We’re not failing at life. We were just never taught how to speak up, handle rejection, and confidently ask for what we want.

Today, Jay sits down with sales leader and entrepreneur Shelby Sapp to unpack why sales isn’t about convincing others, but about understanding people, building trust, and believing in yourself. Shelby shares how the skills that helped her go from door-to-door sales to building a thriving business are the same skills we use every day: advocating for ourselves, navigating rejection, and communicating our value. She reframes sales as a mindset shift, from seeing “no” as failure to seeing it as feedback, explaining why learning how to sell is really about learning how to think, speak, and lead with confidence.

Jay and Shelby break down the core principles that make sales applicable to every area of life: identifying leverage, creating real value, keeping things simple, and having the courage to ask for what you want. Shelby explains why people don’t buy products, they buy solutions, outcomes, and relief and how rejection becomes easier when you stop taking it personally.

They also dive into the deeper mindset shifts that separate those who stay stuck from those who grow. Shelby challenges the idea that confidence comes before action, revealing instead that confidence is built by doing uncomfortable things repeatedly and overcoming rejection. Jay reflects on how sales skills teach resilience, the ability to keep showing up with belief even after setbacks, and why handling rejection well can unlock opportunities in every part of life.

In this interview, you'll learn:

How to Sell Without Feeling Manipulative

How to Communicate Your Value Clearly

How to Handle “No” Without Taking It Personally

How to Ask for What You Want (and Get It)

How to Identify What Truly Motivates People

How to Stop Overexplaining and Keep It Simple

How to Create Momentum When You Feel Stuck

Progress isn’t about perfection, it’s about momentum. Trust yourself enough to ask, to act, and to keep going. The skills you build today will shape the confidence, freedom, and purpose you step into tomorrow. 

With Love and Gratitude,

Jay Shetty

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What We Discuss:

00:00 Intro

01:23 You’re Already Using Sales in Your Every Day Life 

02:53 The Power of the Reframe 

04:42 The Core Sales Skills Everyone Needs

08:03 Sales Isn’t Manipulation, It’s Emotional Leadership

12:59 One Connection Can Change Everything

17:41 Building a High-Income Skill is Essential 

19:51 Why Mindset Is the Real Advantage

21:35 A Simple Sales Process That Actually Works

27:31 The Most Memorable Thing You’ve Ever Been Sold

30:55 How to Spend Money More Mindfully

34:44 How to Get Started in Sales (Even If You’re Scared)

35:42 Are Networking Events Worth Your Time?

39:39 There’s No Limit to What You Can Earn

43:15 How to Create a Major Salary Jump

46:19 Jobs That Sharpen Your Sales Skills

47:49 The Mindset That Keeps People Stuck

49:35 The Power of Believing in Yourself 

51:59 How to Sell Any Product Effectively

56:44 Sell Me This Pen

01:02:41 Why Assumptions Kill Sales

01:04:09 How to Handle Rejection Without Losing Momentum

01:07:27 How to Reframe Any Objection

01:12:07 The Right Way to Ask for a Raise

01:15:44 What Employers Are Really Looking For

01:20:06 It’s Not a No, It’s a Lesson

01:21:22 How to Talk About Your Wins Without Ego

01:23:24 The Most Challenging Deal of All

01:25:29 Why the Best Sellers Preempt Objections

01:27:12 Why We Struggle to Invest in Ourselves

01:30:57 Shelby on Final Five 

Episode Resources:

Shelby Sapp | https://shelbysapp.com/ 

Shelby Sapp | https://www.instagram.com/shelby.sapp/ 

Shelby Sapp | https://www.youtube.com/@Shelbysappyt 

She Sells | https://shesellsremote.com/ 

She Sells | https://www.instagram.com/shesellsacademy