don’t be afraid to try new things #careeradvice

2 Oct 2025 · 1 min

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Taylor Desseyn tells a young person named Aaron to stop playing it safe and take on bigger, riskier projects instead. Push yourself toward audacious work and painful problems that matter to others. Dream bigger than you think you should.

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If you can go back in time, is there another piece of advice that you would give young Aaron? I would say try more audacious things. Try something that is stupider. Try something that is like more insane. Because I think a lot of people end up in this loop where they're like, I'm gonna play it safe. And so what I would say is like, what's a big idea that seems really painful? And can you absorb that pain on behalf of all those other people? And I wish I had thought earlier on in my career, what's kind of like a big meaty problem in the space? that I could solve that people are currently experiencing a lot of pain around. And so I would just say dream a little bit bigger.