you’re absolutely capable of running a team and kicking ass at it. And if that’s not the path you want to go, all good. There’s lots of different paths in sales and marketing and other professions that are amazing, but if this is something you want, like my job is to help you get there. Uh, but before I help you get there, it’s to make you believe that you actually are capable of doing the role.


    Jason: I think some of it is as a leader, you can always see other people’s potential and all the great things that they can do. Like it’s always easier to see two things, all the great things somebody can do and then all of the issues or challenges that they’re facing way easier than they can. And you could easily diagnose it more than you can for yourself. And so I think that’s an interesting tough balance because I can see this person could be a great leader. They already have it and they’re doing it. They just don’t believe it or it’s not something they want to do. They don’t want to deal with the messy management side that comes along with the great parts of management.


    Catie: Yeah, no, it’s very true.


    Jason: So going into my questions here, with the time that we have left, let me try to go through some of them like my preplanned questions, which again, anyone who’s listening is probably tired of hearing me talk about how I’m not asking those questions, but like I really want to hear this part from you forum. What is a great sales experience look like? Like what does that look like in your organization or from your experience?


    Catie: Do you mean on the customer side or on the seller side or both?


    Jason: Uh, both. So either how you’re creating it, how you’re building it, what that feels like for the customer. For the sales side, what does a great sales experience look like?


    Catie: Um, so I really liked the question. Uh, and I think it’s important to look at it through both of those lenses cause we sellers we tend to naturally be very selfish and we see the world through our perspective a lot full true. I would agree with you there. Um, but I think a great experience from the customer’s perspective definitely ties into what makes a great experience from the seller side because the two are working very much in tandem and towards the same goals and the same outcomes. For me, a lot of it starts with just transparency being very honest. I think sales, I know this is one of something that’s really important to you is changing the perception of sales and sellers. I think that there’s this kind of perception out there that salespeople lie and they’re pushy and they’re aggressive and maybe we are a little bit aggressive, but I, that’s like my number one rule.


    Catie Literally a sales person that works for me can’t ever lie. Like it’s not allowed. It’s not something that we do. And if you like at fire, like that’s just black and white. And so I think being really honest and transparent with the people that we’re selling to, not just about the products that we offer, that stuff’s all really obvious, you know, clear on what we do, but also, Hey, here’s some transparency in terms of what the process normally looks like for us. So there’s a lot of complexities within your organization, but here’s the steps that we usually go through when someone’s deciding whether they want to invest in this technology and laying it out in a way that feels really, really clear. And most sales organizations, or at least B2B sales organizations have this concept of whether they call it a mutual close plan or a mutual evaluation plan or there’s lots of different words for it, a project plan, but being able to outline in a slide or in an email or on paper that this is the steps that we generally go through.


    Catie: I want to get your feedback, figure out what I’m missing, what are my gaps? Do you agree with this? Are we on board for working on working through this together? And if not, is there something that I need to do from my perspective to get you on board with actually working through this process with me? And I think if you set the stage in that way as opposed to just, you know, of course we want to do discovery and dig in and really understand what’s important to that buyer or to that business. But we also want to understand them as a human being and what it is that they’re working towards. And I think if you can lay that foundation of a ton of mutual respect and transparency from day one, then it’s going to feed into the whole process and it’s going to give both the seller and the customer a lot of comfort and understanding this is what our process looks like. I in no way have a guarantee from you that you’re going to buy for me, but I do have a bit of a guarantee that we’re going to work through this together. And if at whatever point we need to part ways and you have to tell me no, you feel comfortable to do that.


    Jason: Alright, and that concludes part three of my conversation with Catie Ivey. Again, go to the cutterconsultinggroup.com website. You can find the podcast page there with the transcript. All of Catie’s links, everything that we talked about in there connect with me also on LinkedIn. 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 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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