What does the American Dream really mean today? In this episode, Wheeler and Colin sit down with Tori to unpack how our idea of “making it” has evolved—from owning a home and climbing the corporate ladder to building a life defined by flexibility, purpose, and balance. They dig into the generational shift from stability to freedom and how financial independence now looks more like personal choice than a picket fence.

The conversation moves from the roots of the American Dream to what’s shaping it now: the changing job market, the value of higher education, and how timing can determine opportunity. Wheeler shares data showing a surprising rise in unemployment among college graduates, while Colin reflects on how his own version of the dream has transformed with age and experience.

They close by talking about gratitude, perspective, and the power of redefining success at every stage of life. Whether your version of the American Dream means owning a home, traveling the world, or simply having the freedom to choose, this episode challenges you to rethink what you’re really working toward.

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Credits:
Created By: Wheeler Crowley and Colin Walker
Production Assistance: Tori Rothwell
Editing and Post-Production: Steven Sims