Sales

I was at Starbucks in an airport. Packed. Long line. Only two baristas. After I ordered I said, “Busy day?” She shrugged. “Eh.” So I tried again. “Normal day?” She smiled. “Exactly. Every day all day.” Then I added, “There’s no way I could keep up with all these orders.” And she lit up. That’s called eliciting. I learned it from Chris Voss. You’re not making small talk. You’re not interrogating. You’re making a thoughtful guess about how someone feels. First guess? Miss. Second guess? Hit. And when you hit, they think: “Finally. Somebody gets me.” Same thing happens in sales. Prospect: “I don’t think a tool can handle our commission rules.“ Typical seller: “I understand how you feel. Many people felt the same way. But what they found was that our platform is flexible enough to manage any rules.” Prospect hears: pitch and pull away. Better elicitation: “So you’ve got layers of exceptions, different rates for roles, territories, and special spiffs stacked on top.” Now they lean in: “Exactly. That’s our mess.” Or they correct you. Either way, you’ve opened the door. Because trust doesn’t start with a pitch. It starts when someone thinks: “Finally. Somebody who gets me.” Trust before transaction.

How to sell (without feeling salesy): First, understand the Ethical Wealth Formula: (Value First × Trust Building) × Authentic Positioning  ———————————————————  Frequency of Asks × Pressure Tactics This isn't abstract theory. It's practical math: • Increase the numerator: deliver more value, build more trust, position more authentically • Decrease the denominator: reduce frequency of asks, eliminate pressure tactics • Watch revenue soar while your integrity remains intact Ethical doesn't mean unprofitable. It means sustainable. Principle 1: Value-First Monetization The approach that generates $864,000 monthly without a single "hard sell": • Deliver so much value upfront that buying feels like the obvious next step • Create free content so good people say "If this is free, imagine what's paid" • Solve small problems for free, big transformational problems for a fee Give until it feels slightly uncomfortable. Then give a little more. Principle 2: Trust Through Consistency I've never missed weekly content in 3 years, through vacations, illnesses, market crashes. The trust-building machine that works while you sleep: • Show up reliably when competitors disappear during tough times • Do what you promise, when you promise it • Maintain quality across every touchpoint One founder implemented this and saw conversions increase 74% in 30 days, without changing offer or price. Trust isn't built in grand gestures. It's built in boring consistency, most won't maintain. Principle 3: Authentic Positioning The approach that helped me raise prices 300% while increasing sales: • Own your expertise unapologetically, confidence is not arrogance • Speak to specific problems you solve, not vague benefits you provide • Tell detailed stories of transformation instead of listing features You don't need to be perfect to sell effectively. You need to be authentic about how you help. Principle 4: Invitation Vs. Manipulation The ethical alternative to high-pressure tactics: • Invite people when they're ready, don't push when you're ready • Create genuine scarcity (limited capacity) not fake urgency (countdown timers) • Respect "no" as "not now" rather than objection to overcome My most profitable sales sequence has zero countdown timers, zero artificial scarcity, zero pressure. Ethical selling feels like extending help, not hunting prey. — Enjoy this? ♻️ Repost it to your network and follow Matt Gray for more. Want to improve your sales strategy? Join our community of 172,000+ subscribers today: https://lnkd.in/eTp4jain

We analyzed 4 million recruiting emails sent through Gem. Most get opened. But only 22.6% get replies. Half those replies are "thanks, but no thanks." We dug into what actually works. Here are 8 factors that drive REAL responses: 1. Strategic timing beats everything else - 8am gets 68% open rates. 4pm hits 67.3%. 10am lands at 67% - Most recruiters blast at 9am when inboxes are flooded - Avoiding peak times alone can boost your opens by 7-10% 2. Weekend outreach is criminally underused - Saturday/Sunday emails get ≥66% open rates consistently - Why? Empty inboxes. Zero competition. Candidates actually have time - Yet few recruiters send on weekends. Their loss is your gain 3. Keep messages between 101-150 words - Shorter feels spammy. Longer gets skimmed - You need exactly 10 sentences to nail the essentials - Every word beyond 150 drops performance 4. Generic templates kill response rates - Generic templates: 22% reply rate - Personalized outreach: 47% increased response rate - Even adding name + company to subject lines boosts opens by 5% 5. Subject lines need 3-9 words - Include company name + job title for highest opens - "Senior Engineer Role at [Company]" beats clever wordplay - 11+ words can work if genuinely intriguing, but why risk it? 6. The 4-stage sequence is optimal - One-off emails are dead. Send exactly 4 follow-up messages - You'll see 68% higher "interested" rates with proper sequencing - After stage 4, engagement completely flatlines. Stop there 7. Get the hiring manager involved - Having the hiring manager send ONE follow-up boosts reply rates by 50%+ - Yet most recruiters don't use this tactic - Weekend advantage: Minimal competition for attention 8. Leadership involvement is a cheat code - Role-specific timing (tech vs non-tech) matters - Technical roles: 3 of 4 best send times are weekends - Engineers check email differently than salespeople. Adjust accordingly TAKEAWAY: These aren't opinions. This is what 4 million emails tell us. Most recruiting teams are stuck in 2019 playbooks wondering why their reply rates won't budge. Meanwhile, recruiters who implement these 8 factors see dramatically better results. The data is right there. The patterns are clear. The only question is: will you actually change how you operate? Or will you keep sending the same tired emails at 9am on Tuesday? Your call.

~30% of my pipeline comes from Closed Lost opportunities. So when an opportunity is Closed Lost, don’t let it go cold. If you have a sales engagement tool, set up an automation rule to auto add the primary contact into a Closed Lost Cadence, if not, just do this manually. Here’s an example cadence: 🔹 Step 1 (30 days post-CL) → Manual email (personalised) Summarise their focus, why the deal was lost, and let them know you’ll stay in touch. 📩 Example: "Hey Billybob, really enjoyed working with you and learning more about [initiative], like increasing conversion rates from 12% → 15% and driving $100K pipeline per AE. Appreciate other priorities took precedent, but I’ll stay in touch until timing makes sense". 🔹 Step 2 (55 days post-CL) → Automated email (deposit) Share a relevant resource. 📩 Example: "Pipeline is a challenge for most teams - thought this 30MPC webinar on account segmentation might be useful". 🔹 Step 3 (80 days post-CL) → Evaluate next steps Any team growth? Leadership changes? Priority shifts? No change → Stay in Closed Lost cadence. Key changes → Move to a prospecting cadence & re-engage. 🔹 Step 4 (105 days post-CL) → Phone call + LinkedIn touch (check-in). 🔹 Step 5 (130 days post-CL) → Automated email (new product update). 📩 Example: "See how Salesloft Rhythm incorporates AI into workflows to prioritise prospects most likely to convert into meetings [link]". 🔹 Step 6 (155 days post-CL) → Call (check-in). 🔹 Step 7 (180+ days post-CL) → Final review & decision No movement/changes? Pause outreach or move to a light nurture cadence. New priorities? Add to outbound cadence with a tailored approach. The goal? Stay relevant without being intrusive - so when timing aligns, you’re already on their radar. Are you keeping tabs on your Closed Lost Opps, or letting them slip? #sales #cadences #closedlost

How to Write Cold Emails That Actually Get Replies Cold emailing can feel like shooting arrows in the dark—most get ignored. But with the right approach, your emails can land opportunities instead of in the spam folder. Here’s how: 1. Subject Line is King • Keep it short & personalized (e.g., “Quick Question, [First Name]?” or “Loved Your Work on [Project]”). • Avoid spammy words like “Free,” “Limited Offer,” or “Act Now.” 2. Get to the Point (Fast!) • Nobody has time for long intros. State your purpose in the first two lines. • Example: “Hi [Name], I saw your work on [Project] and found it insightful. I’d love to connect and discuss [Specific Interest].” 3. Personalization Over Copy-Paste • Mention something specific about them—their work, recent post, or company. • Example: “I noticed your team at [Company] recently launched [Product]. The strategy behind it was brilliant.” 4. Value Over Ask • Instead of immediately asking for a favor, show how you can help them. • Example: “I’ve been working on [related topic] and found insights that might interest you.” 5. Clear and Low-Effort CTA • Make it easy for them to respond. Instead of “Let me know when you’re free,” try: • “Would love to chat—does Tuesday at 3 PM work for a quick 10-minute call?” 6. Follow Up Without Being Annoying • If no response, follow up in 3-5 days with a short, polite nudge. • Example: “Just wanted to check if you had a chance to look at my last email. Happy to connect whenever convenient.” Cold emails aren’t about luck—they’re about strategy. Master this, and you’ll turn cold contacts into warm opportunities. Remember one cold email and application on portal made me land up in JPMC. Have a cold email tip that worked for you? Drop it in the comments.

We grew an email list from 0 to 500K subscribers in just 10 months. If I were starting from scratch today, here's exactly how I'd do it again: 1) Nail the Lead Magnet: The fastest way to grow your email list is by offering something valuable in exchange for an email. Think of it like this: people won't give up their email for nothing. Create something they can't ignore: a discount, exclusive content, or a tool they can’t find elsewhere. For us, offering free travel guides was a game-changer. 2) Optimize for Opt-Ins Everywhere: Your website, blog, and even social media accounts should work like opt-in machines. For example: - Add pop-ups and fly outs on key pages. - Place CTAs above the fold. - Use scroll-triggered modals when visitors are engaged. We tested endlessly, and this attention to detail paid off big. 3) Tap Into Paid Growth Early: Ads get a bad rep, but when done right, they’re a growth accelerant. We launched targeted ads promoting our lead magnet and built a funnel that turned traffic into email signups. Paid campaigns helped us scale fast while testing which offers resonated with our audience. 4) Partner with the Right People: Collaborations can grow your list faster than any single effort. Whether it’s co-branded giveaways, email swaps, or shoutouts, find brands or creators that share your target audience. A well-executed partnership will unlock exponential growth. One really unique thing we did: We bought a bunch of viral social accounts and rebranded them for our business. This was huge in kickstarting massive and sustainable growth. And we fast-tracked the social proof we needed to build trust and scale quickly. 5) Focus on Quality, Not Just Quantity: A big list is meaningless without engagement. From Day 1, we focused on high-value emails to ensure subscribers opened, clicked, and stayed. Here’s a pro tip: Consistency wins. Sending emails weekly or bi-weekly keeps your list warm and engaged. 6) Build a Content Machine: Pair email growth with an organic content strategy that feeds your funnel. Blog posts, social media, and SEO aren’t just good for traffic—they create trust. The more valuable content you share, the more people will want to hear from you. 7) Leverage Cheap Marketing Channels in Ways Others Haven’t: This is going to ruffle some feathers but we absolutely dominated cold email for user acquisition. To the tune of 6 figure subscriber acquisition. No one was doing cold email for B2C the way we did it. This proved to be the most scalable yet cheapest acquisition channel we had. — To recap: - Offer something valuable for free to grow your list. - Use every channel—paid and organic—to drive opt-ins. - Build relationships with partners who already have your audience. The result? A system that scales. Your list is the one asset you fully own—start building it ASAP!

I sat down with Lea Algazy, Head of Partnerships at Rep AI, to break down how combining Rep AI and Mailability.io is unlocking 50%+ of total store revenue through email with Klaviyo. The secret? Using Conversational AI data + real-time intent scoring to move beyond static email journeys. Here’s the 3-step strategy powering it: Step 1: Turn live conversations into data-backed email journeys - Rep AI’s chatbot collects emails through natural, high-intent on-site interactions. - Those subscribers are synced directly to Klaviyo, enriched with context and preferences. - Mailability.io applies a real-time Intent Score to each profile the moment they enter your system. Step 2: Score and segment based on real behavior - Every profile is scored individually, not just tagged - That allows brands to: • Re-engage shoppers who chatted in the past but didn’t convert • Identify moderate-intent profiles and warm them up • Pinpoint hyper-engaged users who just need one more nudge to buy - Profiles move in and out of Mailability’s AI segments and AI flows automatically, based on real-time behavior. Step 3: Personalize flows and campaigns at scale - Use the combination of Rep AI’s 500+ chat data points and Mailability’s Intent Scores and smart actions to send the right message, to the right message, at the right time, on autopilot. - Brands are using this to: • Warm up cold profiles and bring them into high-performing AI campaign lists and flows • Increase site activity by 71.5% by sending the right message at the right time • Trigger on-site engagement when high-intent users return, without missing the moment to increase email revenue by 32% It’s not about blasting more emails. It’s about aligning signals across your tech stack and letting real-time behavior guide every send. The full breakdown is in the slides. Curious how this might look inside your Klaviyo account? Let’s connect? https://lnkd.in/dCdwyQ2d

A few words nearly cost me a deal. I thought I was being polite. Friendly. Respectful of their time. But what I said came across as vague, uncertain—and maybe even a little desperate. I had emailed a prospect with: “Just checking in to see if you had any thoughts…” Nothing. No reply. Later, on a call, they told me: “We weren’t quite sure what you were asking for—it felt more like a gentle nudge than a clear next step. In the meantime, we connected with another partner.” That moment stuck with me and changed everything. Since then, I’ve become much more intentional about the language I use and how even small changes can have a big impact. Am I perfect? Definitely not. But I’ve learned that the right words can shift how we’re perceived and how effectively we connect. Here are a few common phrases that may be quietly working against us—and what to say instead: 🔴 “Just checking in / Circling back…” ✅ Try: “I wanted to follow up with something that might support what you're working on.” 💬 Example: “You mentioned [pain point]—I found [insight/case study] that might help as you navigate [challenge].” 💡 Why it works: You’re bringing something to the table—not just asking for attention. 🔴 “Would you be open to…?” ✅ Try: “Could I ask for your help with…?” 💬 Example: “Could I ask for your help in connecting with a few of your peers in other divisions?” 💡 Why it works: It’s confident, respectful, and moves the conversation forward. 🔴 “Feel free to…” ✅ Try: “Here’s my availability—let’s find a time that works for you.” 💬 Example: “Would next Tuesday or Thursday work for a quick touch base?” 💡 Why it works: You’re making it easier to say yes—and showing you're serious. These changes are subtle—but powerful. Words matter. In sales, they can build trust… or create distance. The good news? With a few thoughtful swaps, you can shift from chasing to leading. Ring my bell 🔔 to make sure you see my posts

This is why Gen Z isn’t buying your insurance. It’s not because they’re careless. It’s because they don’t see the value, yet. Here’s what’s pushing them away: 1/ The messaging is stuck in the past. → “Protect your legacy” means nothing to a 25-year-old. → Try: “Cover your rent if life throws a curveball.” 2/ The buying journey feels broken. → Endless forms. No clarity. No control. → They expect to buy in minutes, not sit through a call. 3/ Jargon kills trust. → Terms like “riders,” “cash value,” and “beneficiaries” lose them fast. → Speak like a friend, not a textbook. 4/ They're not scared of risk—they plan around it. → Don’t sell fear. Sell flexibility. → Help them prepare instead of panicking. 5/ One-size-fits-all doesn’t work anymore. → They want plans that grow with them. → From gig workers to digital nomads—lifestyles vary. 6/ They research everything. → If your online reviews are weak or missing, it matters. → Social proof > sales pitch. 7/ Purpose matters more than product. → Show how insurance empowers freedom, not just protection. 8/ They value transparency over tradition. → Break down costs. Show where the money goes. → No fine print. No fluff. If the industry doesn’t adapt, it’ll lose relevance. Not because the product failed But because the delivery did.

One cold email isn’t enough. But most follow-ups are just reminders. That’s why they fail. Here’s a better sequence: Email 1 - problem / insight • Lead with a relevant industry shift or pain point. • End with a low-friction CTA. Follow-up 1 - new angle • Instead of “just checking in,” introduce a different benefit. Follow-up 2 – case study or social proof • Show how a similar company solved this issue. Follow-up 3 – final nudge • Make it easy to say yes: “Worth a quick chat, or should I close your file?” The best cold email sequences build momentum. What do you send in follow-ups?