In this episode of Compound Growth, Wheeler and Colin dive into a wide-ranging conversation on how our views of money, work, and success have evolved over the decades. They begin with a lighthearted (and slightly chaotic) story about home construction gone awry—illustrating how coordination, communication, and planning are as critical in life as they are in building a house. From contractors and designers to clients and advisors, they draw parallels between home projects and navigating complex financial or life decisions.
The discussion then shifts to a deeper exploration of generational attitudes toward wealth. From the stability-focused 1970s, to the flashy status symbols of the 1990s, to today’s Gen Z and Millennial emphasis on freedom and experiences, the hosts unpack how cultural, economic, and technological shifts have reshaped financial aspirations. Along the way, they address the widening wealth gap, job market challenges, the romanticized view of entrepreneurship, and the role of social media in distorting expectations.
Finally, Wheeler and Colin debate whether wealth itself is inherently “bad” or whether systemic issues are to blame for growing economic discontent. They share personal insights on navigating the “K-shaped” economy, why traditional career paths may no longer be the safest bet, and how finding in-demand skills—whether in trades, corporate roles, or investments—can be a way forward. This thoughtful and candid episode blends humor, personal stories, and practical advice, leaving listeners with a clearer view of how to think about money, work, and success in today’s rapidly changing world.
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Credits:
Created By: Wheeler Crowley and Colin Walker
Production Assistance: Tori Rothwell
Editing and Post-Production: Steven Sims