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Step It Up Entrepreneur

Mar 24, 2021

What’s the one goal that seems completely out of your reach? Every entrepreneur has one, whether it be a bestselling book, a life-changing speaking engagement, or just a few more clients. It’s easy to get caught up in the details and the scope of what you’re trying to accomplish… but the fastest and best way to get to where you’re going is to start conquering one day at a time.

Drewbie Wilson is a loving husband and father who pushes himself to live in excellence so he can set an example for those around him. At one point in his life, he weighed in at more than 300 lbs before getting focused on his health and losing more than 100 pounds. An action taker with his finger on the pulse, who focuses on service to others above all else, leading him to produce more than seven figures in revenues no matter what industry he has worked in. Not one to turn away from a challenge, he looks to get out of his comfort zone as much as possible.

A servant first, operating with utmost integrity and humility, but not afraid to tell it like it is. Confidence and empathy are his superpowers. By going all-in on every area of life, he strives to inspire success-driven winners to become the most elite version of themselves.

How does he do it? Living by the motto

"Crush The Day Before It Crushes You!"

On this episode of the Step It Up Entrepreneur podcast, Tomas and Drewbie jam on reframing your experiences and mistakes as lessons to help you level up, the difference getting back to basics can make in your life and your business, how to crush the day before it crushes you, and how Drewbie and his wife continue to support, motivate and build each other up through the best days and the worst. Listen in for a pure shot of motivation to carry you through the thing that you’re passionately pursuing right now. 

What You’ll Learn:


  • Why learning to document your processes and delegate responsibilities to others is an essential, though very scary, skill for every entrepreneur
  • How Drewbie developed his “Crushing the Day” concept into not only a winning lifestyle for him but a personal brand that inspires and motivates his audience every day
  • What makes the relationships in your life - whether personal or professional - successful and conducive to more and more huge accomplishments for both parties
  • And much more!

Favorite Quote:

“As entrepreneurs, a lot of what we have to do is putting things out even though we're not 100% ready. Sometimes you just have to take that action to get moving forward. You know, we’ve got to take that first step every day.”


  • Drewbie Wilson


Connect with Drewbie:

Get Crushing the Day on Amazon

Crushing the Day Podcast

Visit Drewbie’s website



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.

Check Tomas out on Facebook, LinkedIn, Instagram, and don’t forget to visit and sign up to make sure you never miss an episode drop.

Enjoyed the episode? Hop over to Apple Podcasts for more! Like and share to help spread the word. We appreciate your support—and we hope to return the favor: Leave a review to let us know what you want to hear from Tomas next.