Help Me Choose
Jordan Benjamin

By: Jordan Benjamin on October 28th, 2021

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Sustained Peak Performance in Sales Leadership with Scott Leese


Episode Summary

Today's guest, Scott Leese is a 6x Sales Leader, 3x Founder, 3x Author, Sales Consultant, Strategic Advisor, and Angel Investor, among many more impressive achievements. Being a lifelong athlete has given Scott the advantage of getting over failures and always aiming for success.

His conference, Surf and Sales,  combines his passion for surfing while providing an experiential learning experience for his clients. Scott also shares the near-death experience he had that has given him the resilience to bounce back and overcome any adversity.

For him, hitting sales targets pales in comparison when you are on your deathbed for 4 years. And if he can do it, anyone can. Scott shares his unorthodox way of running his companies, from his lack of a routine to amazingly insightful hiring questions, that are certain to inspire listeners and their own way of achieving peak performance.


05:05 Embracing being solopreneur and learning as you go

07:50 An athlete's mindset brings gems of wisdom in sales

13:27 Surf and Sales: Combining passion and career with experiential learning

17:14 Common startup mistakes: Hiring wrong leaders and lack of processes

25:11 Going to graduate school, getting sick, and entering sales as a career

30:11 Different learning styles and near-death as the baseline for obstacles 

35:47 Scott's success is not based on routine

37:53 Hiring question: What's the hardest thing you've ever been through?

39:42 Winning qualities and philosophies: Transparency and over-communication

43:10 Connect with Scott


07:52 "Learning to deal with failure, number one. When you talk about playing tennis, like every mistake you make is on display for everybody watching to see, every single time. And they're also watching your attitude after you make all those mistakes."

15:35 "We'll go surf in the morning, eat some breakfast, we'll talk about different things around business and sales and leadership, and then break for lunch. And do the same thing in the afternoon and then go surf in the afternoon and then hang out."

19:29 "A lot of early stage companies get enamored with some big fancy title and company name... and they don't realize that they just hired a VP of spreadsheets who just wants to fuss around in Excel... when you really need to be hiring like a VP of sales who's willing to get in the ditch."

22:24 "When you go from rep to manager, you have... to have a process and you have to get good at coaching people to that process and things that have come naturally or feel easy to you are not necessarily that way with everybody you're working with."

41:19 "I'm not the type of sales person or sales leader that's just ripping through business books and industry jargon. That's not my thing. So I would read these things in the periphery that were more interesting to me and then think, how can I apply this to what I'm doing?"

You can learn more about Scott and follow him in the links below.

About Jordan Benjamin

Jordan is the founder of My Core OS. After spending years in sales, working with sellers and studying peak performance he found an opportunity to help sellers level up to not only build peak performance at work, but to also create harmony between work and life so you can sustain performance over the long term.