I Used To Be Crap At Sales

MySalesCoach.com
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Even the most prominent voices in Sales were crap at Sales once. Join bestselling Author, Founder and Sales Coach Mark Ackers as he speaks with successful Sales professionals about their early Sales struggles, and how they overcame these challenges to become the people they are today.

  1. Jul 8

    What Nobody Tells You About Becoming a First Time Sales Manager | EP28 | Callum Mackay

    Most people get their first sales management role because they were good at selling and good at putting themselves forward. Nobody warns them it's a different job - or that the drive that got them there can be the same thing that burns them out. Callum Mackay moved into management early in his career, building and leading sales teams through startup and scale-up environments. He's honest about the whole arc - the buzz of a first sale with a team he built, the imposter syndrome running at 250%, and the year of stress that ended with him being signed off work. 📥 Download the Modern Revenue Leader's Sales Coaching Manual: https://bit.ly/4nyx5m2 🎯 Who this episode is for: You've just stepped into your first sales management role and it's harder than you expectedYou're a strong performer thinking about management and want to know what you're walking intoYou lead sales managers and want to understand the pressure they're actually underYou've felt work stress creep into your body and want to hear someone talk about it honestlyIn this episode, Callum sits with Mark Ackers to talk about the first-time sales manager role and why so few people are prepared for it - the shift from selling to leading, being a coach instead of a hero manager, managing up when the numbers are down, and protecting your mental health while still carrying a target. It's an honest conversation about the parts of sales leadership that don't make it into the job description. 💡 Key takeaways: Putting yourself forward before you feel ready is a career skill - but without healthy boundaries, that same drive is what burns you outYou can think management is about people and coaching, and be blindsided by the numbers, forecasting and diagnostic side that's actually half the jobFeedback is a gift - avoiding difficult conversations early doesn't protect anyone, it just delays the damageIf you could win every deal yourself you wouldn't need a team - being a coach means letting people make mistakes, even when it costs a dealVisibility is real: in the office people see your effort, and when you're remote you have to deliberately share what you're doing or it doesn't countNo job or career is worth your mental or physical health - Callum was signed off work with stress and is honest about what got him there and what got him outFocusing on what you can control, box breathing, walks and talking to someone are simple things that pulled him back from the edge🔗 Connect with Mark Ackers on LinkedIn 🔗 Connect with Callum Mackay on LinkedIn 🔗 Follow MySalesCoach on LinkedIn Like and subscribe for more! www.mysalescoach.com

    What Nobody Tells You About Becoming a First Time Sales Manager | EP28 | Callum Mackay

  2. May 20

    Why the Best Salespeople Struggle Most When They Become Managers | EP27 | John Mason

    Episode 27: Why the Best Salespeople Struggle Most When They Become Managers Most sales managers are promoted because they were great at selling. The problem is that selling and managing are two different jobs - and nobody tells you that before you take the role. 📥 Download the Modern Revenue Leader's Sales Coaching Manual: https://bit.ly/4nyx5m2 🔗 Connect with Mark Ackers on LinkedIn 🔗 Connect with John Mason on LinkedIn 🔗 Follow MySalesCoach on LinkedIn 🎯 Who this episode is for: You've just been promoted into sales management and have no idea what you're doing on a MondayYou're a top performer thinking about going into management and want to know what you're walking intoYou're already in the seat and it's harder than you expectedYou lead or support first-time sales managers and want to understand what they're going through💡 Key takeaways: Imposter syndrome doesn't go away when you get promoted — it resets at the start of every new chapter of your careerTop performers default to "do what I did" when they become managers — it's the only reference point they have, and it rarely worksThe job fundamentally switches from being about you to being about other people — that's a bigger shift than most people are warned about before they say yesMost managers understand their team's motivations at a headline level only — the real motivator is always underneath itThe metrics sales leaders chase most often measure the wrong things — activity numbers don't tell you why someone is strugglingYour first weeks as a manager will involve things nobody put in the job description — and that's normal, not a sign you're failingTraining that feels like a tick-box exercise usually is — real development requires ongoing coaching, not a half-day workshopJohn Mason has been on both sides. He moved from SDR through to heading up business development teams, and he's lived the top performer to manager transition himself — firefighting on day one, carrying a quota while trying to figure out how to interview, forecast, and have conversations he'd never had before. In this episode, John sits with Mark Ackers to dig into the real sales management challenges that come with the first-time sales manager role — and why the sales leadership coaching and development most companies offer doesn't come close to preparing you for it. The sales manager promotion feels like a reward. What it actually is, is a completely different job. Like and subscribe for more! www.mysalescoach.com

    Why the Best Salespeople Struggle Most When They Become Managers | EP27 | John Mason

  3. 11/26/2025

    The '3 Whys' Framework Top Performers Use To Close More Deals | EP26 | Scott Cowley

    Why do top performers consistently close more deals — even when they’re selling the same product, to the same market, with the same tools? In this episode, Scott Cowley breaks down the “3 Whys” Framework — the system elite sellers master that most reps never even think about. Top performers don’t win because they have better personalities, smoother pitches, or clever hacks.They win because they deeply understand the three questions every buyer must answer before they ever commit: 1️⃣ Why buy anything?2️⃣ Why buy now?3️⃣ Why buy you? Scott learned this the hard way: after nine months in a sales job without closing a single deal, he realised he didn’t understand any of the real Whys buyers use to make decisions. Today, the 3 Whys form the backbone of how he teaches founders, SDRs, AEs, and revenue leaders to sell in a more predictable, high-impact way. In this episode you’ll learn: 🔥 Why deals “stall” (and why that’s just a missing Why Now)🔥 How elite sellers create clarity, not pressure🔥 The seasonality mistakes that cost companies months of pipeline🔥 Why most training focuses on the wrong Why🔥 How to build discovery that uncovers real, actionable change drivers If your pipeline feels unpredictable — this framework will change how you sell.

    The '3 Whys' Framework Top Performers Use To Close More Deals | EP26 | Scott Cowley

  4. 10/23/2025

    The Two Silent Killers Destroying Sales Careers (And How To Beat Them) | EP25 | Jessica Williams

    Most salespeople don’t fail because they can’t sell — they fail because of mindset. In this episode, Jessica A. Williams, Founder of Just Williams, joins Mark Ackers to expose the two silent killers that quietly destroy sales careers: need for approval and impostor syndrome. From being kicked out of school to leading an award-winning B Corp, Jessica shares the raw truth about people-pleasing, burnout, and rebuilding confidence with boundaries, coaching, and self-awareness. 🔥 You’ll learn: • Why need for approval in sales kills performance • How impostor syndrome thrives even in top performers • The role of self-awareness and journaling in sustainable success • How to set boundaries and stop people-pleasing • Leadership lessons for building a values-led, resilient sales culture 🎧 Listen, reflect, and discover how to silence both killers before they derail your career. ⸻ 👍 Like this episode? Don’t forget to like, comment, and subscribe for more sales coaching insights! ✅ Book a call to find out how we can support your sales team:https://www.mysalescoach.com/book-a-meeting ✅ Connect with Us on Linkedin:- Mark Ackers: https://www.linkedin.com/in/markackers/- MySalesCoach: https://www.linkedin.com/company/mysalescoach-com- Jessica Williams: https://www.linkedin.com/in/justjessicawilliams/ ✅ SUBSCRIBE to the audio podcast — I Used To Be Crap At Sales:Apple Podcasts → https://podcasts.apple.com/us/podcast/i-used-to-be-crap-at-sales/id1734830248Spotify → https://open.spotify.com/show/0uhvimbYfGIfr456Az2MW4Amazon Podcasts → https://music.amazon.com/podcasts/b85042dd-4d6b-4fbe-9d9e-11dcdbddd20a/i-used-to-be-crap-at-sales #SalesPodcast #SalesMindset #NeedForApproval #ImpostorSyndrome #SalesCoaching #SalesLeadership #SalesTraining #SalesCareer #SalesSelfAwareness #SalesPerformance #SalesDevelopment #B2BSales

    The Two Silent Killers Destroying Sales Careers (And How To Beat Them) | EP25 | Jessica Williams

  5. 09/24/2025

    TOP 15% of Salespeople Do THIS to Stay on Top |EP24| Niraj Kapur

    Most salespeople stay stuck in the middle of the pack. Some even survive decades in sales without ever breaking through. But a small group — just 15% — consistently smash target, year after year. In this episode, our host Mark Ackers sits with sales influencer and coach Niraj Kapur shares how he went from “horrendous at sales” (his words) to becoming one of the most respected trainers in the industry. His story is brutally honest — from reading rejection scripts with no clue what to say, to being nominated for Salesman of the Year. You’ll discover: Why 80% of sellers fail to hit quota in 2025 (and why it’s not just about bad leads).The mindset shift that separates mediocre reps from top 15% performers.How detaching from outcomes can actually increase your close rate.Simple prospecting techniques that help you stand out in a sea of sameness.Why investing in yourself matters more than waiting for your boss to back you. If you’re tired of feeling average, this episode is your wake-up call. Niraj doesn’t sugarcoat it — he lays out the hard truths and the daily habits that build sales winners. 👉 Whether you’re an SDR fighting for pipeline or a sales leader trying to lift your team, this is an unmissable conversation. #Sales #SalesCoaching #SalesMindset #SalesLeadership #Prospecting #SalesTraining #B2BSales #LinkedInSales #SalesPodcast #SalesPerformance #SocialSelling

    TOP 15% of Salespeople Do THIS to Stay on Top |EP24| Niraj Kapur

  6. 08/20/2025

    From The Sales Floor To BBC Traitors Final Four |EP23| Andrew Jenkins

    What happens when a seasoned sales leader enters one of the most intense BBC reality shows on TV? Andrew Jenkins spent over 20 years in Sales — building trust, leading teams, and coaching people through high-pressure sales at Lloyds Bank. Then he brought those same skills — listening, emotional intelligence, and calm under pressure — into the castle on The Traitors. The result? He made it to the Final Four. In this conversation, Andrew unpacks how: • Relationship-building helped him avoid votes while others got banished • Sales coaching taught him to listen more, speak less — even in a roundtable showdown • Empathy, not ego, helped him build alliances and stay grounded • His experience leading teams under pressure was the perfect training for reality TV’s mind games Plus, we explore his life after trauma, leaving a high-performing career at its peak, and why he now speaks to companies about failure, resilience, and mental health. 👇 If you’ve ever wondered whether soft skills really matter in your sales career — watch this episode. #TheTraitorsBBC #SalesLeadership #salestips  #EmotionalIntelligence #salestraining  #salescoaching  #SalesMindset #TrustBasedSelling #ResilienceInSales #SalesLife #salespodcast  #AuthenticSelling

    From The Sales Floor To BBC Traitors Final Four |EP23| Andrew Jenkins

  7. 07/23/2025

    The Marketing vs Sales Blame Game Is Costing You Millions |EP22| Mark Walker

    If you’ve ever felt the tension between sales and marketing… you’re not alone. In this episode, Mark Walker (who's lived both lives) joins our host Mark Ackers to explore one of the most persistent pain points in B2B: sales and marketing alignment. From junk MQLs to misattributed pipeline, they pull no punches in exposing the outdated structures, broken metrics, and political infighting that derail revenue teams. You’ll learn how to rethink SDR reporting lines, why most account based marketing (ABM) campaigns fall flat, and what it really means to align around revenue. 🔑 In this episode, you’ll learn: • Why confidence in your product is critical for sales success • How one viral video built instant buyer trust • The real reason MQLs break trust between sales and marketing • Why some marketers should earn commission—and some SDRs shouldn’t • A bold take on founder-led sales and roadmap discipline • What great ABM looks like (and how to fix it fast) Whether you’re a CRO, CMO, or sales leader tired of the blame game—this episode gives you the tools and mindset to build a unified revenue engine. ✅ Find out more about how MySalesCoach are supporting sales teams like yours: / https://www.mysalescoach.com/ ✅ Get a MySalesCoach Membership, for you or your team for only £20 per month per person (+vat)https://www.mysalescoach.com/pricing ✅ Connect with Us: Follow Mark Ackers on LinkedIn: / https://www.linkedin.com/in/markackers/Follow MySalesCoach on LinkedIn: / https://www.linkedin.com/company/mysalescoach-comFollow Mark Walker on LinkedIn: /  https://www.linkedin.com/in/jfdimark/ ✅ SUBSCRIBE to the audio Podcast I USED TO BE CRAP AT SALES: Subscribe and Review on iTunes: https://podcasts.apple.com/us/podcast/i-used-to-be-crap-at-sales/id1734830248 Subscribe and Review on Spotify: https://open.spotify.com/show/0uhvimbYfGIfr456Az2MW4 Subscribe and Review on Amazon Podcasts: https://music.amazon.com/podcasts/b85042dd-4d6b-4fbe-9d9e-11dcdbddd20a/i-used-to-be-crap-at-sales 👍 Like this episode?Don’t forget to like, comment, and subscribe for more sales coaching insights! #SalesAndMarketingAlignment #ABM #B2BSales #SalesDevelopment #FounderLedSales #SDRLeadership #RevOps #GoToMarketStrategy #SalesEnablement #RevenueLeadership #SalesTraining #salescoaching

    The Marketing vs Sales Blame Game Is Costing You Millions |EP22| Mark Walker

  8. 06/18/2025

    Why 94% of Salespeople Never Become Elite, And How To Fix |EP21| Will Aitken

    🎤 In this must-listen episode of The "I Used to Be Crap at Sales" Podcast, host Mark Ackers interviews Will Aitken, one of the most recognised voices in sales content today.  Will is a former SaaS AE turned sales coach, keynote speaker, and viral content creator with over 140,000 LinkedIn followers and millions of views across TikTok and YouTube.He’s built a global audience by combining relatable sales insights with unforgettable humour—and today, he’s opening up like never before. 🔥 What You'll Learn:👉 Why “need for approval in sales” is the #1 mindset trap holding reps back👉 How Will went from underperforming rep to sales leader and content icon👉 How becoming coachable changed everything in Will's career and life👉 The truth about ego, self-worth, and seeking validation through work This is more than a sales conversation—it’s a roadmap for anyone who’s ever doubted themselves, felt stuck in their role, or wanted to take control of their growth.  Whether you're a sales rep, leader, or creator, Will's story will leave you inspired and equipped. 👍 Like this episode?Don’t forget to like, comment, and subscribe for more sales coaching insights! ✅ Find out more about MySalesCoachhttps://www.mysalescoach.com/ ✅ Seriously level up yours/ your team’s sales skills with a MySalesCoach Membership for only £20 per month (+vat)https://www.mysalescoach.com/pricing ✅ Connect with Us:Follow Mark Ackers on LinkedIn: https://www.linkedin.com/in/markackers/Follow MySalesCoach on LinkedIn: https://www.linkedin.com/company/mysalescoach-comFollow Will Aitken on LinkedIn: https://www.linkedin.com/in/justwillaitken/

    Why 94% of Salespeople Never Become Elite, And How To Fix |EP21| Will Aitken
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About

Even the most prominent voices in Sales were crap at Sales once. Join bestselling Author, Founder and Sales Coach Mark Ackers as he speaks with successful Sales professionals about their early Sales struggles, and how they overcame these challenges to become the people they are today.

Information

  • Creator
    MySalesCoach.com
  • Years Active
    2024 - 2026
  • Episodes
    29
  • Rating
    Explicit
  • Copyright
    ©2024 MySalesCoach.com
  • Show Website
    I Used To Be Crap At Sales

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