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December 3, 2025 34 mins

Ready to turn your freelance side hustle into a booming $20K/month studio? In this inspiring conversation on Young Boss, Isabelle Guarino chats with Ben Jackson, a solopreneur who transformed his creative hustle into a thriving boutique web development studio. Youth is your power, and Ben’s story proves that ambition, strategy, and persistence can lead to incredible success.

Learn how Ben prepared for his leap to entrepreneurship, navigated the challenges of building a business in a competitive field, and positioned himself as a standout developer in a world of cheap labor and AI. He shares practical advice on financial literacy, finding your niche, and balancing creative control with scaling your business. Whether you're a young entrepreneur or just dreaming of breaking through barriers, this episode is packed with actionable insights and motivation to fuel your journey.

Discover the power of valuing your craft, attracting the right clients, and creating a business that aligns with your lifestyle and goals. Don’t miss this success story filled with unique experiences and lessons for anyone looking to make their side hustle a full-time reality. 

Hit play, and be inspired to chase your dreams! Don’t forget to like, share, and follow us on Instagram and TikTok to stay connected with Young Boss and more episodes celebrating youth, ambition, and innovation.

#scalingbusiness #businessadvice #creativeentrepreneurship #webdevelopmentstrategies #youngentrepreneurs

CHAPTERS:
00:00 - Intro
00:35 - Preparing for Career Leap
03:20 - Selling Your Value in Competitive Market
05:45 - Scaling and Growing Your Business
08:40 - Challenges of Going Solo

Subscribe to Young Boss with Isabelle Guarino wherever you get your podcasts, and be sure to like, share and follow on Instagram and TikTok.

And remember, youth is your power.

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