Huckberry Wants to
Fund Your “Dream Year”

Huckberry is no stranger to fueling adventure, but their latest giveaway is a whole new level. Dubbed The Dream Year, it's designed to give one lucky winner the chance to hit the reset button and reimagine what life could look like, with Huckberry footing the bill. The prize? Up to $125,000 in funding and a new wardrobe, plus exclusive access to Huckberry's deep network of creators, explorers and entrepreneurs. That's not just free cash; it's a launchpad.

The idea is pretty straightforward: Maybe you've been itching to travel the world, or finally start that company you've been sketching out in the margins of your notebook. Maybe you've got a side hustle with the potential to become something bigger, but you just need the time and breathing room to see it through. The Dream Year is about making those “what ifs” real.

And here's the kicker—you don't even have to quit your day job. But if you wanted to, this grant would certainly give you the freedom. It's essentially a working sabbatical, on Huckberry's dime.

Honestly, this one hits home for me and the Valet. team. It reminds me of when I and my co-founder relocated to Tokyo to launch Bandana, our Japan-focused newsletter. This time abroad wasn't merely a change of scenery, it was a creative reset that shifted my perspective and reshaped my work. That's exactly the kind of transformation Huckberry is trying to spark here.

One person's life is about to look very different in 2026, and Huckberry is betting big that it could be yours.

Enter to Win Today