Revenue Leaders
by By CoachPilot.com
Real conversations with leaders building predictable, profitable revenue. Learn how to generate more pipeline, close bigger deals, and grow without burning out your team.P.S. Get free access to 157+ business templates, frameworks, and AI chat prompts at: https://coachpilot.com/vault
Episodes
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We Analyzed 100 Lost Deals. Here's What Actually Killed Them | Sales Pipeline | Ep 356
Most sales teams study their won deals. But the real lessons in your sales pipeline are hiding in the deals you lost, and the data is uncomfortable. In this episode of Revenue Leaders, Dave and Luigi dig into what lost deals reveal. In one recent CRM audit of hundreds of deals, around 62% of lost...
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“SEO Is Dead”… The Reality of SEO in 2026 | AI Search & GEO (Ep 355)
AI search has changed how buyers find you, and most businesses haven't noticed their inbound is quietly drying up. Alejandro Restrepo is GM Australia at StudioHawk, the largest SEO agency in the country. His position on "SEO is dead" is blunt: it's more alive and more important than it has ever...
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If Your Rep Is Failing, That's On You"… The Reality of Sales Performance in 2026 | B2B Sales |Ep 354
Sales leadership has a brutal maths problem. The average tenure of a chief revenue officer is about 18 months. Andrew Wildblood ran a $7 billion business at Telstra and led teams across 20 countries. He now advises companies on how to grow. In this episode he explains why sales leadership roles...
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"More AI Tools Means More Sales"… The Reality of AI in Sales in 2026 | Ep 353
AI in sales is supposed to speed your team up, so why is your sales tech stack slowing them down? In this episode, David and Regan unpack what happens when a revenue team buys every tool on the market and still can't move deals forward. They walk through a company that just closed a massive…
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Why Average Reps Stay Average (And The 1% Don't) | Revenue Leaders | EP 352
Master sales coaching that actually moves numbers. Learn why the top 1% of sellers coach themselves while average reps wait to be told what to do 🎟️ Apply for free access to the community session slide deck: https://tally.so/r/Pd09y0 Most sales training assumes coaching comes from above. It...
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Sales Negotiation Skills: The Truth About Big Discounts in B2B | EP 351
Negotiation skills most buyers never actually learn, that's the gap this episode fills. Sellers go in prepared. Buyers usually don't. Regan and Dave break down the exact negotiation tactic she stole from watching a Grant Thornton partner in a room, and used to turn a $500,000 quote into a hard...
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Why Signal-Led Outbound Beats Mass Sales Cadences | EP 350
What if your outbound strategy is actually making prospects ignore you? Instead of putting 1,000 prospects into a sequence and hoping someone replies, focus on identifying real buying signals and triggers, researching the prospect, and reaching out with a relevant point of view. In this episode…
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AI in Sales: 95% of a Seller's Research Is Already Automated | EP 349
AI in sales is the topic every rep is quietly worried about, and this episode flips the usual format to actually ask it out loud. A salesperson interviews the founder to find out if AI in sales will genuinely replace the job, or just parts of it. Dave and Regan break down what's actually…
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Sales Forecasting: Why "I Never Lose a Deal" Is a Lie | Ep 348
Sales forecasting breaks down the moment a rep refuses to log a lost deal. This episode covers the exact red flags to listen for on a forecast call, including a rep who claims a 90% win rate simply because they never mark anything as lost. Regan and David break down what actually separates an...
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The Stakeholder Mistake That Kills Six-Figure Deals | EP 347
Decision makers are the reason most six-figure deals quietly die. This episode breaks down how to map your buyer's decision makers before you ever get to proposal stage. David and Regan unpack what actually happens when a deal has only one contact: it looks great right up until that person's...
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Why Most Partners Fail at Business Development | EP 346
Business development is where even the most technically brilliant partners quietly fail. Regs has trained hundreds of partners across accounting, law, and engineering, and he says 80% of lateral partner moves fail to grow their book within 18 months. In this episode, Dave and Regs break down why...
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"B2B Outreach Is Dead"… The Reality of Sales Outreach in 2026 | 3 Hard Truths | EP 345
Cold calling isn't dead, that's the biggest myth in B2B sales right now. We pulled our three most-watched cold calling and sales outreach episodes and found three hard truths about what actually works and whether or not cold email is dead in 2026. Truth 1: Cold calling still works. We called...
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The Sales Leadership Lesson Hiding in a Career That Started With Selling to Eat | EP 344
This is a sales leadership story that starts nowhere near a boardroom. Before running commercial strategy for one of the world's largest logistics companies, Travis Brooks-Garrett had to sell just to get by. Travis is VP of Commercial at DP World, moving roughly 10% of global trade through its...
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The Document That Wins 80% of Deals After a Discovery Call | Ep 343
Most reps end a discovery call and just send over their notes. That's the mistake. In episode three of this mini-series, Luigi and Regan break down how to deliver a discovery call brief that actually moves deals forward — not just documents the conversation. What you'll learn: → Why a raw meeting...
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The Discovery Call Question That Kills Trust | EP 342
Winners don't ask more questions in discovery. They ask fewer — and go deeper. In episode two of this mini-series, Luigi and Regan break down the art of the discovery call question: which ones build trust, which ones create defensiveness, and why the single most common question type sellers reach...
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What Your Prospect Knows Before You Say a Word | Ep 341
Discovery call questions matter, but most reps get the sequence wrong. The meeting is actually won or lost in the first few minutes, before a single discovery question gets asked. In this episode, Luigi and Regan launch a new mini-series breaking down the exact process from initial meeting to...
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Launching CoachPilot: The AI Sales Coaching Tool That Actually Works | Ep 340
AI for sales is everywhere right now, but most of it is noise. This episode is about what actually works: AI sales coaching that lives inside a rep's daily workflow instead of sitting unused in a Google Drive. After 18 months of building, Dave, Luigi and Regan officially launch CoachPilot on this...
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The Modern Outbound Motion That Actually Gets Meetings | Ep 339
Most outbound motions are built the same way: build a big list, blast everyone, hope something converts. It doesn't work anymore — and Regan and Luigibreak down exactly why. In this episode, they unpack the modern outbound motion they're building at CoachPilot — how they monitor 2,200 companies…
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Your Sales Reps Are Spending 60% of Their Time Not Selling — Here's How to Fix It | Ep 338
According to Salesforce, 60% of a sales rep's time is not spent selling. If you've got someone on $200K, a significant portion of that salary is going to admin — not revenue. In this episode, Dave and Regan dig into the most offensive stat in sales right now, where that time is actually going…
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How to Scale a SaaS Business in an Industry With No Websites | Ep 337
How do you sell software to an industry where Google Maps and Sales Navigator don't even work? Freddy Galindo built Sprint Suite, a SaaS platform for mining contractors, after watching his family's mining services business get buried in spreadsheets and manila folders. Today he breaks down how to...
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LinkedIn Killed My Reach — So I Did This Instead | EP 336
You've been posting. Building followers. Showing up consistently. Then LinkedIn changes the algorithm — and overnight, your reach drops to nothing. In this episode, Dave and Regan expose the uncomfortable truth about building your brand on a platform you don't own — and the real strategy that's...
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"Let Me Think About It" Means Your Discovery Call Already Failed | Ep 335
"Let me think about it." Every salesperson has heard it. Most accept it. Almost none of them know what it actually means. In this episode, Dave and Regan break down the most feared phrase in sales — why it almost always signals something you did wrong earlier in the conversation, and the one...
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Why 44% of Reps Quit After One Follow Up — And How to Fix It | Ep 334
80% of deals require at least 5 follow ups. 44% of salespeople quit after the first attempt. That gap is where your pipeline is bleeding — and most reps don't even know it's happening. In this episode, Dave and Regan break down the follow up epidemic, why sequences die after touch two, and the...
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Sales Tactics That Give Buyers the Ick — And What to Do Instead | Ep 333
Ever been on the receiving end of a terrible sales pitch? Dave and Regan have — and in this episode, they're calling all of it out. As buyers who get sold to constantly, they rate the sales tactics that give them the ick, break down exactly why each one doesn't work, and give the remedy for every...
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The Discovery Call Questions That Actually Close Deals | Ep 332
Most salespeople are still asking "why" questions. Buyers are getting defensive before the conversation even starts — and deals are dying because of it. In this episode, Dave and Regan break down the exact discovery call framework that top B2B closers use to open buyers up, extend conversations...
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Sales Targets: The Debate Dividing Sales Leaders Right Now | Ep 331
Should salespeople have targets? One LinkedIn post divided thousands of sales professionals — and we finally break down who's right. In this episode, Dave, Regan, and Luigi tackle one of the most controversial topics in modern sales management: whether removing revenue targets and replacing them...
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Why Your Sales Onboarding Is Costing You More Than You Think | Onboarding Ep 1
Most companies think they've nailed sales onboarding. They haven't. Research shows SaaS onboarding takes 5.7 months on average — not 3. For complex sales like professional services or financial services, add another 40% on top of that. Most businesses are ramping their salespeople wrong, and the...
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The B2B Client Acquisition System That Actually Scales (Mini Series Wrap-Up)
Most B2B sales teams are fishing in the same pond with the same tools as every competitor. The difference between winning and losing isn't the tech — it's the system. In this mini series wrap-up, Dave, Regan, and Luigi reunite in the room to break down the complete client acquisition system…
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Cold Outreach Secrets That Close B2B Deals (Sales Psychology Masterclass)
Most sales teams don't lose deals because they lack talent.They lose because there's no real system connecting ICP, outreach, discovery, and close. In this special mini series recap, we pulled the best moments from all five episodes of our client acquisition series — giving you the complete...
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B2B Sales Qualification: The Framework Top Closers Use to Protect Pipeline & Close Faster (Mini-Series #5)
Most B2B sales pipelines don’t fail because of weak leads. They fail because sales teams qualify the wrong opportunities too late. In this episode, we break down the exact sales qualification framework top closers use to identify real buyers early, avoid pipeline inflation, and run stronger...
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The 60/40 Rule Top Salespeople Use to Close High-Ticket B2B Deals | Client Acquisition Series #3
Most high ticket B2B sales don’t fail because of price. They fail because the conversation structure breaks down early. In this episode, we break down a practical 3-stage framework for high ticket sales that improves your sales discovery call, strengthens qualification, and makes objection…
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Why Most Outreach Fails | Trailer | Client Acquisition Series #3 |
Most outreach fails before a real conversation even begins. In Episode 3 of the How to Get Clients mini-series, Georgia Watson explains why traditional outreach strategies are no longer effective — and what high-performing sellers do differently to get responses from busy buyers. Instead of…
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Cold Outreach Emails That Actually Get Replies | Cold Email Outreach Strategy | Client Acquisition Series #3
old outreach emails don’t work the way they used to. Most cold email outreach today gets ignored because buyers receive hundreds of messages that all sound the same. The problem isn’t outreach itself — it’s how cold outreach is being done. In Episode 3 of the How to Get Clients mini-series…
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Why Your Ideal Customer Profile Matters More Than You Think | | Client Acquisition Series #2
Most businesses struggle with growth not because they lack effort — but because they lack focus. When you try to serve everyone, your messaging becomes generic, your positioning weakens, and your sales conversations lose impact. In this episode, we break down why defining a clear ideal customer...
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The Client Acquisition System That Makes Sales Predictable | Client Acquisition Series #1
In this episode of the Revenue Leaders Podcast, we break down how to build a client acquisition system that helps businesses generate predictable revenue and consistently win new clients. Many companies struggle with sales not because their product is weak, but because they lack a structured…
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5 Brutal Sales Mistakes That Cost Teams Deals | Best of Revenue Leaders Podcast
Sales is full of advice — but most teams only learn the real lessons the hard way. In this special episode of Revenue Leaders, we break down 5 brutal sales lessons most teams learn too late — from cold calling myths to sales conversations, proposals, and building systems that actually win…
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Winning Proposals: How to Structure Deals That Actually Close | Ep 323
By the time you submit a proposal, you’ve already invested significant time and resources. So why do so many proposals still fail? In this episode of Revenue Leaders, we break down what makes a winning proposal — from clearly articulating the problem statement to mapping current state, future...
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Turn Conversations Into Deals: Creating Qualified Opportunities | Revenue Leaders | Ep 322
Most sales meetings don’t turn into real opportunities. They stay surface-level. In this episode of Revenue Leaders, we break down how to turn conversations into deals by structuring discussions properly and creating qualified opportunities instead of casual meetings. You’ll learn: Why most sales...
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Stop Leaving Money on the Table: Land & Expand in B2B | Ep 321
Winning new customers is exciting. But real revenue growth often comes from expanding the accounts you already have. In this episode of Revenue Leaders, we break down how to stop leaving money on the table by using a land and expand strategy to grow revenue from existing customers. You’ll learn:...
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How to Win More Clients with a Simple Sales System | Ep 320
Most companies don’t fail to win clients because of their product. They fail because they don’t have a system. In this episode of Revenue Leaders, we break down how organizations win more clients by building a clear, repeatable sales and go-to-market process. You’ll learn: Why reactive selling...
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How Revenue Leaders Use Partnerships to Build Predictable Growth (Ep 319)
Most revenue leaders chase numbers they can’t actually control. The best ones build systems that compound. In this episode of Revenue Leaders, we break down why revenue is a lagging indicator — and how partnerships and ecosystems are becoming the most reliable way to drive predictable B2B growth....
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Why Deep Discovery Wins Deals (Not Price) | Ep 318
Most deals aren’t lost because of price. They’re lost because sellers rush discovery. In this episode of Revenue Leaders, we break down a real deal win where deep discovery, buying-group alignment, and a slower sales process beat larger, more established competitors. You’ll learn: Why deep...
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How Top Sellers Reverse Engineer Their Sales Year | Revenue Leaders Ep 317
Most sellers don’t miss their targets because of effort. They miss them because they don’t plan the work behind the number. In this episode of Revenue Leaders, we break down how top sellers and sales leaders reverse-engineer their year, map activity to targets, and remove guesswork from…
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Train or Fire? How To Handle Underperformance | Revenue Leaders Ep 316
Most sales teams don’t have a training problem. They have a performance decision problem. In this episode of Revenue Leaders, we break down whether sales leaders should invest in underperforming reps, when training actually works, and when it’s a waste of time. You’ll learn: Why training only…
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Why Deals Stall After You Send the Proposal | Revenue Leaders Ep 315
Most deals don’t die at the start. They die after the proposal is sent. In this episode of Revenue Leaders, we break down why qualified deals stall, why buyers get overwhelmed, and what sellers must do differently once a proposal is on the table. You’ll learn: Why post-proposal is the most...
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“Cold Calling Is Dead”… The Reality of Cold Calls in 2026 | Revenue Leaders Ep 314
Most sales reps are told the same thing every year:“Cold calling is dead.” But the truth is more uncomfortable — cold calling still works in 2026, if you understand timing, relevance, and buyer psychology. In this episode of Revenue Leaders, we break down the reality of modern cold outreach and…
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How Top Reps Book Meetings in 15 Minutes | The Secret They Actually Use | Revenue Leaders Ep: 313
Most reps think buyers ignore them because “the market is quiet” or “it’s December.” In reality, buyers don’t respond because your message has no clear purpose, no relevance, and no reason to care right now. In this episode, we break down: The #1 reason buyers ignore your emails, calls and…
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Why Most Sales Teams Target the Wrong Customers | Revenue Leaders EP01
Most sales teams think they have a strategy problem — but what they really have is a targeting problem, a culture problem, and a misalignment problem that quietly kills pipeline long before a rep picks up the phone. In this episode, we break down: • Why your ICP is unclear (even if you think it’s...
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New Season Coming Soon
New Season Coming Soon
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#311: (Part 2) How You Sell Is More Important Than What You Sell
In this episode, we sit down with Michael , Chief Sales Officer at NHP Electrical Engineering, to explore why the way you sell is as important—if not more so—than what you’re offering. Drawing from his own journey from engineering to sales leadership, Michael sheds light on approaching customers...
About this show
Real conversations with leaders building predictable, profitable revenue. Learn how to generate more pipeline, close bigger deals, and grow without burning out your team.P.S. Get free access to 157+ business templates, frameworks, and AI chat prompts at: https://coachpilot.com/vault
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