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Step It Up Entrepreneur

Mar 23, 2022

Have you ever seen a cat chase its own tail, stand on its hind legs, hiss, and then make a mad leap onto the counter? It could be from the catnip, but in the case of entrepreneurs, it’s what happens when they don’t know where to channel the shiny objects, information overload, and their desire to execute immediately.  There’s a system and process to everything we do in life and while the hustle is good, many business owners are wearing themselves out by not working in reverse. 

Drewbie Wilson is Vice President of Break Free Academy, Founder and Creator of the Crush the Day Before it Crushes You Podcast, Author of the Best Selling Book, Crushing the Day Before it Crushes You, and creator of one of the most successful programs he attributes to generating well over $5 million dollars in sales, Closer Memes. 

Today, Tom and Drewbie come in raw and real discussing a few pet peeves they see happening right now in entrepreneurship.  Tom shares his thought process as it pertains to creating offers, and Drewbie chimes in with the most important question you should ask before hosting an event. They volley back and forth discussing the process of writing a book, and they share the true insight into how profitable they are in the long run.  Drewbie discusses how he became the Closer Meme King and how it’s created millions of dollars in sales for him.  He breaks down the psychology of why memes work so well and how to leverage the transfer of ideas. Drewbie shares how he’s used memes to follow up with prospects without being pushy. Tom breaks down the brilliance of being a super nerd and his affinity for tracking the small, tedious details that show the true cost of doing business.  Drewbie breaks down the math and the logic behind his methodology of getting his cost per lead down.  If you’re wanting to step up your marketing and sales game, bring your notepad and get ready for an education. 


What You’ll Learn: 


  • The math behind truly knowing your numbers and the true cost of what you’re paying for shitty leads
  • How Drewbie took one popular concept, isolated it, and created the Closer Memes course which has generated over $5 million in sales in the last 2 years for Apex 
  • How to properly plan an event starting from the most important question………. “Why are you throwing the event?” 
  • Tom shares how he reverse engineers every single offer before it launches and the logic behind his methodical madness
  • Drewbie shares what the E3 Method is and how you can leverage it to gain attraction in your market without spending 1 dollar 
  • Bullshit sales tactics that aren’t working in today’s economy (and it’s all based on human psychology)
  • Why you should write a book and how to use that book in your life
  • How doing things out of order can kill the congruency of your offers, and the number one reason many entrepreneurs lose traction in their businesses
  • The compound effects of a program called Building Your Machine and how to leverage by simply following the process in chronological order
  • Why you have to build backend processes to support what your business is offering FIRST! 
  • And much more!

Favorite Quote:

“I recognize that from a sales perspective, I am not a hard closer.  I’m not somebody, that’s “If you don’t make this decision, it’s going to ruin the rest of your life.” Fuck Off. You tell me that and for sure, I’m going to have a better life than you. But understanding that people are people. 

It doesn’t matter if I’m doing business with a consumer that’s living paycheck to paycheck or a guy that has more money than he knows what to do with, they still are people. And people do business with people they know, like, and trust.  And for me from a sales perspective, I want that trust factor of like, “Yo! I’m just like you. I just want to help you.”

  •  Drewbie Wilson 


Connect with Drewbie:



Crushing the Day

Podcast: Crushing the Day

Book: Crushing the Day   


How To Get Involved:

From his start in the GPS tracking industry to founding the Step It Up Academy, Tomas Keenan is on a mission to break out of the concept of “average” and reach the success that is anything but. And he wants you to join him.

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