The NextGen Playbook

The 20-Something Leap: Starting Your Own Business


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In this episode, host Will Giangrande dives deep into the unique advantages of launching your own business while you're still in your twenties. Will opens up about his own journey—from navigating the pressures of traditional job hunting to discovering the fulfilling path of entrepreneurship. He shares insights on why this is the perfect time to take risks, learn, and build something meaningful, all while you have the flexibility to experiment and grow.

He discusses how entrepreneurship in your twenties allows you to focus on the process, not just the outcome, and why the experience—whether your business succeeds or not—makes you stand out. Will also talks about the “myth of risk,” offering a refreshing perspective on why starting a business might be less risky than staying in a corporate job. He also tackles challenges like imposter syndrome, comparison traps, and delayed gratification, offering strategies for staying focused and motivated.

This episode is for anyone feeling the pull to build their own business, offering both encouragement and practical advice to help you make it happen.


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The NextGen PlaybookBy Will Giangrande