The Annual Side Hustle Honors Awards Show
More than an awards show — it’s a movement. We shine a spotlight on the fearless dreamers, late-night grinders, and everyday entrepreneurs who dare to build something of their own. This celebration honors the journey of hustle: the long nights, big risks, and bold ideas that drive people to rewrite the rules of success.
It’s a testament to the entrepreneurial spirit that continues to shape our future. We celebrate those brave enough to follow their passion, innovate, and redefine the traditional boundaries of work. By uplifting today’s visionaries, we also pave the way for tomorrow’s leaders — fueling a culture rooted in creativity, resilience, and purpose.
Join us as we recognize the grind, elevate the stories, and champion the triumphs of side hustlers everywhere.
Awards Spotlight
Industry
Community Choice
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Industry Honorees
Recognizing exceptional entrepreneurs who have made a significant impact within their specific industry. These individuals set trends, break barriers, and lead by example in fields ranging from tech to beauty to health and beyond.
Community Choice Awards
Selected by the people, for the people. These awards celebrate those who have earned the support and admiration of their communities through authenticity, service, and relentless dedication.
The Wilfred J. Barry Icon Award
This prestigious honor is reserved for a trailblazer whose long-standing hustle has redefined excellence. A symbol of consistency, legacy, and impact — The Icon Award recognizes a journey that inspires generations.
2025 SHOW
Chicago, IL
Don’t wait — Side Hustle Honors is a live experience you don’t want to miss. Each year, tickets sell out fast as we get closer to the big night. With live music, an amazing host, and powerful speeches that uplift and inspire, this show celebrates 25 incredible side hustlers who’ve climbed the ranks and captured our admiration. Be in the room where hustle meets honor — grab your tickets early and witness greatness live.
