Episode 38

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Published on:

16th Jul 2024

Ep 38: Success Outside the Box and Playing Your Own Game

Where do we get our definition of success from, and how often do we challenge it? It's tempting to grow and achieve within the walls we've been taught to surround ourselves with, but breaking through those walls and creating in a way that's uniquely ours can take us further than we ever imagined.


Randy Massengale is an educator and coach dedicated to helping entrepreneurs and business owners succeed with strategies, philosophies, and habits tailored to their unique blend of creativity and expertise. He has shared his insights with industry giants like Intel and Microsoft and is an avid reader with a passion for self-education.



In this episode of the Rigging the Game podcast, Dan and Randy delve into why mentorship is crucial for success, the difference between I-shaped and T-shaped people, and the art of staying in your lane. Tune in to start growing on your own terms.



What You’ll Learn


  • Why formal education isn’t completely useless
  • How doing the research changes the game
  • What to do about the energy-sucking people in your life
  • And much more!


Favorite Quote



“I bring back the creativity as a coach, I'm trying to bring back the creativity and then have you do it within context. You may do it within the financial world. Someone else may do it within technology. Someone else may do it within fashion, but there's still this creativity that we want to bring to bear on it rather than we just reinforce rules all the time.”



- Randy Massengale



Connect with Randy Massengale



How to Get Involved



Visit Dan Nicholson’s website - Nth Degree CPAs and Rigging The Game to learn how he helps small business owners cultivate good accounting and tax practices to achieve their financial goals. Rig the game to win and set the outcomes you want in life and business. Get closer to what you want with Certainty News.


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About the Podcast

(UN)Conventional Wealth
(UN)Conventional Wealth is the top resource for entrepreneurs who want unconventional strategies and tips to win at business and life on their terms.

Entrepreneurs who are breaking through barriers while setting new standards in their industry recognize that the cliché, cookie cutter, and conventional recommendations about finance and business don’t apply to them.

This podcast will release you from the “WHAT YOU SHOULD BE DOING” chains so you can massively win at business and life by playing your game.

Painful shyness intersecting with an insatiable desire to compete (and WIN) birthed a relentless curiosity to understand how to massively win at business and confront fears without conforming to a set blueprint.

This show is for the purpose-driven entrepreneur who recognizes that the cliché, cookie cutter, and conventional recommendations about finance and business don’t work because they’re playing a different game.

As a painfully shy kid, I often found myself on the sidelines quietly observing the game of sports, life and business until the flames of competitiveness grew to a bonfire and took over. From the ashes, birthed a relentless curiosity and drive to understand how to massively win at business and confront my fears without conforming to a set blueprint.

I share the unconventional strategies and tips I learned to make sure you win (get what you want) under your rules. Hear all the “a-ha” moments as a business owner, dad, exercise enthusiast and serial idea generator while interviewing other thought leaders who have developed their own strategies to rig the game to win.