CUTTER CONSULTING GROUP

E95: Sales Tech Week: Reporting and KPIs

January 3, 2024



What numbers do you find most crucial for success?


If it isn’t measured, it isn’t managed.


So measure it, report on it, watch it, then make decisions.


It is always surprising the sales teams I see that have no reporting/transparency for the upper levels within the organization.


In this episode I cover why this is important and how best to set up your reporting process.

  • Show Transcript

    What’s going on. Welcome to episode 95 of the sales experience podcast.


    This is finishing week 19 on the show, so glad that you’re here. If you haven’t already done it, please subscribe iTunes, Spotify, Stitcher. You can also find it on Sound cloud, Google play. You can find on the cutter consulting group.com website with transcripts.


    If you’re on iTunes, please make sure to rate the show, lever view. All of that helps people out there when they come across a show out of the 700,000 podcasts that are currently available, they see if this show would help them and their sales pig and hopefully hear from somebody else if this show is going to help them with their sales professional career.


    Now this week, if you’ve been listening to it, I have been covering sales technology, so what’s in your sales tech stack and a lot of times, yes, when I bring up the subject with companies, with managers, with owners, it gets overwhelming.


    There’s concern that more technology is just going to cloud the process and the system. It’s going to confuse the wraps. There’s going to be more things that they’re not going to want to use. It’s just going to make sales worse and it’s going to make everything harder when the sales stack is done right.


    When sales technology is rolled out correctly, it should be nothing more than a tool that helps the sales reps do more, or the managers do more, or the company have more visibility over what’s going on with the health of the organization.


    Technology as a whole should not get in the way or make things worse for a sales person. Now, there may be things that you have them do, a new process, a new technology they have to interact with, which they’re going to resist.


    They’re going to fight, they’re not going to like, and they’re gonna think it’s difficult or detrimental for their whole sales process, but fundamentally, from a business standpoint, it’s only there to help them and make their life easier and help them close more deals, Andy, or help your managers manage them towards closing more deals.


    One of the hardest parts of being a sales manager based on my experience and others that I’ve seen is when you’re managing a team and there’s so many things going on, there’s proactive goal setting, looking at the numbers, listening to recordings, and there’s reactive on the floor, helping them close deals, overcome objections, you know, handling issues, personal issues, whatever that might be within the sales team and a sales manager job is very difficult.


    In today’s episode, what I want to talk about is that part of the tech stack [inaudible] doesn’t get discussed very often. [Inaudible] isn’t very sexy and there’s no one size solution for this.


    However, it is important and what that is reporting and data and metrics, all of that is so vital to the health of the organization as they say. What isn’t measured isn’t managed, so if you’re not measuring it, how can you manage to it?


    No. If you’re a sales organization, if you’re a leader or an owner, then you’re going to say, I have reporting, I have the numbers, I have the metrics. But the key is do you, do you actually have all of the numbers, the right numbers and at your fingertips?


    I’m not talking about, hey, next I could get a report from somebody that could tell me what’s going on. I mean you could pull up a dashboard or a report in a few clicks to see the health of your sales team and what’s going on and all of your key performance indicators, all of your KPIs that you have outlined.


    It would lead to a successful and profitable sales team. Here’s the thing, right? A lot of times there’s so many numbers available and if you’re not careful as an owner or even as a sales manager, if you’re not careful, the numbers can be reported that make things look like they’re doing well, but in fact they’re not.


    I know a lot of sales managers who will like to promote or push up the chain, various numbers like closing percentage or the actual number of units sold or new clients like that. Bottom line number, maybe the revenue, but the key is which of those numbers actually give the health of the organization.


    Because saying you have a good closing percentage might not mean anything if the revenue per sale is really low. So yes, you’re closing more sales, but if the revenue is low, it might not outpace the cost per acquisition.


    If your closing percentage is low, may be a lot of times sales managers might promote the number of sales that are being done, but that’s outside the number of leads that are being taken in, which means your cost per acquisition could be unnecessarily high and you may not even be aware of it.


    Also, there may be times when a sales manager might promote the closing percentage or the sales being done as some top line figures. Well, without looking at the revenue of what’s being done. And so there’s a lot of sales where basically the store is being given away for the sake of closing percentage or the sake of closing numbers and deals being done.


    But what is the company getting at the end of the day? And so you want to make sure that you have a handle and a report right on all of the metrics that lead to a profitable sales team and whatever that looks like. Now, what you want for your organization that’s going to be customized.


    Obviously I could tell you all kinds of categories that matter, but really it’s the combination of those metrics of those KPIs for your team, and everyone’s going to be different, but there’s some combination of all of those where you’re going to look at it because no single number will ever tell you how well your sales team is doing.


    A lot of times owners may get a report from a sales manager of one of those metrics, like I covered [inaudible] try to make a decision, but it takes a combination of all of those data points and the intersection. So the closing percentage, the number of sales, the revenue, the cost per lead, cost per acquisition.


    Also you want to look at the cancels because it’s one thing to close a lot of deals, but if you’re not watching the cancels out the back end, then it doesn’t matter because you’re losing as many deals or you’re losing a percentage of the deals, which is then driving up your costs and lowering your profits, so whatever you have in place, whatever system you’re using, make sure that you have some kind of reporting going on that gives you all of that as a snapshot and again, like I mentioned episode, if you caught it, there’s many times in a sales organization you’re starting out with spreadsheets.


    There’s nothing wrong with spreadsheets. When you’re starting out, you’re building your systems, you’re building your process. If you have something that’s really good that solves some problems that you’re selling, you know your product or service and you have a solid sales structure, sales team in a sales system that they’re using, then start with spreadsheets. We’ve all been there, we’ve all started teams and companies on spreadsheets.


    It’s nothing wrong with that and you want to move your way up. Obviously you want to have things that are more complex for your CRM, for your data points, but I’ll tell you based on my experience, there’s always going to be some level of having to do some reporting within the system or maybe externally because let’s say you have salesforce, let’s say you have RingCentral.


    Sometimes they communicate, sometimes they don’t, and then you’re going to have to look at the health of those numbers on maybe a spreadsheet where you compile it together.


    If you’re using our CRM, make sure that you have reporting on all of it. If you’re an owner of a company, make sure you know what’s important and what the intersection of those sales data, what that sales metrics look like that give the health of your organization.


    I can’t stress that enough. I’ve seen so many owners being sold by their sales manager on what’s important and what’s not important or what to look at and go look over here because the sales manager knows they want in one category, but they’re not winning in another and they don’t want to be held accountable or they don’t want to get in trouble.


    So make sure you’re looking at that and if you’re not sure what you should be looking at, please reach out to me Jason@cutterconsultinggroup.com or you can find me on LinkedIn. Just search Jason Cutter and we can chat, set up a time to talk and I can at least point you in the right direction and give you some advice on the metrics that makes sense for your organization because there’s some that are key, right?


    Like closing percentage number of leads that are being taken, the cost per leads, cost per acquisition, the number of sales, the revenue that cancels, but there’s going to be a specific formula for your organization. I hope that helps. Thank you again for listening.


    I appreciate the fact that if you downloaded this, you’re listening to this episode, you care about your sales organization, the sales experience that your reps are giving, and what you’re providing for them, as well as the sales experience that your customers are having and how they’re being converted from prospects to customers, to raving fans based on the sales experience you’ve built and the type of culture you have in your place.


    That’s it for this episode. That concludes sales tech week, and as


    Always, remember 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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