Debt Collection, Demotions And Finding Meaning In Life Through Death.

The captivating story of how Jack Frimston transformed from Del Boy dreaming of playing the O2 arena to top performer in Sales.

In this episode of I Used To Be Crap At Sales, Jack Frimston sits with Mark Ackers, leading us through his unconventional journey from boy band dreams to becoming a top performer and sales leader.

Sales leaders will learn valuable lessons about embracing failure, mastering the art of cold calling, and the importance of persistence in a challenging industry.

Jack shares his candid experiences with early career mistakes, from misguided sales tactics to rapid promotions and demotions, and how these tough lessons ultimately shaped his mindset and approach to sales.

You can look forward to gaining insights into building resilience, fostering a growth mindset, and leading with authenticity while helping your team navigate the challenges of sales.

From Center Stage, Scripts and SDR Struggles, to Successful Sales Leadership at Gong.
The captivating story of how Sarah Brazier’s acting roots helped her to weather the storms of sales - rising from a self proclaimed ‘F Player’, to an A player who pioneered a new era with Gong.

In this episode, Sarah shares her unique journey into Sales - and how her background in Theater gave her a distinctive edge and an advantage in key sales skills like storytelling, communication, and empathy. 

These skills propelled her from a struggling SDR and self proclaimed 'F player' who ‘struggled with everything’ and was made to feel like she wasn't worth the time to coach by her manager, to becoming a top performer at Gong and eventually co-founding Dimmo. 

Sarah discusses the importance of coaching, building a personal brand on LinkedIn, and how to navigate the challenges of modern day sales. 

With plenty of actionable strategies for coaching, team building, and staying ahead in the ever evolving sales landscape - whether you're a seasoned sales leader or just starting out, this episode is a must-listen.

Highlights from the episode:
00:00 - 02:56 Introduction to Sarah Brazier: From Acting to Sales Leadership

02:56 - 07:31 The Power of Storytelling in Sales

07:31 -  15:56 Translating Acting Skills into Sales Success

15:56 - 24:30 Embracing Failure: The Nine-Month Struggle

24:30 - 32:59 Overcoming Early SDR Career Challenges

32:59 - 36:47 Joining Gong: A Last-Chance Opportunity

36:47 - 42:28 The Gong Experience: Building Confidence and Community

42:28 - 46:58 The Impact of an Excellent Leader

46:58 - 53:09 Leveraging LinkedIn: Building a Personal Brand

53:09 - 57:29 Advice for Sales Leaders

57:29 - 59:44 Sarah’s Ongoing Challenges in Sales

Swapping Encyclopedias For Rolls Royces: The Transformation of Steve MyersFrom being admittedly ‘crap at sales’ and fired for nonperformance, to eventually becoming a global sales leader, working at the likes of Rolls Royce, Motorola and Sandler, Steve's story is filled with valuable lessons and insights for sales leaders. Alongside our host Mark Ackers, Steve discusses:

• The importance of understanding your scripting from childhood in order to overcome it as a salesperson
• The need for emotional intelligence as a leader, how to really motivate your team (no dangling the carrot here)
• Strategies for maintaining focus and productivity within your team.
• The burning question - can anybody and everybody be coached?

And much more.

Whether you're a seasoned sales leader or just starting out, this episode is a must-listen.

Highlights from the episode:

00:00 - 03:00: From fired to fired up. Steve’s early sales struggles and the pivotal moment that led to his transformation - from fired for non-performance, to Sales Leadership and coaching around 2,000 sales professionals

03:00 - 10:00: The importance of learning and developing sales skills, just like in any other profession.

10:00 - 20:00: The Power of Childhood Scripting. How early life experiences and programming influence adult behavior in sales - understanding childhood scripting to unlock your sales potential

 

20:00 - 30:00: Overcoming the need for approval, understanding the impact on sales performance - and how to overcome it. “Sales is no place to get your emotional needs met.”

 

30:00 - 40:00: Finding the right mentor - The role of mentorship in sales success and the value of a good coach in shaping your career.

40:00 - 50:00: The secret to sequencing success - Why getting the sequencing right in sales is crucial.

 

50:00 - 1:00:00: Looking in the "ugly mirror" - the importance of self-awareness and honesty in sales leadership. Why do sales leaders often opt for more tools rather than developing their team?

 

1:00:00 - 1:10:00: Steve’s biggest mistakes as a sales leader and what he learned from them.

1:10:00 - 1:20:00: Can anyone be coached? The difference between willingness to be coached and finding the right coach.

 

1:20:00 - 1:30:54: Common tactical mistakes in sales and how to avoid them.

From Tennis Prodigy, to Amazon Driver, to Successful Sales Leader: The Inspiring Transformation of Jack Hankey

Get ready for an inspiring tale of tennis, testing times, and transformation!

In this captivating episode of "The I Used to be Crap at Sales Podcast," our host Mark Ackers sits down with Jack Hankey, Head Of Sales Development at Leyton, to uncover his remarkable journey from struggling salesperson to a sales powerhouse through the power of coaching and self development.

From his early days as a tennis prodigy to his unexpected foray into the world of sales, Jack's path was anything but straightforward. But it was his willingness to confront his own shortcomings, overcome his own 'sales ego' and seek out the guidance of a transformative mentor that truly set him on the path to success.

Through Jack's candid and insightful reflections, you can expect invaluable, actionable advice on how Jack overcame being "crap at sales", along with his own impostor syndrome - something he still struggles with today but channels into  positive actions.

Jack explains how he harnesses the power of coaching in his role at Leyton, and how he cultivated a struggling team into thriving sales culture with his people first mindset, love of coaching and commitment developing his people.

Whether you're a seasoned sales professional or just starting out, this episode is a must-listen.

Highlights from the episode:

00:00 - Jack's journey from Tennis Prodigy to Sales Superstar

07:00 - The Humbling Realisation: Admitting He Was Actually "Crap" at Sales

17:00 - The Transformative Power of a Coach: How Paddy Turned Jack's Career Around

24:00 - Building a Powerhouse of a Sales team: Jack's Innovative Coaching Approach at Leyton

52:00 - Words Of Wisdom: Overcoming His Own Mindset And Making Imposter Syndrome A Positive

59:00 - Shattering Stereotypes - Redefinining The Perception Of Sales, And What Jack Would Do Differently In His Sales Journey

In this episode, Kaitlen Kelly shares her gritty, behind-the-scenes journey from fashion racks to sales, transforming her initial struggles into monumental triumphs. Packed with raw honesty, this conversation is a treasure trove of practical advice and inspiring anecdotes, making it a must-listen for anyone looking to excel in sales.

Episode Highlights:

00:00 - Introduction and background on Kaitlen Kelly's career
10:11 - Kaitlen rating her early sales skills and an awkward sales moment
16:16 - Kaitlen's bold career switch from fashion to sales
31:34 - Kaitlen turns into a robot at her first sales event
39:29 - Developing the mindset to overcome fear and rejection in sales
46:11 - Kaitlen's blueprint to success for new SDRs in their first six months
53:10 - How Kaitlen gets organised, plans and time blocks
1:00:00 - What Kaitlen would do differently if she could start her career again

In this episode, Mark Ackers chats with Holly Allen, an account executive at Deel. Holly shares her journey from a party-loving university student to a successful sales professional, sharing insights on persistence, self-belief, and continuous learning. An open and honest conversation about the highs and lows of a career in sales.

Episode Highlights:

00:00 - Introduction

01:44 - Holly's early career and transition from university to sales

06:52 - Navigating her first SDR role and learning the ropes

16:54 - Overcoming financial struggles and persistence in sales

22:21 - The importance of resilience and support systems

33:42 - Key techniques for effective sales communication

45:32 - Advice for struggling sales professionals

Welcome to the latest episode of "I Used to be Crap at Sales"! In this episode, Mark Ackers chats with Benjamin Dennehy, the self-proclaimed UK’s most hated sales trainer.

Known for his controversial and no-nonsense approach, Benjamin shares his journey from struggling salesperson to one of the most recognised sales trainers in the UK. Ben delivers an insightful and brutally honest discussion that should leave you inspired and energised.

Ben pulls no punches and shares stories of his early struggles working in sales and how he learned to ask tough, and in some cases, very uncomfortable questions to prospects - something he says is crucial for uncovering real needs and closing deals effectively.

Episode Highlights:

00:00 - Introduction

01:44 - Ben’s early career struggles and first sales role

06:52 - Learning to sell and the turning point in his career

16:54 - Overcoming financial struggles and persistence in sales

22:21 - The importance of resilience and self-belief

33:42 - Key techniques for effective sales communication

45:32 - Advice for struggling sales professionals

Welcome to the second episode of "I Used to be Crap at Sales"!

Join MySalesCoach Co-Founder and Head of Sales, Mark Ackers, as he chats with Stuart Taylor, Sales Director at Allego.

Stu began his career in sales over 15 years ago at Barclays Bank. As a young man fresh out of school, he fell into a role in outbound telesales without really understanding what a professional sales career entailed. He struggled immensely in the early days, admitting he was "ignorant and crappy" and contemplated leaving the industry altogether.

Stuart went on to hold sales roles at Sunderland Football Club and a car dealership, bringing his high-volume call center approach to different industries. While he achieved some success, he felt he was repeating the same mistakes for many years without truly improving.

It wasn't until Stuart joined Refract, a SaaS startup, that things changed.

Surrounded by passionate sales leaders, he had an epiphany about how much he had to learn. For the first time, Stu immersed himself in coaching, listening to calls, and continuously developing his skills. He saw massive improvements in just two years.

Now a respected Sales Director at Allego, Stu coaches and mentors teams to achieve their potential. One seller went from £10k to £60k commissions through Stuart's guidance. He takes pride in helping others avoid the struggles of his early career and is a huge advocate for the power of coaching.

He firmly believes that sales can be a hugely rewarding career when done the right way.

Ready to get inspired? You're going to love this episode!

Highlights From The Episode

00:00 Introduction
13:23 Early struggles in his sales career at Barclays
26:45 Difficult mental health period and considering leaving sales
35:47 Improving his sales skills through coaching
38:36 Realising his potential for growth after years of repetition
44:02 How he rates his sales skills now, and areas for improvement
51:09 The opportunities Sales provides
59:41 Impact of coaching on sales team performance
11:15 Advice for those struggling and importance of taking action

For shownotes visit: https://www.mysalescoach.com/blog/podcast-ep02-stuart-taylor

Mark Ackers sits down with Tom Boston - comedy sales content creator, social selling trainer, keynote speaker, and LinkedIn Top Voice.

Tom shares how he overcame the struggles of cold calling, dealing with rejection, and transforming his sales career through perseverance and a positive attitude. The episode is full of insights, laughs, and practical advice for anyone trying to navigate the world of Sales.

Highlights from the episode:

00:00 - Introduction
01:44 - Tom’s early career and transition to sales
04:11 - First sales role and cold calling challenges
06:52 - Moving into the SaaS world
08:46 - Becoming Brand Awareness Manager at SalesLoft
16:54 - Overcoming struggles and finding success in Sales
22:21 - Importance of resilience and support systems
37:08 - Advice for new sales professionals
45:32 - Reflections and final thoughts

For shownotes visit:  https://www.mysalescoach.com/blog/podcast-ep01-tom-boston

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.

From Sales Struggles to Sales Leadership Mastery: 

Chris Dawson on Coaching SDRs, Escaping the Leadership Hamster Wheel and Leading Teams to Win!

In this episode of the I Used To Be Crap At Sales Podcast, Chris Dawson sits with our host Mark Ackers to take sales leaders on an insightful journey through his personal experiences and lessons learned from over 25 years in the sales arena.

Chris has held nearly every sales role; from door-to-door, SDR and enterprise level sales, right through to national sales management and training for top 100 companies - and transformed from someone who admits he “used to be crap at sales” into a highly successful sales leader and coach.

Now a director at ‘6th Door’, Chris designs and delivers tailored sales training and coaching programmes to businesses worldwide. In this episode, he shares invaluable, powerful advice on spotting burnout in your reps, simplifying SDR coaching, and how to help your reps overcome the monotony of sales. He also tackles the biggest mistake sales managers make and reveals how to break free from the leadership hamster wheel by putting your team first.

This episode is a must-listen for anyone serious about elevating their sales leadership game and getting the best from their team.

From Scrapping Her Way Into Sales, to Scaling With Datamaran: Carly's Unconventional Path To Leadership, and Her Secrets For Building High-Performing, Winning Teams”

 

In this episode, our host Mark Ackers dives deep into Carly’s story, which is packed with lessons for any sales leader. Carly candidly reveals how she “scrapped her way” into the sales team, facing tough wake-up calls, and overcoming early mistakes—like almost shutting down her company due to a lead mix-up. Her experience in rising through the ranks, from SDR to Enterprise Sales Director at Datamaran, provides listeners with a roadmap to success in fast-growing companies.

Carly also discusses the challenges and joys of inheriting a sales team, her approach to personalised coaching, and the importance of understanding team motivations. She emphasises the significance of transparency and building genuine relationships within a sales team to foster growth and accountability.

Carly’s practical tips on spotting burnout, maintaining empathy as a leader, and dealing with the challenges of scaling a startup will resonate with sales leaders managing global teams or navigating high-speed environments.

This episode is a must-listen for sales leaders looking to scale their own teams and sharpen their leadership skills, this episode is filled with actionable insights on sales coaching, leadership, and strategy in a fast-paced world.

Ep. 13 - I Used To Be Crap At Sales | James Ski

Building Your "Sales Confidence"

In This episode of the "I Used To Be Crap At Sales" Podcast, our host Mark Ackers sits with one of LinkedIn’s top global sellers who knows exactly how to shatter sales obstacles and fuel unstoppable confidence from doing it himself first hand - James Ski.

After all, who could possibly be more expert in building confidence in sales, than the founder of Sales Confidence itself?

Mastering Sales Leadership: Proven Strategies to Crush Limiting Beliefs and Skyrocket Sales Performance”

In This episode of the "I Used To Be Crap At Sales" Podcast, our host Mark Ackers sits with Bryan Mulry, ex salesperson at Google and Salesloft. This episode will give you valuable insights into what the best sales leaders at huge companies do to get the best out of their reps.

Bryan, now an expert sales coach at MySalesCoach, shares his journey from being “crap” at sales to mastering his craft at Google, SalesLoft, and beyond. Salespeople and sales leaders will learn actionable strategies for overcoming common sales mistakes, breaking free from their own limiting beliefs, and how to level up their performance.

Bryan emphasises the importance of understanding the customer’s pain points and the power of continuous self-improvement. He recounts key moments from his career, including the value of cold calling, dealing with rejection, and how sales leadership can drive team success through empowerment and tailored coaching. Bryan also offers insights into maintaining motivation in a high-pressure sales environment and navigating challenges like sales burnout.

 

The questions we answer in this episode:

How can I overcome limiting beliefs in my sales career?

• Bryan Mulry shares how to identify and break free from the limiting beliefs that hold many salespeople back.

What are the winning habits of top-performing salespeople?

• The episode explores the traits and practices that set the best sellers apart from the rest, based on Bryan’s extensive experience at Google and SalesLoft.

How do I deal with rejection and improve my cold calling success?

• Bryan discusses how he handled early sales mistakes, like hanging up on prospects during cold calls, and what strategies helped him succeed over time.

What does effective sales leadership look like?

• Listeners will learn about the traits and habits of strong sales leaders, including how they empower their teams and foster a culture of growth and development.

How can I avoid burnout in high-pressure sales environments?

• Bryan provides insights into recognizing early signs of burnout and how salespeople can maintain balance and motivation.

How can I use sales coaching to improve my performance?

• Bryan talks about how coaching helped him break through challenges and why ongoing coaching is crucial for professional growth in sales.

 

Listeners will come away with practical techniques to improve their sales habits, foster stronger client relationships, and create a coaching environment that develops their team’s skills. If you’re looking to gain insight into what sets top performers apart in the sales world, this episode is packed with valuable lessons.

In this episode of the "I Used to Be Crap at Sales" podcast, Dougie Loan shares his inspiring journey from a young call center rep to CRO of thriving SaaS company SourceWhale. If you’re passionate about SaaS sales career growth, overcoming sales challenges, and developing leadership traits, this is a must-watch!

We delve into critical topics like sales coaching, building credibility, transitioning from sales to customer success, and handling the pressures of recruitment and sales targets. Whether you’re an SDR, AE, or aspiring sales leader, you’ll discover actionable insights to elevate your sales career and leadership skills.

🔑 What You’ll Learn in This Episode:
 • The mindset and traits essential for success in SaaS sales and leadership.
 • Strategies for overcoming sales pressure and improving the sales process.
 • How to transition from sales to customer success and thrive in both roles.
 • The importance of emotional connection and resilience in sales.
 • Real-life sales horror stories and how to turn mistakes into learning opportunities.

🎯 Who Should Watch:
 • Aspiring and experienced SaaS sales professionals.
 • Sales leaders seeking actionable coaching techniques.
 • Anyone looking to fast-track their sales career growth.

✅ Find out more about MySalesCoach
 / https://www.mysalescoach.com/

✅ Connect with Us:

Follow Mark Ackers on LinkedIn:   / https://www.linkedin.com/in/markackers/
Follow MySalesCoach on LinkedIn: / https://www.linkedin.com/company/mysalescoach-com
Follow Dougie Loan on LinkedIn: / https://www.linkedin.com/in/dougieloan/

✅ SUBSCRIBE to the audio Podcast I USED TO BE CRAP AT SALES:

👍 Like this episode?
Don’t forget to like, comment, and subscribe for more sales coaching insights!

#SaaSSalesCareerGrowth #SalesCoaching #SalesLeadership #CustomerSuccess #SalesProcess #SalesMotivation #CareerProgression #SalesChallenges

Stepping into your first sales leadership role, or aspiring to walk the beaten path from successful sales rep to leader? It’s a whole new ballgame, and not all top-performing sales reps are cut out for the challenge. In this episode of I Used to Be Crap at Sales, Mark Ackers sits down with seasoned sales veteran Alan Clark to unpack the truths every first-time sales leader needs to hear. 

Drawing on 20+ years of experience managing diverse teams at global tech giants like SAP and Sage, Alan shares candid lessons learned from his early mistakes—like why building a team of “mini-me’s” is a recipe for disaster.

Learn from Alan’s wins, like leading a SaaS company to a 10x ARR exit, and his missteps along the way, such as assuming success without consistent alignment with leadership. His personal anecdotes and practical advice provide a roadmap to navigate the often rocky path to becoming an effective sales manager.

 

You’ll discover why empathy in leadership is essential (but doesn’t mean being soft), how to avoid hiring biases, and the importance of digging deeper in one-on-one conversations. Alan also reveals the traits that separate top individual contributors from successful sales managers, and why failing to build trust and credibility with your team can derail your career. 

 

If you’re an aspiring sales manager, new to leadership, or looking to develop your sales coaching skills, this episode offers actionable advice to set you up for success. Learn how to navigate the pitfalls, lead with confidence, and turn failures into opportunities for growth. Don’t miss out—your leadership journey starts here!

In this episode of The "I Used To Be Crap At Sales" Podcast, hosted by Mark Ackers, we dive deep into the art of sales development.

Our guest, Gabe Lullo, is co-founder and CEO of Alleyoop. the global leader in prospecting and outsourced sales development. Thousands of companies try to replicate what Alleyoop does, but Gabe reveals the secrets behind their unparalleled success. From delivering high-quality leads, accurate data, and scheduled meetings to helping SaaS and tech businesses scale their SDR teams effectively, Gabe shares actionable insights you can use today to supercharge your own sales team and processes.

Whether you’re looking to support your team in setting up more demos, booking high-value meetings, or refining outreach strategy, this episode is a must-listen. Learn how to target the right prospects with the right messaging and ensure every single call and email hits the mark.

Don’t miss this conversation packed with sales tips, prospecting strategies, and leadership advice from an expert whose company helps scale some of the world’s most successful sales development teams. If you’re in SaaS, tech, or sales leadership, this episode will transform how you approach your pipeline.

Find out about our £20 memberships here:
https://www.mysalescoach.com/membership-pricing

• (00:00) - Why Sales Development is Critical for Revenue Growth
• (04:30) - The Key Traits of High-Performing SDRs
• (08:45) - How to Find and Target the Right Prospects
• (12:10) - Scaling Sales Teams Without Losing Quality
• (16:25) - Building SDR Teams That Deliver Consistent Results
• (20:50) - Training SDRs to Excel at Prospecting and Outreach
• (24:15) - Turning SDR Meetings Into Revenue Opportunities
• (28:40) - Lessons for Sales Leaders on Building Elite Teams
• (32:10) - How Data and Technology Improve SDR Performance
• (36:00) - The Future of Sales Development
• (40:15) - Balancing Personalisation and Efficiency in Outreach
• (44:30) - The Role of Leadership in Building High-Performance SDR Teams
• (48:20) - Overcoming Common Challenges in Sales Development
• (52:10) - Final Tips for Scaling SDR Teams and Driving Revenue
• (55:00) - Key Takeaways for Sales Leaders and SDR Managers

00:00 Why Sales Development is Critical for Revenue Growth
04:30 The Key Traits of High-Performing SDRs
08:45 How to Find and Target the Right Prospects
12:10 Scaling Sales Teams Without Losing Quality
16:25 Building SDR Teams That Deliver Consistent Results
20:50 Training SDRs to Excel at Prospecting and Outreach
24:15 Turning SDR Meetings Into Revenue Opportunities
28:40 Lessons for Sales Leaders on Building Elite Teams
32:10 How Data and Technology Improve SDR Performance
36:00 The Future of Sales Development
40:15 Balancing Personalisation and Efficiency in Outreach
44:30 The Role of Leadership in Building High-Performance SDR Teams
48:20 Overcoming Common Challenges in Sales Development
52:10 Final Tips for Scaling SDR Teams and Driving Revenue
55:00 Key Takeaways for Sales Leaders and SDR Managers

Building & Scaling Successful Sales Teams

Sales leaders and ambitious reps, this one’s for you! In this episode of I Used to Be Crap at Sales, Mark Ackers sits down with Richard Bounds, a seasoned sales leader and fractional CRO, to unpack the biggest challenges in scaling sales teams, hiring top talent, and driving sustainable sales growth.

Richard shares hard-earned lessons from over 35 years experience in sales, leading and coaching sales teams at companies such as IBM, OpenText, and Software AG. Learn why fractional sales leadership is gaining traction in the startup world and how sales leaders can make a real impact. Discover the biggest hiring mistakes sales leaders make, how to spot bad hires fast, and why company culture beats experience when building a team.

We also dive into the evolution of sales leadership, from old-school “work harder” mentalities to today’s data-driven, AI-powered coaching approaches. If you’re an aspiring sales leader, Richard’s insights on avoiding first-time leadership mistakes and building a high-performing team will be game-changing.

 

Tune in to learn:

• How to scale a sales team without ruining company culture

• How fractional sales leaders accelerate growth as quickly as possible, and how Richard measures success

• The biggest mistake sales leaders make when hiring

• How modern sales coaching transforms performance

• How AI and data are reshaping the sales landscape

How do you truly motivate a sales team? Most sales leaders struggle to keep their teams engaged and performing at their best - especially with 53% of the workforce being made up of Millennials and Gen Z.

In this episode, our host Mark Ackers sits down with Phil Putnam, the author of Desire-Based Leadership, to uncover the secrets behind scaling high-performing sales teams and retaining top talent. Phil shares a game-changing leadership framework that shifts the focus from company goals to what employees truly want - because when salespeople believe their job helps them achieve their life goals, performance skyrockets. 

We dive into real-world leadership mistakes, how to avoid costly attrition, and why traditional motivational tactics no longer work.

 

You’ll hear powerful insights on: 

• Why most leaders fail to motivate their teams (and how to fix it)
• How to retain top-performing sales reps and stop bleeding money on replacements
• The harsh reality of ignoring the wants and needs of Millennial and Gen Z salespeople
• A simple discovery model for understanding what drives your team, which you can utilise to drive top performance

 

You'll learn:

1. Why do most sales leaders struggle to keep Millennials and Gen Z salespeople engaged—and what actually works?
2. What’s the #1 mistake leaders make that causes top performers to leave, and how can you stop it?
3. How can you predict whether a salesperson will stay or leave - and what can you do to keep them longer?
4. What’s the real cost of replacing a salesperson, and how can you avoid wasting millions on unnecessary turnover?
5. What’s the simplest way to uncover what truly motivates your sales team (beyond just “money”)?

If you’re serious about scaling your sales team, retaining your top talent, and mastering modern sales leadership, this episode is a must-listen.

In this unmissable episode of The I Used To Be Crap At Sales Podcast, legendary sales trainer Josh Braun, joins our host Mark Ackers for a deep, unfiltered dive into what really drives consistent sales performance. If you’re a sales rep chasing targets, a team leader trying to motivate your reps, or a founder building a sales motion—this episode is your blueprint for rewiring your sales mindset.

Josh breaks down why most sellers fail—not from lack of skill, but from clinging too tightly to outcomes and things they can't control. Learn how to detach from the outcome, build trust through radical honesty, and shift your energy from desperate to magnetic.

You’ll discover why storytelling beats pitching every time, and how to start collecting your own to paint a picture.

You'll learn how to provoke prospects and poke the bear without being pushy, and how mindfulness and meditation make you a sharper communicator. He shares many captivating, real life stories in this episode—from shopping for sneakers to his Grandma's toaster—that turn abstract concepts into, memorable and practical sales coaching gold.

Whether you’re hitting the phones or scaling your team, this episode gives you the tools to sell with integrity, curiosity, and calm control. This isn’t just sales advice—it’s a mindset rewiring that could transform your entire approach to selling.

🎤 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 MySalesCoach
https://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-com
Follow Will Aitken on LinkedIn: https://www.linkedin.com/in/justwillaitken/

Leading a global SDR team? Just promoted to SDR manager? This episode is packed with real-world advice from Catherine Olivier, VP of Global Sales Development at Cognism, on how to build and lead high-performing sales development teams—without burning out or losing your team’s trust.

Catherine shares hard-earned lessons from her experience leading SDR teams across the US, UK, Germany, and France. She unpacks what most first-time SDR managers get wrong, how to avoid managing like your old boss, and the biggest mistakes leaders make in a hybrid, high-pressure sales environment.

Learn how to:
✅ Structure and scale global SDR teams
✅ Manage former peers without favouritism
✅ Coach new SDR managers for long-term success
✅ Avoid common leadership traps and burnout
✅ Build culture in remote sales teams
✅ Deal with imposter syndrome in sales leadership

👍 Like this episode?
Don’t forget to like, comment, and subscribe for more sales coaching insights!

✅ Find out more about MySalesCoach
 / https://www.mysalescoach.com/

✅ Seriously level up yours/ your teams 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-com
Follow Catherine Olivier on LinkedIn: /  https://www.linkedin.com/in/catherine-olivier/

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-com
Follow 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 

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

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/id1734830248
Spotify → https://open.spotify.com/show/0uhvimbYfGIfr456Az2MW4
Amazon 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

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

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.

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 Monday
• You're a top performer thinking about going into management and want to know what you're walking into
• You're already in the seat and it's harder than you expected
• You 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 career
• Top performers default to "do what I did" when they become managers — it's the only reference point they have, and it rarely works
• The 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 yes
• Most managers understand their team's motivations at a headline level only — the real motivator is always underneath it
• The metrics sales leaders chase most often measure the wrong things — activity numbers don't tell you why someone is struggling
• Your first weeks as a manager will involve things nobody put in the job description — and that's normal, not a sign you're failing
• Training that feels like a tick-box exercise usually is — real development requires ongoing coaching, not a half-day workshop

John 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