How To Sell More & Make Millions: The Ultimate Sales Masterclass If You Hate Sales
27 Apr 2026 · 0 min
In this episode of the $100 MBA Show, host Omar Zenhom delivers a comprehensive sales masterclass aimed at listeners who dislike traditional sales tactics. He begins by sharing his personal aversion to sales, rooted in a fear of being a pushy “slick closer,” and recounts early lessons from his father, a top car salesman. Zenhom reframes sales as a consultative process: the salesperson’s role is to help prospects make decisions rather than force them to buy. He outlines four core principles: (1) redefine sales as decision‑making assistance, (2) ask more questions than you answer, (3) treat “no” as a temporary obstacle, and (4) view sales as a numbers game that requires persistent follow‑up. Throughout, he illustrates each principle with concrete anecdotes—his dad’s targeted questioning at a car dealership, live webinar interactions while selling Webinar Ninja, and real‑world objections and how to address them. Zenhom emphasizes the importance of uncovering customer values, tailoring solutions to specific pain points, building trust over pressure, and following up multiple times (noting that 30% of sales occur after the fifth contact). He also shares statistical insights, such as a 1‑in‑5 conversion rate when contacting prospects. The episode intersperses sponsor messages (Granola, Fidelity, Square, Upwork, UVA Darden) but the core content remains a step‑by‑step guide for turning sales aversion into effective, relationship‑focused selling.
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So it's always good to know that Granola's got my back, and I can just ask it after the meeting what I need to do next. Head to granola.ai/mba and get 3 months free with the code MBA. That's granola.ai/mba and get 3 months free with code MBA. I have a confession to make. For the first few years of my entrepreneurial life, I was terrible at sales. And it's not because I didn't believe in my product. It was because I didn't want to become that guy. You know what I'm talking about? That slick closer, that relentless person that doesn't take no for an answer. I told myself if my product was good enough, I wouldn't need to sell. So I avoided sales completely and my business suffered because of it. It's actually a miracle I didn't go out of business. Honestly though, I was resisting because I thought selling was convincing people to buy things they didn't really need. I thought it was pressure. I thought it was persistence and persuasion and just being, you know, somebody who had the gift of gab. I thought the best salespeople were the people that can talk anyone into anything. Everything I believed about sales was wrong. So in this episode, I'm going to give you a real masterclass. Everything I know about what works when it comes to sales. By the end of this episode, you're going to be better at sales than 99% of the rest of the world. Because some simple principles that you will learn and implement immediately. Welcome back to the $100 MBA Show. I'm your host, Omar Zenhom, where I deliver practical business lessons 3 times a week, Monday, Wednesday, and Friday to help you start, grow, and scale your business. If this show has helped in any way, it would be amazing if you could drop us a quick review on whatever app you're using to listen to this podcast right now. It helps me and my team bring new episodes every week, and more importantly, more entrepreneurs will be able to discover our podcast so you can help someone else start their journey. Thanks so much. The crazy thing is that I resisted sales all my life. You know, my dad was one of the best salesmen in the country in the US, and there were so many things he taught me that I just neglected, and then I had to go back to so that I can become better at sales. And I want to share with you some of those lessons, as well as some of the things I learned on my own. The first thing I need to do is I need to get into your brain and rewire the definition of sales. We need to do this because how you perceive sales and what you believe about sales will change the way you approach sales. What I'm about to do, rewire your brain when it comes to sales, is going to make everything easier. It's going to make sales effortless. You're going to make a whole lot more sales because of of it, and you're going to enjoy the process. On top of it, you're going to feel good about what you're doing. If you're new to the show, you probably don't know that my first job was washing cars at the wash bay at the car dealership my dad worked at. My dad was in car sales for most of his adult life. We would drive to work at 9 o'clock every Saturday. I would go wash cars and then he would go sell cars. And my shift ended at 3 PM. The wash bay closed at 3 PM. So I would go up to the showroom from 3:00 PM to 9:00 PM when the dealership closed and just sit and watch my dad sell cars. The first thing I noticed when I was sitting in the showroom is that on the wall there were these plaques and on the plaque they would have the best salesperson of the month and they would like etch their name in the plaque and there'd be a plaque for each year, like '93, '94, '95. There were like 4 or 5 plaques there for, for 4 or 5 years, and my dad's name was almost the only name on that plaque. Literally, he was the best salesman every single month. I think out of the 5 years, there were like 2 or 3 other salesmen that were able to beat my dad when it comes to the number of sales each month. Now remember, my dad is an immigrant from Egypt. English is his second language. He doesn't have the gift of gab, but He knows how people work. And the first thing he taught me was what sales really is. And I'm going to gift you this definition because it's going to change everything for you. So one day after I finished my shift, I saw my dad sell a car and I asked him, how do you get people to buy things? That's the definition I had of sales, getting people to buy things. And he told me, Omar, go down, get me a cup of coffee in the break room, get yourself a hot chocolate. And come back and I want to have a talk with you. I said, cool. I went down to the break room. I got his coffee the way he likes it. A bit of milk, no sugar. Got my hot chocolate, went back to his desk as he was finishing up the paperwork. And he spoke to me and told me, Omar, I don't try to make anybody do anything. Then I said, well, then how do you get anybody to buy? And he said, Omar, I found that you can't force anybody to do anything. Anytime you try to force it, anything in life, it backfires. Then he gave me his definition of sales that changed everything for me. He said, my job is not to make anybody do anything. My job is to help people make a decision. I was like, what? He's like, yes, they come to me. They're not really sure if they even want a new car. If the car they're looking for is the one that's right for them. My job is to help them get to the point where they can make a decision easily. They make the decision, not me. My job is to be consultant, to teach them, to educate them, to give them the information they need so that they can— and I said— make a decision. This is the golden rule of sales. If you can believe this to your core and implement this in every way you sell, then you will win. I found this to be true when I started to implement this mentality. I've made millions and millions of dollars a year in multiple businesses in sales because of this mentality, because I come to sales as a consultant, as sort of a guide, somebody who's going to help somebody make the right decision. Now, sometimes the right decision is not to buy my product or service. And the funny thing is that when I say this to customers, I say, hey, I don't think we're the best fit for you. I think you might need XYZ instead. When I do this, they're like, I want to buy from you even more because of the honesty. And it's like, they buy anyway and they get benefit from it. But again, they're not a perfect fit for my product, but they still enjoy the experience. So this is rule number 1 of today's masterclass. Your job is not to convince anybody of anything. Your job is to help them make a decision. You are not doing your job if they don't make a decision. Right? So even if the decision is like, no, I won't buy your product, that's fine. You help them get to that point. That's your job. Now, obviously we want to make sure that we're attracting the right customers so that when we give them the education, we help them make that decision. That decision is yes more than it is no, but we will get some no sometimes, and that's okay. Now, the reason why this is the golden rule is because it dismisses all the things that people inherently think they hate about sales. They hate the pressure. They hate the fact that maybe they have to say the right things. Maybe they feel like, oh, if I'm not charismatic enough, they won't love me enough to buy the product. All this goes out the window because that's not your job. Your job is not to be liked. Your job is not to convince anybody of anything or to put pressure on anybody. Your job is to ask questions and answer the questions that they have about the buying process, about what's right for them. Whether you're selling lattes, cutting hair, or running a design studio, Square is the easy way for business owners to take payments, book appointments, manage staff, and keep everything running in one place. Take payments at a kiosk, counter, website, or with your phone, all synced in real time. With Square, you can track sales, manage inventory, and access reports whether you're in your shop, on the go, or running things solo. Plus, Square supports every major payment method, including tap-to-pay, and offers instant access to your earnings through Square Checking. And built-in tools like loyalty and marketing help you connect with customers and reward them for showing up again. With Square, you get all the tools to run your business with none of the contracts or complexity. And why wait? Right now you can get up to $200 off Square hardware at square.com/go/ MBA. That's square.com/go/mba. Run your business smarter with Square. Get started today. Today's episode is sponsored by Upwork. If you've been listening to this podcast, you know that I've been banging on about how the fastest growing businesses aren't doing more, they're delegating smarter. Good news. Upwork helps you bring in expert freelance help fast so you can delegate and keep moving. I've been using Upwork for over a decade, and the reason why I love it so much is that it's a one-stop platform to find, hire, and pay expert freelancers across web and software development, data and analytics, marketing, business operations, and more. It's free to sign up and posting a job is easy. Upwork helps you grow your business by giving you fast access to specialized talent across more than 125 categories. So you can fill in skill gaps, launch projects faster, and scale support up or down without committing to full-time headcount. And with Business Plus, you can access the top 1% of talent on Upwork. And with AI-powered shortlistings, you'll get matched to the right freelancer in under 6 hours. No endless searching required. This is why I love it, because you get top talent quickly so that you can keep growing your business. Visit upwork.com right now and post your job for free. That's upwork.com to connect with top talent ready to help your business grow. That's upwork.com, upwork.com. Rule number 2: more questions, less answers. You should be asking more questions in the sales process than you should be just blah, here's my product, here's my service, here's all the features, here's all the wonderful things they could do for you. That is not what you should be doing because your job is what? To help them make a decision. And you can't know if the decision is right for them if you don't ask them questions. Let me give you an example. When somebody would come and buy a car from my dad at the dealership, he would ask them a very blunt question. Why are you here? Like, what's wrong with your car right now? Why are you looking to shop for a new car? First of all, it's refreshingly honest and people are like, "Oh, no one's really asked me this question." Well, you know, I'm kind of like sick of my car and there's a few things I don't like. And he'll ask, "Well, what are some of the things you don't like about the car that you have right now?" See how he's just asking questions because he doesn't know anything about the person in front of him. He wants to find out what their values are. He wants to find out what they care about and why are they in the market to buy something in the first place. So the customer would answer and say, Well, I actually don't love the stereo. It sounds kind of bad. I love music and, you know, the speaker system is not so wonderful. Also, you know, the gas mileage is really bad and gas prices are going up. I really would love a car that had better mileage. I also just got a dog, so I'm looking for something with a little bit more space in the back, maybe a hatchback trunk that would allow my dog to come with me on trips. Now, if you haven't noticed, this is gold. This is absolute gold in sales. Why? Because now you have information about what the customer actually cares about, what they actually value, what they actually need. And it all starts with asking questions, just like my dad did. Now, my dad showed them a car. He didn't show them every feature. That would take hours. Okay. There's like 1,000 different new features on this car. So he only focused on the features that matter to the customer. So he showed them the stereo because They love music and they don't love the stereo in their current car. He showed them the fact that, hey, this car does amazing gas mileage, just 32 miles per gallon or whatever it might be, right? How much does your car— your car does about half that. Okay, so you're gonna be saving double money, right? And check out this hatchback trunk. Okay, see how it opens automatically and the dog can kind of sit here and you could still see the dog from inside the car. He focused on the things that actually matter to the customer. He didn't talk about the wishbone suspension Or, you know, the 0 to 60 time of the pickup of the car or the paint job, right? Because the customer didn't really express any interest or care about those things. Okay. You focus on the things that mattered. Now, if I'm going to break this down, what you want to do in any sales situation, whether you're on a webinar, whether you're on the phone, whether you're in person, you want to ask questions to find out what the values are for the customer, right? What are the problems that they currently have that need solving? Why do you want to ask these questions? Because you want to show them how your product or service solves their specific problem. That's where the education comes. That's where you help them make a decision. And that's where it becomes a no-brainer for the customer to say, hey, I have problem 1, 2, 3. You just showed me that your product solves problem 1, 2, 3. I did this for years on webinars. I had a webinar software called Webinar Ninja. And guess how I sold that software? On webinars, right? So it was very meta and it was a good chance for me to show the software off. But one of the things I did at the start of the webinar is I would go into the chat or go on video and say, hey, put in the chat right now, what are your biggest challenges with running webinars right now? I remember I'm selling software to help them run webinars. And then in the chat they would say things like, oh, it seems complicated. I'm not a tech person. They might say, I don't know how to create a landing page. To grab the registrants, to get people to register. They might say, I don't know how to follow up with my registrants after the webinar. And I would take note of all these pain points, all these problems. Why? Because when it's time for me to demo my software to my audience so that they could be interested in making the decision to buy, I would show them how my product solved those issues. I'd show them, hey, see Webinar Ninja, you create a webinar in 10 seconds, literally. Here we're going to go 1, 2, 3, 4, and they would see how fast it was and how easy it was. So you don't need to be a tech expert. I would show them how we had templates for the registration pages and how beautiful they are and how you can customize them with your brand colors. They'd be like, oh cool, this is easy. That solves that problem. That problem in my head, that box gets ticked in my head now. Right? What's the other problem? Oh, follow up on email. Well, we have actually an automatic follow-up system that goes out to all your registrants. So you don't have to worry about that. It sends them the replay. And even your offer if you'd like to. But again, I wouldn't be able to know what to show them if I didn't ask them what they're struggling with, what their problems are. And that is the key to helping people make a decision and make more sales, is to solve the specific problems that your customer has with your product or service. I just want to take a quick pause, a quick pulse check to see how is this episode going for you? Is it gold for you? If so, I really think you should hit subscribe because we have an upcoming episode that I'm working on that you're going to absolutely love with Ramit Sethi, New York Times bestselling author Ramit Sethi, star of the Netflix show How to Get Rich, Ramit Sethi. Okay. And we discuss at length an incredible question: is starting a business really the best way to get rich? Because that's how Ramit got rich. But is that the best solution or the best way to get rich for everybody? Hit subscribe so you don't miss that episode when it drops. Golden rule number 3: No is not the end. Okay? Many people that do sales are in sales. They hate the word no. They think no is rejection, no is failure. What I found after 20 years of entrepreneurship is that no almost never means never. It usually means no for now, or not in this way, or not at this price, or not at this level of the trust that we have so far. I found that when somebody says No, in a sales conversation, it's because of 4 things. Number 1, I don't fully understand the value. I don't fully get what I'm getting in this transaction. Number 2, I don't trust this enough, or I don't trust you enough yet. Number 3, the timing isn't right, right? It just doesn't work out for my life at the moment. And number 4, the price doesn't justify it. By the way, each of these are addressable, not by arguing, and not by pushing harder, by asking questions. Again, questions are your friend. Questions like, "I completely understand. What's holding you back?" That one question can turn a dead end into a conversation where you can find out if they have a reason why it's a no and if you can solve for that reason. Sometimes you can't solve for that reason, and that's okay. A good example of this is that they might say, "Well, your product is $2,000, and I just don't have that kind of money right now." And they may not know that you have a payment plan. You might be like, well, can you afford $200 a month? Because we have a payment plan for $200 a month for 12 months. So it's good to understand why they're saying no, because maybe there's something that they don't know that you can solve that can turn that no into a yes. And I find that this is more frequent than you think. This actually happens a lot. And I want you to maybe reframe it or even ask it from a place of curiosity, a place of, I want to see if I could help. Rather than just being like this relentless salesperson. Now I'm going to tell you something. Even after asking these questions and seeing if you could solve some problems, and sometimes you just can't, right? And the no is a no, and that's okay. I've had people on my sales webinars where they did not buy and they would come back to my next sales webinar the next week and then the next week and the next week for months. They would be on the same webinar, the same workshop. I've had people attend 7, 8, 9 of these webinars and then buy. Sometimes they just need a little bit more time, a little bit more information. They needed to maybe hear things in a certain way. Maybe they just wanted to build that relationship and trust with you. Listen, we live in a really, you know, crazy world and people are skeptical. Okay. It's okay if it takes them a few times and a little bit more exposure to who you are and what you're all about. In order for them to be convinced that they want to buy from you. Listen, buyers have options. So it's okay if it's a no. Often I would say 90% of the time it's just no for now. And I'm more interested in the relationship I'm building with my audience so that when they are ready to buy, they don't go shopping around, they come back to me. And that's the key. You can't make anybody buy anything. Okay. Anybody who convinces you otherwise is a charlatan, and it's going to actually hurt your reputation if you pressure people because one, it's going to result in a chargeback, which means they call their credit card company, say, hey, I don't want this charge on my card. I got forced into this. You're going to get bad reviews. You're going to get a lot of complaints and you don't want that. What you want to do is you want to build a relationship with your audience so that when people are ready to buy and you have given them all the information they need to make a decision, they're ready to make that decision and they buy. They'll come back to you over and over again because they see you as a trusted advisor, somebody that they can actually work with. I've had so many customers, countless. I'm talking about like hundreds and hundreds of customers that have messaged me and said, "I've been wanting to buy your product for years, but the timing wasn't right. My circumstances weren't right. I couldn't afford it." All these other reasons. And they said, "When I finally could do it, I didn't hesitate, went right back to your website and bought from you because I felt indebted because of all the information, all the help that you gave me all throughout the years. That's the value of building a relationship with your audience and not trying to just sell everybody and make that quick sale as fast as possible. We buy from people we trust. That's the bottom line. Even companies, even large companies. Why do you buy Apple products, for example? Because At some level, you trust that Apple's going to deliver on their products, that it's going to be a valuable product, that it's going to be reliable, that if something goes wrong, I can go to the Apple Store and they're going to fix it for me. So work on building that relationship and that trust so that you never actually have to push anybody into anything ever. This is the part of the masterclass where I'm going to get extremely practical. And here's something that most people will not tell you. Sales is a numbers game. Okay. You have to understand that the more you try, the more successful you will be. The more people you expose your products and services to, the more likely you're going to sell more of your products and services. It's just how it is. They call sales a contact sport because the more contact you make, the more you sell. So if you feel like sales are stagnant, then kick up some dust, make more contact, run more live webinars, run in-person workshops or meetups, do some Facebook or Instagram Lives, put up some more content on social media or on YouTube or whatever you might be. Get out there and expose the value that you offer the world more and more, and you will get more people reaching back to you and be interested in what you are all about and what you sell and what you can offer. And as you do that, you are going to have more chances at bat, more chances to help people make a decision. And what I found after years of sales is that for every 5 attempts, I get a yes. That means for every yes, there also comes with 4 nos. Okay. So remember that if you want to get a yes, if you want to get a sale, you just need to approach 5 people at least. That's the question that I have discovered throughout years and years of sales is that if you're genuine about this, if you're genuinely curious about helping people and helping them with your products or services and you're approaching people that are a good fit for what you offer, you're going to find that you're going to get a yes for every 5 attempts. And that's okay. And I find that this is really applicable in a lot of ways, whether it's on a webinar, whether it's on email, whether it's on an ad that you run on Facebook. That, you know, 1 in 5 people are going to say, yes, I want to sign up for that. Or yes, I want to, you know, join your email list. And when you see it that way, the energy completely changes. You realize, okay, no is going to be part of the game and that's okay. Not everybody's going to be a yes. I know that every time I want to get a yes, I'm going to get a few more nos than yeses, 4 on average for every yes. But that's okay because that means there's always going to be a yes on the horizon. The last piece of the masterclass is follow-up. Listen, you don't need to be annoying to follow up, but you need to follow up. Okay? Studies consistently show that majority of sales happen after the fifth contact. The fifth. Why? Because people are busy, that people have other distractions. There's other things in their inbox. There's other people that are blowing up their phone. Okay? So Don't just send out your proposal or send out your quote and just wait. Follow up and try to follow up in more than one way, like email, try message, try phone call. When somebody calls me to follow up, I actually appreciate it because I'm a busy person. I'd rather just wrap this up quickly in 5 minutes while I'm driving. I found that when you get ghosted, meaning you get silence on the other side, like you send an email, no one replies, it's very rarely disinterest. It's often just they're busy. Think about your own life. You are busy. I found that 30% of all my sales come from follow-up. I saw this clear as day when I was selling with Webinar Ninja. I used to have follow-up email sequences after the webinar. 30% of all my sales came from way after the webinar. We're talking about 2, 3 weeks after the webinar, following up with the people that attended. Are you happy to give up 30% of your sales? No, of course not. You're leaving money on the table. So follow up. It's part of that building that relationship and being a trusted advisor. Today, I don't hate sales. I actually really embrace it. Love it. It's a chance for me to help people. Don't fall into the trap thinking that sales has got to be this pushy, manipulative way of doing business. No, that's not what you want to do. What you want to do is help people, what? Make a decision. That's all you got to do. Hopefully this masterclass was helpful. I wanted to share with you everything that's actually important when it comes to sales. Everything else you're going to learn on your own. Okay. And it's okay because the fundamentals I just gave you are going to take you to another level and it's going to give you enough sales for you to have momentum and get those muscles flexing, you know, those sales muscles flexing and understanding, hey, as long as I'm helping people make a decision, and I'm helping solve people's problems, I will be of value and I will continue to sell. Thanks so much for making it to the end of the episode. If this episode changed the way you think about selling, you're going to love another episode that we recently published. If you're thinking about creating a digital product, it's called The Beginner's Blueprint for Building a Digital Product That Actually Sells. So if you want to build like a course, a coaching program, a software, templates you want to sell, Whatever that might be, a digital product, then you're going to absolutely love that episode. Check it out because we just recently published it and it's getting a lot of buzz. So go ahead and I'll see you on that one and on the next one. Take care. If you found today's episode helpful and you want more practical business lessons to help you start, grow, and scale your business, the best thing you could do is subscribe to this podcast. Hit subscribe or follow on your favorite podcast app, the one that you're using right now, whether it's Apple or Spotify or wherever you listen to podcasts. By hitting subscribe, you get our next episode automatically, and it's the best way to support the show. It's absolutely free, and it's a way for you to commit to growing your business. And now that you subscribed, I'll check you in the next episode.
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