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I Used To Be Crap At Sales

MySalesCoach.com
Sales
Need For Approval
Account-Based Marketing
Just Williams
Three Whys Framework
Sales Leadership
Mysalescoach
Marketing
First-Time Manager
Brand
Rev'd Up

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.

PublishesMonthlyEpisodes28Founded2 years ago
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Artwork for I Used To Be Crap At Sales

Latest Episodes

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 ... more

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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 r... more

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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 approv... more

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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... more

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Recent Guests

John Mason
Sales leader with a decade plus in sales and commercial leadership roles
Independent/Various (industry roles)
Episode: Why the Best Salespeople Struggle Most When They Become Managers | EP27 | John Mason
Scott Cowley
Sales coach and practitioner who shares his career arc and the three whys framework
MySalesCoach
Episode: The '3 Whys' Framework Top Performers Use To Close More Deals | EP26 | Scott Cowley
Jessica Williams
Founder of Just Williams, CEO of SME Conference organizer, and advocate for ethical, sustainable sales
Just Williams; SME Conference; SME Agency
Episode: The Two Silent Killers Destroying Sales Careers (And How To Beat Them) | EP25 | Jessica Williams
Niraj Kapur
Sales coach, author, and speaker
Niraj Kapur (self-employed)
Episode: TOP 15% of Salespeople Do THIS to Stay on Top |EP24| Niraj Kapur
Andrew Jenkins
Sales professional with a long Lloyds Bank tenure, trauma survivor, and coach
Andrew Jenkins Coaching / The Traitors alum
Episode: From The Sales Floor To BBC Traitors Final Four |EP23| Andrew Jenkins
Mark Walker
Founder and CEO at Rev'd Up; former marketer turned revenue leader
Rev'd Up
Episode: The Marketing vs Sales Blame Game Is Costing You Millions |EP22| Mark Walker
Will Aitken
Founder of Sales Feed, content creator, speaker
Sales Feed
Episode: Why 94% of Salespeople Never Become Elite, And How To Fix |EP21| Will Aitken

Host

Mark Ackers
Host of the episode, interviewing guests about sales leadership and career development

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Talking Points

Recent interactions between the hosts and their guests.

TOP 15% of Salespeople Do THIS to Stay on Top |EP24| Niraj Kapur
Q: Did you used to be crap at sales?
Yes, Niraj shares that he was horrendous at sales early on, given a strict script and a single hour to learn it, selling a gun-related magazine with a challenging London-accent and objections that stumped him.
Why 94% of Salespeople Never Become Elite, And How To Fix |EP21| Will Aitken
Q: Have you always felt that way about needing to be the best?
Yes, I was driven by a need to be the best and to look the most successful, but over time I learned that fulfillment comes from learning, coaching, and improving rather than chasing external validation.
Why 94% of Salespeople Never Become Elite, And How To Fix |EP21| Will Aitken
Q: Did you used to be crap at sales?
Yes, I was crap at sales for a very long time, and I realized I was underqualified during the interview process, which was a turning point to seek real improvements.
The Two Silent Killers Destroying Sales Careers (And How To Beat Them) | EP25 | Jessica Williams
Q: Did you used to be crap at sales?
Yes, and the discussion explains that the early lack of closing skills and focus on ability to engage with people was a key weakness.
The '3 Whys' Framework Top Performers Use To Close More Deals | EP26 | Scott Cowley
Q: What sparked the move from being a high performer who got fired to embracing the three whys framework?
A penny-drop moment after a non-performance termination made him realize he didn't understand why buyers buy or how they decide, prompting him to systematize the three whys and rebuild his approach around buyer needs and timing.

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Frequently Asked Questions About I Used To Be Crap At Sales

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Curated conversations with sales leaders, coaches, and founders who openly discuss early career struggles, missteps, and the practical shifts that propelled them to higher performance. Episodes emphasize structured coaching, data-driven decision making, and the emotional side of leadership as teams grow from individual contributors to managers and revenue generators. A standout throughline is turning hard-won lessons into repeatable playbooks, with guests sharing concrete tactics for hiring, coaching, and aligning disciplines across marketing and sales. Notable for candid storytelling, actionable frameworks, and a bias toward improvement through coaching, accountability, and authentic leadership.

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I Used To Be Crap At Sales launched 2 years ago and published 28 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on I Used To Be Crap At Sales?

Recent guests on I Used To Be Crap At Sales include:

1. John Mason
2. Scott Cowley
3. Jessica Williams
4. Niraj Kapur
5. Andrew Jenkins
6. Mark Walker
7. Will Aitken

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