Cold Calling Motivation and Mindset Shifts

Posted by Bec Turton

EP9. Jack Frimston - Debt Collection Cold Calls, Demotions And 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.

Jack shares his candid and humorous account of his early days in sales, revealing how he used to focus more on building rapport than closing deals. Listeners will learn about the critical shift Jack made in his sales mindset and how understanding the true art of appointment setting transformed his career. Jack also talks about sales demotion, how it became a turning point, and how overcoming rejection shaped his sales development.

This episode is packed with sales motivation, tips for mastering cold calling, and insights into becoming more than just a “rapport-builder” in sales. Whether you’re a sales leader looking to coach your team or an SDR struggling to get past gatekeepers, Jack’s story will inspire you to rethink your approach and embrace a stronger sales strategy. Tune in to discover how sales is not just a job—it’s a mindset shift that can elevate your entire career.

 

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Highlights from this episode:

 

0:00:00 - Del Boy Selling

Jack shares his humble beginnings, admitting he thought selling was all about the "gift of the gab" like Del Boy.

 

0:07:13 - The Top Booker Who Never Closed a Deal 

Despite being the top appointment booker, Jack struggled to actually close any deals. He tried to build rapport by offering to bring "jammy dodgers" to meetings, but that strategy backfired.

 

0:10:00 - From Debt Collection to Boy Band Dreams 

Jack recalls his soul-crushing experience cold calling the public about their debt, which he describes as one of the lowest points of his career. But he also shares his ambitious dreams of making it big in a boy band.

 

0:26:34 - The Rollercoaster Ride of Promotions and Demotions 

Jack opens up about getting promoted too quickly at Reed, only to become the "only person in Reed's history to get demoted." He shares how he handled that setback.

 

0:47:53 - Unlocking the Secrets of Top Sales Performers

Jack reveals the key mindset shifts and self-development habits that transformed him from a struggling salesperson to a top performer, including the influential books and mentors that guided his journey.

 

52:30 - Booking Meetings with the Greats: How WHAM Landed Chris Voss

Jack shares the fascinating story of how his company landed an exclusive interview with renowned hostage negotiator Chris Voss, despite his hefty £10,000/hour price tag.

 

1:05:44 - Chasing Death to Find Meaning in Life (and Sales)

Jack shares his unique perspective on mortality and how it shapes his approach to both life and sales, using it as a constant motivator to make the most of every moment.

 

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