Sales Leadership Techniques

7 out of 10 of my projects start with fixing what most people ignore. This includes: - making copy easier to read - making images informational - making product name impactful Simple, but yet forgotten. In this post, using URturms example, I'll be sharing 11 underestimated changes that can increase your website sales. 1. Adding breadcrumbs. Important if you drive ad traffic to the PDP directly. They take shopper to the parent category page. Reducing bounce rate. 2. Adding a badge. Like "Bestseller", "Most Loved", "Few Left". This reassures the shopper that they're making the right decision. 3. Making images easier to swipe. Add a sneak peek of the next image along with navigation dots that show the count. Cap them at 8. 4. Making the product name impactful. Add key USPs. Show your current product name to 10 people. Do they understand what it is? 5. Add a short description below product name. Keep it in 1 line. Highlight it's most important feature here. 6. Consider adding an offer close to price. This motivates the shopper as they see some potential savings or benefit. 7. Highlight key product strengths in bullets or with icons. Avoid sentences. Keep this before the add to cart CTA. 8. Keep your add to cart CTA full width. Don't combine it with quantity or another CTA next to it. Make sure it's readable and prominent. 9. Highlighting shipping time or return policy below the CTA. This solves for common questions - when will I get it? can I return it? 10. Cross-selling complementary products. Like bottoms with tops. Earrings with necklace. Do this close to the add to cart CTA. 11. Adding 'Benefits' to your accordion. This gets a higher click through rate, while helping shoppers understand why they should buy this. Other UX/UI changes I did: - Removed quantity button - Made the information bar non-moving - Removed log-in, moving search next to cart - Changed the font for product name and CTA - Increased font size in places for better readability Found this useful? Let me know in the comments! P.S. If you want to maximize your PDP’s potential, start by understanding your visitor's behavior and the gaps. Get heat maps for your site (Microsoft Clarity is free). Observe what they like to (and don't like to) interact with.

In 27 months, we grew Retention.com from $1M-$13M ARR with only 1 salesperson (me) doing 1,000's of sales calls. Here are my 10 biggest pieces of advice for any startup who wants to book and close more sales calls: 1. Ask for 15 mins, but book 30 When booking a meeting outbound, you have a better shot at getting a meeting by asking for 15 mins than 30. You may have piqued their interest but with a busy schedule, they are going to weigh learning about your business vs their time. Ask for 15 but send a meeting invite for 30.  If they can’t do the full 30, they will let you know, but from my experience, this rarely happens. 2. Tell your story People remember a story more than a product  Figure out your short story that you can tell prior to getting into the product pitch. How does your story connect to your business / product? 3. 5X5 Pitch Keep your product deck for your initial call to 5 slides / 5 minutes and make sure you answer any of the common questions you get from prospects. You can always book a follow up call to share more detail once you hook their interest. 4. Always Be Pitching Take control of the call and the sales cycle. You will only learn what does and doesn’t work by actually pitching.  5. Tell a customer story Again, people remember stories more than they do stats. Tell a story of a customer before implementing your product and the business outcome after implementing it. Don’t just talk numbers. Talk about how people felt, what they said, etc. 6. Create Urgency Attach an incentive if the deal is done by the end of the week or month.  (Example: 20% more credits or a 15% discount)  This also sets you up well for follow up as it now makes them feel like you are on their team to try and help them get the deal in for their benefit. 7. Land and expand We all want to close the big ACV deals, but the truth is most buyers don’t want to make a big commitment without seeing how your product works. Find a way to get them on for a small $ amount, with the plan to expand if the product meets their expectations. 8. Opt-Out Period Reduce buyer friction by offering a 90 day opt out period if you are trying to close 12 month agreements. It shows confidence that your product will drive the results you say it will. 9. Deck Recap Create a 1-2 pager highlighting the most important parts of your sales deck that you can send via email after every call (even if they don’t ask for it). The prospect won’t remember all details from the call, so this gives them something to look back on and will help sell internally if other stakeholders are involved. 10. Video for FAQs Create short form talking head video answering all FAQs. This will add value in your follow up, show you listened to the questions they had and that you care about making sure they understand the answers. It also helps internally as others will likely have the same questions as the person on the phone. Have questions about how to book/close more calls? AMA anything 👇

Most AEs lose deals because they can't build urgency. They find pain. They demo features. They quote price. But they never answer the million-dollar question: "What happens if we do nothing?" Here's how to build the cost of inaction (and close more deals): 1. Find a metric that's suffering. Pain without numbers is just complaining. You need something measurable: • Revenue lost per month • Time wasted per week • Customers churning per quarter If they can't give you a number? Ask who can. 2. Reverse-engineer the cost of waiting. I once had a VP of Sales want $10K off a $50K deal. He said: "We'll wait until January when hiring ramps up." So I asked: "How many reps are you hiring in January?" "10 reps." "How long to ramp them?" "4 months." "What's each rep worth when ramped?" "$40K ARR." 3. Do the math out loud. "So if you're one month late on those 10 hires... That's 10 reps × $40K = $400K knocked off your annual plan. You want $10K off. But waiting costs you $400K. Which sounds more expensive?" He signed at full price. 4. Make the invisible visible. Customers aren't thinking about compound costs. Your job? Bring the horse to water and make them drink. Show them what "doing nothing" actually costs. 5. Use this exact question: "What metric is suffering as a result of that problem?" If they can't answer, ask: "Who would know that number?" Now you're opening doors to power. The cost of inaction drives your timeline. Not discounts. Not "budget cycles." The fear of losing $400K while trying to save $10K. 💡 What's the biggest "cost of inaction" you've ever built? P.S. These 7 strategies will help you CLOSE more deals in a GTM crisis: https://lnkd.in/d_DkYTSH

For my first 16 years in tech sales, I averaged 240K/year W2 income. In my last 4 years, I averaged 720K/year. In order to triple my income, I had to change my sales approach entirely. Here's what I changed: I started using a new approach that I now call Yo-yo selling: 🪀 Yo-yo selling emphasizes starting at the executive level, conducting thorough discovery within the organization, and then returning to the executive with a tailored business case. Like holding a yo-yo, you are constantly in communication with the Executive Sponsor and updating them as you collect information and conduct deep discovery lower down in their organization. You are literally going up and down the organization, but always taking everything back to the Executive Sponsor to surface your findings along the way. Here's a breakdown of the framework: 🎯 𝐈𝐚𝐧 𝐊𝐨𝐧𝐢𝐚𝐤’𝐬 “𝐘𝐨-𝐘𝐨 𝐒𝐞𝐥𝐥𝐢𝐧𝐠” 𝐅𝐫𝐚𝐦𝐞𝐰𝐨𝐫𝐤 This strategy involves a three-step process: 1. Start at the Top (Executive Engagement) Initiate contact with a senior executive to understand their most pressing challenges, the reasons behind the need for change, and the consequences of inaction. If your solution aligns with their needs, secure their sponsorship for further discovery within their organization. To secure the Executive Meetings, it's essential to create a tailored POV (point of view) on where you think you may be able to help them based on your initial research of their highest level goals and priorities. Chat GPT has made this research a LOT faster now. 2. Conduct In-Depth Discovery (Middle Management) Engage with department heads and key stakeholders to uncover the day-to-day challenges they face. Focus on understanding their processes, pain points, and the implications of current inefficiencies. Gather direct quotes and insights to build a comprehensive view of the organization's needs. 3. Return to the Executive (Present Findings) Compile the insights gathered into an executive summary and business case. Present this to the executive sponsor, highlighting how your solution addresses the identified challenges. Tailor your demonstration to focus solely on relevant aspects that solve their specific problems. 🚀 Why It Works 1. Accelerates Sales Cycles: Engaging executives early ensures alignment and expedites decision-making. 2. Builds Credibility: Demonstrates a deep understanding of the organization's challenges and showcases a tailored solution. 3. Facilitates Internal Buy-In: By involving various stakeholders, you ensure that the solution meets the needs of all parties, increasing the likelihood of adoption. I'm pleased to share that that Yo-yo selling was recently awarded as a Top 15 Sales Tactic of All Time by 30 Minutes to President's Club, and I received a cool plaque for entering the 30MPC Hall of Fame. Since I have no chance of entering the Hall of Fame for my baseball or golf game, this is a nice consolation prize 😁

I've analyzed 10,000+ sales calls and discovered something shocking… Elite closers NEVER discount when asked, "Can I get a better price?" While most reps panic and immediately cave, the top 1% have a completely different playbook 👇 Instead, they have a systematic approach that PRESERVES margins while CLOSING more deals. When you're quick to discount, you communicate TWO things that DESTROY trust: 1️⃣ "YOU CAN'T TRUST ME". They'll think: "Why didn't they give me the best price initially?" This makes them suspicious of everything else you've said. 2️⃣ "MY PRODUCT ISN'T WORTH IT". You're telling them you don't believe in your own value. If YOU don't believe it, why should THEY? Before using any strategy, run the objection through my H.E.A.R.T. framework: - H-ear them: "Cari, I appreciate the ask." - E-laborate: "Help me understand why you're asking?" - A-side: “Aside from the pricing, is anything else giving you pause?" - R-eclarify value: "What did you like most about our solution?" - T-ransition: Now use one of these 5 strategies... ➡️STRATEGY #1. THE REDUCTION CLOSE "Let's review everything in your package and remove what's 'nice-to-have' versus 'must-have.' Then we'll recalculate." You're NOT giving a discount. You're reducing what they're buying. Most prospects realize they want everything and end up paying full price anyway. ➡️STRATEGY #2. THE SUBSTITUTE CLOSE "I know we discussed Option X. Another option is Y, it does things 1, 2, and 3 but doesn't have 4, 5, or 6. However, it's $XXX less." Again, NO discount. Just a lower-priced alternative that creates value comparison. When they see what they lose, they often stick with the premium solution. ➡️STRATEGY #3. THE UPSELL VALUE GIVE "I can't discount, but I CAN include Premium Support for 30 days. Normally reserved for our highest tier and costs 30% more." The magic? They often upgrade after experiencing the premium feature! This is my personal favorite with the highest conversion. ➡️STRATEGY #4. THE 3 OPTION CLOSE Present good/better/best options BEFORE the price objection happens. When they ask for a discount, guide them to the lower option. This makes THEM decide between features vs. price. Instead of YOU deciding between discount or no deal. ➡️STRATEGY #5. FLEXIBLE PAYMENT TERMS Instead of cutting price, adjust WHEN and HOW they pay: → Half now, half in 30 days → Payments over 3 months → Net-30 instead of Net-15 One Fortune 500 client increased close rates 32% with this approach alone. ➡️THE LAST RESORT: GIVE TO GET If you absolutely MUST discount, NEVER give without getting something in return: "I can do 10% off if we add 5 more licenses." OR "I can do 10% off if you introduce me to 5 other business owners who could use our solution." You're conditioning how you do business AND maximizing value. — Hey sales pros, want to handle objections better? Go here: https://lnkd.in/g-uJ7ECX

"We're moving forward with another vendor." Every rep's nightmare sentence. I pressed for details. "Their approach felt more open. We actually knew what we were buying into." That stung. I'd shared: ••• Exhaustive feature documentation ••• Dozens of success stories   ••• Complete pricing breakdowns Where'd I go wrong? Days later, I got access to our competitor's sales process. The difference hit instantly: They didn't preach transparency. They lived it. Their follow-up wasn't an email avalanche. It was one collaborative hub where buyers could: ••• Monitor which stakeholders engaged with what ••• See their exact position in the evaluation journey ••• Find materials curated for their unique pain points ••• Manage internal distribution seamlessly My revelation: I was buried in PDFs. They were cultivating partnership. Next prospect, new approach: I built a shared workspace exposing EVERYTHING: → Which team members on our side viewed their data → Critical docs they'd missed → Realistic implementation expectations → Where we excel AND where we don't The buyer's response: "Finally, someone not playing games." Ink on paper in 10 days. Here's what's real: Today's buyers aren't starved for data. They're starved for authenticity. Yesterday's strategy: Bombard with polished assets that sidestep weaknesses. Tomorrow's strategy: Build transparent environments that tackle doubts directly. Your buyers know when something's off. Even when nothing is. Quit running sales like a shell game. Start running it like a glass house. You with me?

I wasted years thinking small talk about weather made me good at sales. My process was embarrassingly simple: Pull up their LinkedIn, scan their last email, then wing it with some chitchat about their location or the weather. I assumed "natural rapport" meant improvising my way through calls. And I was wrong. Truth is, I was resisting structure. I believed scripting meant being robotic and proper preparation would kill authentic conversation. So I kept it casual, kept it flowing, and… kept missing opportunities. Then I started working with a sales coach. Every Wednesday at 10am, I'd get on a call to hear exactly why my approach was wrong. It was expensive, uncomfortable, and exactly what I needed. One day, he caught me using my favorite line (among others) while I talked through a sales call: "Any thoughts on that?" His feedback was brutal: "You're swinging between closed-ended questions that shut people down and questions that leave them hanging. What if, instead, you guided the conversation?" Ouch. Mind blown. He was right. In trying to keep things casual and unstructured, I'd been failing to guide meaningful conversations. My resistance to "scripted" questions wasn't just making my calls superficial—it was leaving both me and my prospects without direction. So we changed… direction: Create and rehearse a flow and replace every closed question with an open one. Instead of "Should I walk you through our services?"   → "What’s the goal?" then… “What’s behind that?” Instead of "Any thoughts?"   → "How would this fit into your current process?" Instead of "Does that pricing work for you?"   → "How does this compare to what you were thinking?" The difference was immediate. Prospects started sharing their actual concerns. Their real budgets. Their true decision-making process. All the things they used to hold back when I gave them an easy "no thoughts" escape hatch. Last quarter alone, we added a record in new MRR—twice our typical close rate. Sales cycles that used to drag on for 8 months now wrap up in 4. But the biggest change is that I finally see sales calls for what they *should* be: guided conversations with clear direction and open ended questions, *not* let-me-wing-this-trust-me-I-got-this improv sessions. The beauty of this approach is that it's not in any way manipulative or calculating. When you introduce structure and direction, you're also helping prospects quickly decide if what you have to offer is what they actually need. Everyone wins. P.S.   Try this today: Take your most common closed question and flip it into an open one, directing one. You'll be amazed at what people tell you when you stop giving them permission to say nothing.

This is the advice I wish I had be given early on as a financial advisor. Here's some insight and top tips I've gathered during my last 18 years as a financial advisor and what I wish I would have known when I started. As a young advisor I was taught about the products I could sell and how to become a master at cold calling. I was taught that if I called X times, got Y appointments, I would close Z sales and make a lot of money. And sure, this is all true, but very little time was spent on the value of deeper conversations and learning the meaning behind the money of our clients. Here's what I learned the hard way that led me to great success (top 5% of ~11,000 agents nationally) ✅ Listen more than you talk ✅ Show people you listened by repeating back, in-depth, what they are telling you is important to them without a product agenda in mind! ✅ Quickly find commonalities with the people you're meeting with ✅ Talk about how Solution X = Outcome Y and tie it back to your client's hopes, dreams, and goals ✅ Don't rely on the "illustration" to close the sale for you ✅ Know your crowd; i.e. don't wear a suit and tie to meet with a dairy farmer Can a financial advisor find some level of success by focusing on selling financial product X over and over again? Sure, but most times this will limit your production and growth long term. In fact I've seen many advisors crash and burn using this Product model. The above tips might take a little more time to build up the steam you're looking for, but it's worth it. I remember our weekly sales meetings where I had very little to report early on, but then all of a sudden I was the one with the most production and people were asking me how I did it. Here's to teaching you how to fish instead of giving you one! What tips would you add to support the younger generation of advisors trying to grow? #financialadvisors #success #tips

Nobody tells you this about enterprise sales The biggest deals are lost in the first 5 minutes. Not because of your pitch. Not because of your price. Not because of your product. But because of the language you use. Here's what I discovered after analyzing 1000+ sales calls: The higher the deal value, the simpler the language needed to win. Example: $5K deal (Lost) Rep: "Our value proposition addresses critical pain points in your tech stack integration, offering seamless scalability..." $50K deal (Won) Rep: "We help companies stop losing customers due to slow website loading times." See the difference? I tested this with a struggling SaaS team: Before: Complex sales language - 22% close rate - 108-day sales cycle - $127K average deal After: Plain English only - 41% close rate - 71-day sales cycle - $198K average deal Simple change. Massive impact. The truth is, every exec can smell rehearsed "sales talk" from miles away. Want to close bigger deals? Drop these phrases: - "Value proposition" → Say how you help - "Pain points" → Say what problems you solve - "ROI analysis" → Say how much money they'll make - "Scalable solution" → Say how you grow with them - "Best-in-class" → Say why you're better Top performers don't sound like salespeople. They sound like trusted advisors who happen to sell. Start talking like a human. Watch your deals grow. What's the worst sales jargon you've heard lately? P.S. If you need help with your sales, send me a message Let's talk about finding your breakthrough strategy

Most people fail in sales. Because nobody ever taught them the real skills. → The skills that close deals. → The skills that build trust. → The skills that put food on the table. I’ve mentored reps for years, and I see the same mistake again and again: People chase features, tricks, and hacks, but ignore the fundamentals. Here are 11 sales skills you need if you want to stop losing deals 👇 1. The Prospecting Rule of 10 You give up too early. Great reps push through 10 touches (email, call, LinkedIn, video). Persistence beats talent every time. 2. The Silent Close Ask your question. Then shut up. Silence creates pressure. Pressure forces truth. Truth closes deals. 3. The Value-First Formula Nobody cares about your product. They care about their problem. Teach them something new → you win trust. 4. The No-Fee Boundaries Discounts don’t win. They cheapen. Hold your price = hold your worth. Respect drives revenue. 5. The 30-Second Pitch Reset If they look lost, stop. Simplify. Restart. Confused minds never buy. 6. The Rule of 3 Questions Before pitching, ask 3 open-ended questions. Diagnosis before prescription. Urgency comes from discovery. 7. The Story Sell Humans buy stories, not features. Keep it short. Keep it real. Stories stick. 8. The Champion Method Find the person who will sell for you when you’re not in the room. Champions close deals. Not reps. 9. The Confidence Posture Stand tall. Speak slowly. Breathe deeply. Confidence builds credibility. Credibility builds trust. 10. The Follow-Up Framework Most reps stop too soon. 80% of deals close after 5+ touches. Fortune lives in the follow-up. 11. The Pipeline Truth Stop lying to yourself. Sandbagging kills trust. Healthy pipeline = healthy career. 👉 None of these are taught in school. 👉 All of these decide whether you win or lose. And that’s why so many sales careers stall. If you’re in sales, save this post. If you lead a team, share it with them. Because mastery of these 11 skills = the difference between an average rep and a top 1% earner.