Is there such a thing as natural sales talent? Are top-level sales professionals born that way? Do they possess a gift from God that powers their ability to close sales? On this Money Monday, I answer these age-old questions. For the Love of the Game When I was 9 years old, after going to the Masters tournament with my Dad, I cut a limb that was shaped like a golf club from a tree, dug holes all over our backyard, and started playing “backyard golf” with a wiffle ball. I loved my little backyard...
Jun 16, 2025•12 min
“I can’t do that.” How many times have you said those four words when facing a challenging sales situation? It could be picking up the phone to make that intimidating cold call. It could be asking for the close with a high-value prospect. If you say ‘I can’t do that,’ guess what? You’re absolutely right. You won’t. But here’s what’s surprising: The solution is simpler than you think. https://www.youtube.com/watch?v=ddjRyIHq6LA The Wisdom That Sounds Ridiculous (Until It Changes Everything) Thirt...
Jun 12, 2025•52 min
Here’s a question that exposes one of the most dangerous myths in modern sales: How do you set the right pipeline creation target to consistently hit quota? That’s exactly what Maryellen Soriano from New Jersey asked when she called into Ask Jeb. After crushing 134% of quota in her first year selling EdTech solutions—transitioning from owning her own childcare center to selling back into that same industry—she was being told she needed 11X pipeline to maintain her success. If that number made yo...
Jun 10, 2025•22 min
Have you ever been working on a deal where you had this feeling, this intuition, this Spidey sense—something in the back of your mind telling you that this wasn’t going to close? That you were going to waste your time? Maybe you had one of the stakeholders who was against you—an enemy. There was a naysayer who kept calling you out. Perhaps the stakeholders weren’t engaged, or the incumbent vendor was so integrated into the organization that it would be very difficult to displace them. Whatever t...
Jun 09, 2025•9 min
Your sales team just closed a $50K deal. Marketing takes credit because the prospect downloaded three whitepapers. Sales takes credit because they nurtured the relationship for six months. Meanwhile, you’re wondering why this kind of success feels so random—and why similar prospects are slipping away. Companies with misaligned sales and marketing teams waste more leads and see annual revenue decline. But businesses that achieve true alignment? They close more deals and grow revenue faster year-o...
Jun 05, 2025•27 min
Here’s a question that’ll make your head spin: What do you do when your top performer is crushing quota but not hitting a required talk time KPI? That’s the question posed by Josh Robich and Josh Nelson from Nashville. Josh Nelson ranked 18th out of 130 reps in his first full year at a new company, but he was consistently falling short of the company’s sacred talk time metric of 3 hours per day, averaging only 2.5 hours instead. Meanwhile, his company is obsessed with using talk time as its prim...
Jun 04, 2025•15 min
If you are spending more time staring at your windshield instead of looking into your customers’ eyes, you are doing field sales wrong. Over the past couple of years, there’s been a resurgence in field sales. Businesses everywhere are adding field salespeople and sending representatives out into the territory to meet with customers face-to-face. And for good reason—human beings buy from human beings. The most powerful way to anchor relationships, solve problems, and sell more is to get in front ...
Jun 02, 2025•13 min
AI isn’t here to replace you; it’s here to boost your game. Used wisely, AI can be your secret weapon. AI is everywhere: in social selling, content creation, automation, to say the least. Here’s the double-edged sword: If you’re trying to outsource everything to AI, you won’t last. If you’re stuck in the old ways, refusing to adapt, you’ll get left behind. Top performers are integrating AI into their workflows to make their human skills even sharper. They know AI is the edge they need to rise ab...
May 30, 2025•1 hr 15 min
If you’re in field sales, you know the reality: You spend hours every week sitting behind the windshield, staring at traffic that’s moving at the speed of molasses. Whether you’re dealing with Atlanta’s notorious I-285 parking lot or any other major city’s rush hour nightmare, that windshield time is either making you better or making you bitter. Recently on the Ask Jeb segment of the Sales Gravy podcast , Jacob Kimrey asked about helping his field sales team maximize their productivity while st...
May 28, 2025•11 min
Most value propositions stink. They’re boring, generic, feature-heavy garbage that make buyers’ eyes glaze over. And the worst part? Most salespeople don’t even realize their value proposition messaging is hurting them. On this week’s Sales Gravy Podcast , Lisa Dennis breaks down her process for building value propositions that actually work—the kind that grab buyers by the heart and don’t let go. But before we get to the solution, let’s talk about why most value propositions fail miserably. Rea...
May 23, 2025•48 min
Jon Buehler from Jacksonville asks: “How do you maintain the consistency and intensity with prospecting? I find myself doing these sprints to get momentum, but struggle to keep that momentum going for long, sustained periods of time.” Jon’s question gets to the heart of one of the most significant challenges in sales: maintaining disciplined, consistent, daily prospecting over the long haul. It’s a challenge that plagues even experienced sales professionals. In this Ask Jeb article and Sales Gra...
May 20, 2025•8 min
On Sunday, Scottie Scheffler won the PGA Championship at Quail Hollow. Looking at the final scoreboard, his five-stroke victory seemed like total domination. But I was there on the ground, and what I saw wasn’t domination. It was something far more valuable for you as a sales professional and has everything to do with success. What I witnessed was a master class in mental resilience. And in this Sales Gravy podcast and article, I’m going to break down exactly how Scheffler’s approach to adversit...
May 19, 2025•14 min
Sales is a trust game. Always has been; always will be. It’s not about features, price points, or flashy presentations. It’s about conviction. And conviction is born from trust: deep, unshakable trust across four critical fronts. Ignore even one, and you’re leaving deals on the table. The First Deal You Close Every Day is YOU Before you ever make a cold call , send an email, or walk into a meeting, you’ve got to sell you to you . Self-doubt is a silent killer. It creeps in, erodes confidence, an...
May 15, 2025•55 min
Brian Kemski wants to know how to stop prospects from ghosting him. He asks a question that plagues salespeople everywhere: “What can I do about prospects who go through the process, seem interested, and then disappear into the witness protection program after I give them my information?” If you’ve been in sales for more than a week, you know exactly what Brian is talking about. You have a great discovery call, you build rapport, you send over your proposal or pricing…and suddenly—radio silence....
May 14, 2025•10 min
Your quota doesn’t take a summer vacation, so your pipeline-building efforts can’t afford to either. This is a reality check. Summer is coming fast, and if you don’t get your pipeline positioned for success now, you’ll be scrambling come mid-July. The summer sales slowdown is a documented phenomenon across almost every industry. According to data from HubSpot, prospecting response rates can drop by as much as 25% between June and August. Appointment conversion rates decline by similar percentage...
May 12, 2025•8 min
Here’s a hard truth most salespeople never hear: The most dangerous thing you can do is think like an employee. On this week’s episode of the Sales Gravy Podcast, business consultant for entrepreneurs David Neagle says: “You’ve got to see yourself above the place that you actually want to accomplish.” The highest-earning reps? They think like owners. They take responsibility for their number, their mindset, and their mission. They don’t wait for leads to be handed to them or settle for “good eno...
May 08, 2025•38 min
Tyler Goss, from Tampa, has two critical sales questions: 1) How do we achieve those “crazy” prospecting numbers I talk about in my books? 2) When should a lead become a pipeline opportunity? In this podcast, I break down these answers in plain English. When to Create a Deal: Finding the Sweet Spot There’s no shortage of opinions on when to create a deal in your CRM. Some sales leaders will tell you to create a deal before you even make the first call (ridiculous). Others won’t let you create on...
May 06, 2025•16 min
During a practice round at a major golf tournament recently, one of the players hit an exceptionally beautiful shot. A fan in the gallery exclaimed, “Man, I wish I could hit a shot like that!” The player walked over to the fan and said, tongue-in-cheek, “No, you don’t.” The fan looked confused. “What do you mean?” The player replied, “You don’t want to hit a shot like that because that means hitting a thousand balls a day, every day, for the next 20 years. That’s what it takes to hit a shot like...
May 05, 2025•14 min
Here’s the brutal truth: Self-awareness is the ultimate sales skill. We obsess over skills like closing techniques, objection handling, and prospecting cadence. But self-awareness is the real make-or-break. Self-awareness is the lever that separates ethical, high-performance sellers from out-of-touch order takers. If you’re not self-aware, you’re leaving money on the table and damaging trust. Sales Without Self-Awareness is a Wrecking Ball Let’s get honest. Lack of self-awareness is a deal-kille...
May 01, 2025•33 min
If you’re doing any kind of cold calling or prospecting, you’ll eventually hear this objection: “I’m in a meeting right now.” Paul Wise, a heavy cold caller from Normandy, France, targets product managers at software companies and says that nine times out of ten when he gets a decision-maker on the phone, they claim to be “in a meeting.” Three Ways to Handle the “I’m in a Meeting” Prospecting Objection As I explained to Paul, how you respond in that moment can make or break your opportunity to m...
Apr 29, 2025•12 min
Self-talk, what you say to yourself internally, manifests itself in your outward attitude and actions. As any elite athlete will tell you, the mental games you play with yourself between your ears will make or break you. When all things are equal, mindset is one thing that separates winners and losers. This is one of the reasons that I love golf so much. Once you understand the basic mechanics of the golf swing the only thing that really matters is mindset. On every shot your ability to focus, c...
Apr 28, 2025•14 min
Let’s kill the myth: sales coaching isn’t just for newbies or underperformers. It’s for closers, leaders, and the ones who want more—more pipeline, more wins, more control over their career. If you’re in sales, you need coaching . Period. This isn’t feel-good fluff. Sales is a performance sport. Every high-performance athlete has a coach, and every inspiring performer has a mentor for a reason. Everyone, and I mean everyone , needs a coach. From the elite to the desperate, everyone can benefit f...
Apr 24, 2025•43 min
Kyle, a field sales rep from British Columbia, is struggling with a common prospecting challenge: how to consistently prospect when you’re constantly on the move. Kyle’s situation likely resonates with many of you in outside sales. He described his typical day—starting at job sites at 7:30 AM, running between appointments, sending proposals from his truck, and working from Starbucks in between meetings. Sound familiar? He had read my book, Fanatical Prospecting , where I advocate for dedicated t...
Apr 23, 2025•13 min
On this Money Monday, we’re going back to Augusta where Rory McIlroy finally won The Masters and in doing so gave us 5 lessons for chasing and achieving dreams. It wasn’t pretty. It wasn’t clean. It was gritty, emotional, and one of the most unforgettable moments in sports history. Rory stepped onto the first tee looking calm, focused. Like a man who’d been here before, and this time, was ready to finish it. He was 12-under. Two shots clear. It was his tournament to lose. Then it unraveled almos...
Apr 21, 2025•8 min
You crushed your quota. Commission check hits the account. Your first instinct? Celebrate! You earned it, right? Not quite. You’ve earned a reward, sure. But if every check disappears faster than a cold call prospect can hang up the phone, then you’re just renting a lifestyle. Here’s the truth: Top sales pros don’t just sell like professionals—they manage their money like professionals. They know the high of a commission check can’t replace long-term financial freedom. I’ve got the financial low...
Apr 17, 2025•53 min
Ross from Houston faces a common challenge in channel sales: how do you create brand preference for your product when you’re selling through distributors who carry multiple competing lines and competitors who undercut your price? His company builds industrial dust-collection equipment and ducting, but they don’t sell direct—meaning they rely heavily on distributors, contractors, and engineers to choose their brand over cheaper alternatives. Below, you’ll find key insights on how to drive more “p...
Apr 16, 2025•17 min
There is a big challenge in today’s marketplace that’s popping up left and right for sales professionals—Decision Deferment Objections. If you’re running into stakeholders who say, “Let’s just hold off a bit,” “We need more time,” or “We want to wait until the market settles,” then we’re going to dive into why this is happening and, more importantly, how you can handle these sales objections with confidence and skill. Turbulent Times Breed Buyer Fear The market is swinging like a pendulum on ste...
Apr 14, 2025•12 min
Everybody wants the hacks. The quick fix. The shiny new tool. The LinkedIn post that magically draws leads like moths to a flame. But let me give it to you straight: Sales isn’t won with hacks. It’s won with habits. And the habits that win are the ones most reps abandon the minute things get uncomfortable or boring. If you’re not hitting your number, it’s probably not because you need better leads, better tech, or better timing. It’s because you’ve drifted from the basics. https://www.youtube.co...
Apr 10, 2025•38 min
Steve from Portland, Oregon, faces and an all-too-common consultative selling dilemma: how to sell to prospects who claim they already know everything, have already “done the research” and question what value he can bring. In this Ask Jeb episode we break down what true consultative selling entails, how to detach from “always be closing,” and why being a genuine expert is more vital now than ever. From Information Scarcity to Information Overload Not long ago, salespeople had the upper hand simp...
Apr 08, 2025•17 min
We are coming off of a week that can only be described as a stock market bloodbath—amping up uncertainty and making selling even harder. As the new tariffs imposed by the US government were announced, kicking off what is expected to devolve into a global trade war, the Dow Jones plunged by over 2,200 points, the S&P 500 lost more than 10%, the Nasdaq entered into a bear market and more than $6.6 trillion dollars were wiped from the US stock market in two days. These losses compounded in mark...
Apr 06, 2025•7 min
