Lead with Love® Podcast

Creativity. Business. Life.

How to sell well (& actually enjoy It) with Matthew Kimberley

SUBSCRIBE   Apple Podcasts | Spotify | Amazon Music | Stitcher

How can you delight the people you want to help and make selling more fun? If you want to create experiences for the people you serve where they remember you, then this episode of the Lead with Love podcast is for you.

In this episode, I get cozy with my dear friend Matthew Kimberley where we talk about selling, speaking on stages, and creating a life and business based on what you value the most.

Matthew helps small business owners enjoy more fun, freedom flow. He's the creator of Professional Persuasion, Delightful Emails and the Single Malt Mastermind and spent half a decade as the head of the Book Yourself Solid® School of Coach Training. He hosts the How To Get A Grip podcast and wrote a book of the same name.

Selling is a game. It can be a lot of fun if you choose to make it fun.


What you'll hear (and don't want to miss!)

  • The reason why Matthew considers himself a “reluctant leader” [3:56]
  • Matthew’s personal relationship with selling and how to actually enjoy cold calling [9:46]
  • Matthew’s journey to become the speaker he is today, and the type of presenting he prefers to do [16:56]
  • How he pivoted from being in a partnership to go all in on creating his own brand and projects [29:25]
  • The fears and doubts that Matthew encountered releasing his new podcast to the world [36:36]
  • His tips for handling feedback and criticism from others on our creative work [39:16]
  • Why Matthew is looking to create more space in his calendar, and the shifts he doing to make this happen [45:46]
  • The reasons many entrepreneurs resist email marketing and how his Delightful Emails course is solving this problem [48:26]
  • One action step you can take today to start writing more delightful emails and why all your emails don’t have to be education [52:45]

Resources + links mentioned:

» Matthew Kimberley

» Matthew Kimberley Podcast

» Delightful Emails 101

» The Advisory Board

» How to get a grip by Matthew Kimberley

» The School for Selling

» Connect with Matthew on Instagram and Facebook!

» Heroic Public Speaking

» Book Yourself Solid by Michael Port

» The Subtle Art of Not Giving a F*ck by Mark Manson

» Company of One by Paul Jarvis

» Tiny Little Businesses

Key Quotes:

  • “Selling is a game. It can be a lot of fun if you choose to make it fun. It can be an adventure if you choose to make it an adventure. It certainly doesn’t have to be a grind.” [10:53]
  • “Presenting is like anything. If you do it twice or three times, or four times, you’re probably not going to be very good, but if you do it hundreds of times, you can expect to get better if you’re thoughtful about it.” [25:40]
  • “Show me an author who doesn’t read their own reviews. I bet there isn’t a podcaster who doesn’t read their own reviews either. We do it for the same reason we like hearing applause at the end of our performances, because we want to know that we have done a good job.” [38:46]
  • “Don’t fall into the mistake of believing that every email you send has to be educational.” [52:50]
  • “I think most people truly demonstrate what they find as valuable through where they spend their time and where they spend their money.” [55:05]

Show some love

Did you love this episode? Reviews are like warm hugs, high fives, and happy dance all in one. Leave an honest review over on Apple Podcasts.

Back to Top