Kyle Deering

To all SDRs or anyone entering B2B sales, read this post to avoid falling into common traps. 1. The most successful AEs I have met were the best SDRs. 2. SDRs who didn’t excel in the role and are now AEs are still struggling to generate their own pipeline. 3. AEs who skipped the SDR role, often due to an MBA or strong interview skills, fear switching jobs and roles without inbound leads. They’ve never faced the grind of building a pipeline from scratch, filled with rejections. 4. AEs who have never been an SDR majorly rely on their SDRs or Inbound leads from marketing to help them build pipeline and if any Quarter they don't get inbound or enough meetings from SDRs they sh** in their pants. 5. When these AEs become managers, they often question their team—"Where are the numbers?" or "Why isn’t there a pipeline?"—instead of guiding them on building it. Lacking experience in pipeline generation, they fail to lead by example and eventually lose the respect of their team. Learn the art and science of being an SDR and excel at this job at any cost, you will never have to look back or depend on anyone for pipeline EVER. Prospecting and Generating Pipelines is fundamental to Sales whether you are an SDR, AE, Sr Manager, or VP if you don't know how to do OUTBOUND you will continuously live a sales life of fear and anxiety. So SDRs ask yourselves do you want to be such AE and Managers in the future who depend on others to determine their performance and faith or would you like to own your job? #sales #prospecting #outbound #pipeline #sdr #ae #b2b #saas

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I agree with my Silicon Valley buddy, Nick Mehta, CEO of Gainsight on this. ⚙ Why? One of the things I always say is that, "It all starts with sales." 🤔 Without sales, there is no company. The better the sales org operates, the better the company will do. So why not optimize and unify the sales organization by having the CCO report to a CRO (rhetorically asked). 📈 It's a great way to ensure that customers are delighted post-sales and that they keep coming back. 🤝I've seen this configuration foster a cohesive strategy for maximizing customer satisfaction and revenue growth. This alignment ensures that customer-focused initiatives are deeply integrated into the organization's broader revenue strategy, enhancing the effectiveness of both functions. 🙌 It seems to promote a unified approach to identifying and capitalizing on customer insights, ensuring that customer needs are addressed proactively. This reporting structure also facilitates better communication and coordination, leading to more comprehensive customer engagement and streamlined decision-making processes. 💪 I believe this configuration strengthens the organization's ability to enhance customer experiences and drive sustainable revenue growth, contributing to long-term business success. #leadership #management #sales #innovation #venturecapital

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Most sales leaders focus on their top performers. But your best reps will crush quota whether you help them or not. Here's the uncomfortable truth about scaling revenue... Your top 10% will succeed despite you. They'll figure out how to sell your product and close deals even if you give them zero support, no collateral, and an undefined ICP. But you can't build a scalable revenue engine on top 10% talent alone. It's just math. Even with a rigorous interview process and strong recruiting brand, our 12-month retention rate at Levelset was around 55%. And that was GOOD. The key to scaling isn't finding more unicorns. It's raising the floor for everyone else. That means writing down exactly what success looks like. Not just hoping good people will "figure it out." I learned this the hard way. For the first 4 years (or so), we closed deals almost in spite of ourselves. No real sales playbook. No defined process. Just talented people working hard. When we finally documented our exact process - from first touch to close - our ramp time plummeted and consistency shot up. The uncomfortable truth? Most founders spend way more time recruiting than preparing to train and support their hires. Your playbook doesn't need to be fancy. Start with one document: "How to Run a Demo." Make it painfully detailed. Your top reps will hate it. Your new reps will love you for it.

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Is Salesforce losing its grip on sales enablement? Every day, more companies are shifting sales operations to tools like Apollo, Salesloft, and Outreach. But here’s the paradox: Salesforce is still the source of truth, where the top and bottom of the funnel align in one place for reporting and insights. Yet sales teams are adding more tools, creating a sprawling tech stack—and everyone loses with sprawl. Here’s why: 🚩 CFOs don’t want to pay for sprawl. More tools mean more costs, more integrations, and more data silos to manage. 🚩 CEOs don’t care what tools are involved; they want clear insights into what’s driving revenue and closing deals. 🚩 CMOs need visibility into the middle of the funnel to understand what’s working and what isn’t in real time. But with data scattered across multiple platforms, that visibility fades fast. The reality? There are no winners with sprawl. It creates disconnected data, bloats budgets, and makes alignment across teams harder. So why keep adding more tools? Keeping everything in a core CRM is simpler, cost-effective, and keeps your teams aligned around the metrics that matter. Curious—how is your organization handling this growing sprawl? Let’s discuss 👇

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“Two-thirds of the money we’re spending right now in sales is not productive.” This is from Sam Jacobs, the CEO @ Pavilion. Good Sales Enablement can help solve this problem. Here are five things you can enable on *today* that can help solve this problem: 1/ How to expand deal sizes in your current funnel 2/ Deep dive on how to beat your #1 competitor 3/ Best practice sharing on successful outbound tactics between SDRs and AEs 4/ Enabling your CS team to find upsells and collaborate with AEs 5/ Better second-call execution (presenting solutions/demos) What else would you add to this list?

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How can you be more strategic in RevOps? - Move from report jockey to strategic advisor? Here’s a tangible example: - Suppose we’re running a Pipeline Council meeting... - We start showing CQ pipeline and forecast are on target Then, we show the pipe gen for the next quarter is not on track. Here’s how we could tackle the conversation: 𝗪𝗵𝗮𝘁 𝗮𝗿𝗲 𝘄𝗲 𝗮𝗻𝗮𝗹𝘆𝘇𝗶𝗻𝗴? - This slide shows our pipeline for next quarter. - Current progress is $1M against a target of $3M - We’re behind pace to hit that $3M target on time. 𝗪𝗵𝗶𝗰𝗵 𝗞𝗣𝗜 𝗶𝘀 𝘁𝗵𝗶𝘀 𝗿𝗲𝗹𝗮𝘁𝗲𝗱 𝘁𝗼? - This will impact one of our major KPIs… - New business bookings for next quarter.” 𝗔𝗿𝗲 𝘄𝗲 𝗮𝗵𝗲𝗮𝗱 𝗼𝗿 𝗯𝗲𝗵𝗶𝗻𝗱? - We have about 40 more days here - To increase our pipeline generation - In order to close the gap we have today 𝗪𝗵𝗮𝘁 𝗶𝘀 𝘁𝗵𝗲 𝗶𝗺𝗽𝗮𝗰𝘁? - If we stay at the same pace - We’ll likely only reach $2.2M in pipeline. - We would likely miss next quarter’s revenue targets. 𝗖𝗮𝘂𝘀𝗲 𝗼𝗳 𝘁𝗵𝗲 𝗽𝗿𝗼𝗯𝗹𝗲𝗺: - We can see the issue is in the enterprise segment. - We’re creating about 1/3rd the opportunities we need 𝗦𝘂𝗴𝗴𝗲𝘀𝘁𝗶𝗼𝗻 𝗼𝗳 𝗮 𝘀𝗼𝗹𝘂𝘁𝗶𝗼𝗻: - We’d suggest having a 2nd meeting - Looping in marketing and field sales - To brainstorm a one-off campaign here - And how we can close this gap together 𝗢𝗽𝗲𝗻 𝗶𝘁 𝘂𝗽 𝘁𝗼 𝘁𝗵𝗲 𝗴𝗿𝗼𝘂𝗽: - Other ideas to beef up pipe gen in the next 40 days? This is the fundamental difference in being strategic - We’re identifying a root issue and a potential solution - We’re making it easy for leadership to respond to this data - Not asking them to analyze data and make conclusions alone But what do you think? What would you add here? 🤔 More on this in in yesterday’s 📰 𝙍𝙚𝙫𝙊𝙥𝙨 𝙒𝙚𝙚𝙠𝙡𝙮 📰 Get it here: https://bit.ly/4cDUcVO ✌️

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New sales ops hires have no idea what they are getting into with Salesforce. Here's why: Imagine you’re building a deck. And you are given the keys to a Home Depot. You have access to unlimited equipment and supplies. But you get no instructions on what deck you are building or how to build it. This is what situation most sales ops roles are in with Salesforce. Without training in its full capabilities, admins will be stuck and overwhelmed. This is why I created the Salesforce Accidental Admin Accelerator for sales admins. I recently did a webinar on YouTube that talks about how we are helping SalesOps and sales administrators with Salesforce. You can view it here: https://lnkd.in/g297XegA

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The value of an SDR team is not just booking meetings. 🤩 It’s creating positive brand impressions with buyers. 🤝 It’s providing critical connective tissue between sales & marketing. 💪 It’s cultivating an internal talent bench. This is what the best-in-class teams do. This is what great leaders strive to create. This is not replicable with AI SDRs. ——— I’m (obviously) a proponent of leveraging AI – the right way. I believe in AI-powered SDRs who incorporate AI into their day-to-day to increase their span of control and pipeline productivity. I believe human buyers want to interact with human sellers. As long as those human sellers truly understand them and have something valuable to offer. Sadly, this approach seems to be getting rarer and rarer. Our goal with Copy.ai is to reverse this trend and pull people and companies toward a different future. Let me know if you want to chat about creating this future for your org. #gtmai #sales #sdr

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Dear fellow salespeople: If you have friends, family, clients, or colleagues in the LA area, please extend a little extra kindness right now; they’re likely not doing okay. Press pause on calling your California prospects and instead take a moment to check in with them. A quick message or thoughtful gesture can go a long way in offering support during tough times. Let's prioritize empathy and genuine connections in our work. After all, sales is not just about closing deals; it's about building relationships that matter. Stay safe, everyone 💜

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AEs & SDRs - if you’ve never seen what a B2B buyer/prospect’s inbox looks like, try this. Tomorrow AM, open your personal email inbox around 10 am. You’ll probably see anywhere from 50-150+ unread emails. What do you do next? Do you open each individual email? Or, do you scan your inbox view, looking for clues to what you can mass delete, without opening? What clues tell you that you can delete an email without reading it? What clues tell you that you should open an email? Now, imagine this is your prospect’s business email and this happens every hour. Often, they’re lucky to have 2 mins in between meetings. They’re scanning the inbox to see if there’s anything important they need to read. Subject lines like “Enhance Your Productivity with ACME” or “Revolutionize Your Sales with/ Acme AI” rarely make the cut. Because it’s obvious to the reader that it’s a cold email. Just like it’s obvious to you that those “Don’t Miss Out - Limited Spots!” or “Time Sensitive Matter” emails from a random Emily Jane are junk mail, too.

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If you are an SDR manager, you can help your team get meetings by responding to the outbound you're receiving from other vendors. Ask the SDR who is emailing you if they use anything for revenue intelligence [obviously insert your category] and go from there. Find out the information, and then give it to the lowest performing rep on your team for an easy win. Here's the email you can draft for your SDR: "Hey VP of Sales, I spoke with my manager who mentioned you were using XYZ already, she talked to John (one of your SDRs) who gave us the tip. Would you be willing to have someone on your team evaluate us as an alternative?" ^^ It sets. Try it! #sdrlife #sales

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When RevOps is really just SalesOps (And the CRO is really just the VP of Sales) 𝗦𝗔𝗟𝗘𝗦 𝗘𝗡𝗚𝗜𝗡𝗘 - Closing deals should work - Clear pipeline management process - Forecasting is as accurate as possible - But everything before & after is an issue 𝗠𝗔𝗥𝗞𝗘𝗧𝗜𝗡𝗚 - Has different goals - Maybe the target is MQLs - Has their definition of MQLs - And their definition of SALs, SQOs - Has systems with different metrics - Their reports don't match sales' reports - Leads routed from one system to the next - With lots of things falling through the cracks - Classic case of marketing/sales misalignment 𝗢𝗨𝗧𝗕𝗢𝗨𝗡𝗗 - Do SDRs report to marketing? - If so, we're misaligned there too - The goal may be meetings booked - So AEs have lots of leads and meetings - But maybe not the ones they really need - The ones that convert to pipeline/revenue - We have more misalignment & finger pointing - Do SDRs report to sales? - What content do they have? - What events and assets do they share? - What visibility do they have into engagement? - How does marketing align with their outreach? 𝗢𝗡𝗕𝗢𝗔𝗥𝗗𝗜𝗡𝗚 - Sales is paid to close deals - How do they hand off customers? - What is the onboarding process? - Who builds/maintains that process? - What is done if sales drops the ball? - What is done if sales overpromises? - How are incentives and comp aligned? 𝗥𝗘𝗧𝗘𝗡𝗧𝗜𝗢𝗡 & 𝗘𝗫𝗣𝗔𝗡𝗦𝗜𝗢𝗡 - Which customers are easiest to retain? - Which customers are most likely to churn? - Which customers are the easiest to expand? - How is this data used to improve sales targeting? - How do we maximize NRR if sales is in their own silo? For me RevOps drives value by getting into the weeds and finding ways to generate more revenue with the resources available. That includes SalesOps and optimizing the sales process to close more deals. However, if we stop there we end up with an expensive and inefficient revenue engine with high CAC, high Churn and low LTV. We end up with different departments chasing different goals in different systems with different reports and different definitions of success. What would you add to this? Anything I missed? ✌️

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SDRs can be taught to be AEs SDRs can be taught to be CSMs [shoutout to Eric Partaker for the post inspo] Also... SDRs can be taught to be Managers SDRs can be taught to be Marketeers SDRs can be taught to do almost any role Fact: It's better to hire someone who is 60% ready with the right behaviours. Than 100% ready with the wrong ones. SDRs deserve a chance. Do you agree? PS. Share ♻️ with others in your network. And follow Chris Ritson for more sales content like this.

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The way most SaaS companies structure sales leadership compensation creates inter-team competition in a *NEGATIVE WAY* that costs millions of $’s in revenue and 100’s of hours of headaches a year. Here’s why (and a simple change you can make to fix it): Typically sales managers are compensated on the performance of their direct reports. For example, if their 8 Account Executives crush their targets, the manager's compensation reflects this. This sounds reasonable, right? But what about the rest of the sellers? What about the other 25 Account Executives who need to succeed for your company to hit its growth goals? Sales Managers have different strengths and need to be incentivized to help the ENTIRE sales organization, not just THEIR team. That’s why every time I started a new sales leader role here’s what I did…. I switched the manager comp plan so 20% of their variable earnings were based on the total sales orgs performance, not just their direct reports. I often got pushback, but this simple change always led to stronger collaboration, teamwork, and unity. And helped us avoid account controversy, resentment and entitlement. Sales leaders aren't coin-operated, but they are human and humans respond to incentives. Make sure you're incentivizing the right behavior. And create one team.

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There are two ways to solve gaps in signal-based selling. Only one is guaranteed to work at scale. 1) Revenue Enablement Provide continuous training for (a) every new hire who joins a team and (b) every 6 months to refresh reps on essential information, workflows, and processes. Many factors can impact the effectiveness of enablement activities (from the comprehensiveness of training materials to the trainer’s institutional knowledge, to how closely the individual reps were paying attention that day). Enablement only becomes harder as more people and processes are added to the mix because there are so many moving parts. 2) Revenue Operations Through automation, RevOps can reduce gaps — especially from human error — that cause friction or inaction among reps. Specifically, end-to-end automation. Most common “automations” in signal-based selling usually don’t go far enough. Therefore teams are overly reliant on enablement touchpoints to stay aligned. Ex: A champion moves to a new role and this is automatically updated in Salesforce This automation gets the process from point A to point B, but still relies on multiple human touches from B to Z. End-to-end automation ensures that essential tasks throughout an entire workflow are set up to keep the process moving toward an end goal. It anticipates gaps and opportunities for human error from point A to point Z (meeting booked). Ex: A champion moves to a new role, the CRM record is updated, a rep is notified, and a multi-step persona-specific email sequence is triggered. Would every rep follow this process if it was entirely manual (even with enablement training)? Probably not. That’s why every signal play should be accompanied by clear workflows enabled with end-to-end automation. The play can scale with your team. Signals without action are just noise for reps. Automation guarantees signals get actioned.

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Public PSA to sales reps with EOY: If you’ve already offered your prospect a discount to sign by X date once or twice… and they haven’t… don’t do it again. Your “promotion” lacks all credibility. Value sell, value sell, value sell. Understand your clients timeline from the very first call you have with them. Micro close them every single interaction you have + then hold contract value because you’re actually aligned on the buying cycle and priorities. 😘🚀 #discounts #eoy #sales #accountexecutives #valueselling

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🤯 “Ramping up SDRs, AEs and CS people  takes us no less than 6 months.” 💣 🙈 This is what I heard on a recent demo from  a CRO of a rapidly scaling tech business. 📈 Time to efficiency is a struggle Heads of Sales Enablement and Customer Success are going through across their commercially-driven teams… 📖 At the moment, they expect internal  sales and CS decks, call recordings,  business pitches, etc. should do the job. 🙄 But it doesn’t! 🗓️ They're wasting too much time for people to start performing, closing deals, effectively onboarding customers, reducing churn & upselling… ❌ Sometimes, they still don’t perform... And then guess what? Off leaders go through to recruiting mode again starting from ground 0. 🎯 Hence the need for action-based learning.  Not just passively reading through PDFs  and listening to call recordings. 👨‍💻 Below are some use cases we see our customers here at UJJI AI ✨ leveraging our tech for: 🔸 Business-specific lead gen and outbound 🔸 Pitching quick and easy over the phone 🔸 Delivering demos and answering queries 🔸 Effectively onboarding new customers 🔸 Efficiently implementing product features 🔸 Practising great customer support 🔸 Guiding customers to upselling 🚀 Ultimately, growing tech businesses comes down to predictable new business development, high customer retention and low churn. 💬 So, DM me if you want to see examples  of AI-powered. easy to build and consume knowledge equipping experiences. 👇 Anything to add to this, Sales and CS leaders? Gautam Rishi Rohan Dickinson George Heron Russell Mitchell Callum Hartley Jon Teale James Dixon Seán Colfer Caroline L. Guy Rubin Jake Carter David Muscat Arun Raveendran Steve Eveleigh Ayo Kukoyi,

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How we drove $2.5+ mil in pipe for a 50+ BDR org: Look at a list of key contacts who left their previous company Enrich in Clay with current company, company size Cross reference with Salesforce to see account owners, ROE Check previous, current accounts with Gong AMA to build out an account brief Push into Evabot AI for Sales Outbound 2.0 to build a 100% custom AI sequence BDRs execute Super admins start a new deal cycle $2.8 mil and counting in pipe generated (Granted... 1 mil came from Coca Cola... but if we helped start an opp at Coca Cola, I'll take it)

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