WHY SELLING IS SO HARD: The Toughest Job in Business episode artwork

EPISODE · Nov 3, 2025 · 28 MIN

WHY SELLING IS SO HARD: The Toughest Job in Business

from Sales [UN]Training

Kelly celebrates two years of transforming how professionals think about sales — and tackles one of the biggest questions in the business world: why is selling so hard? Drawing from decades of experience, Kelly unpacks the long list of skills every salesperson must master — from systems and product knowledge to industry fluency, customer psychology, and competitive strategy. Follow the audio podcast and watch OR listen wherever you are: https://linktr.ee/salesuntraining But it doesn't stop there. Kelly explains how companies unintentionally make the job harder through poor onboarding, unrealistic expectations, and one-off "event" training that quickly fades away. He highlights how many organizations still perpetuate outdated sales stereotypes — focusing on product pitches instead of developing professionals who listen, adapt, and solve problems. Sales is not a fallback career — it's one of the most complex, performance-driven roles in business. And while great salespeople thrive on challenge, true success depends on leaders who prepare and support them the right way. If you lead a sales team or want to understand what separates elite performers from the rest, this episode is a must-listen. Kelly Riggs is an author, speaker, and business consultant for executives and companies throughout the United States and Canada. He has written two books: 1-on-1 Management: What Every Great Manager Knows That You Don't and Quit Whining and Start SELLING! A Step-by-Step Guide to a Hall of Fame Career in Sales.  Get more Kelly: www.BizLockerRoom.com.  Widely recognized as a powerful speaker and performance coach in the areas of sales, management leadership, and strategic planning, Kelly is a former sales executive, a two-time national Salesperson-of-the-Year, a business owner, and a member of the Forbes' Coaches Council since 2019.  Music and Editing by Pod About It Productions @dougbranson 

Episode metadata supplied by the publisher feed · Published Nov 3, 2025

Embed this episode

NOW PLAYING

WHY SELLING IS SO HARD: The Toughest Job in Business

0:00 28:46

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

No similar episodes found.

Frequently Asked Questions

How long is this episode of Sales [UN]Training?

This episode is 28 minutes long.

When was this Sales [UN]Training episode published?

This episode was published on November 3, 2025.

Can I download this Sales [UN]Training episode?

Yes. Use the download control on the episode player to save the publisher-provided media file.
URL copied to clipboard!