Enter to Win $100,000 in cash & more on Huckberry: https://bit.ly/3W2hC0A
Chase your dream. We'll fund it, equip it, and connect you to people who've done it.
Start that side hustle—or scale it. Work remotely in Japan for a year. Travel solo around the world: surf Bali, ski Japan, explore the pyramids. Take a gap year in Spain with your family and put your kids in local schools to learn Spanish. Plan the ultimate 2026 boys trip—treat your crew to first-class travel and a white knuckle adventure.

With our Dream Year Giveaway, the biggest in Huckberry’s history, all those life goals are on the table. Huckberry has always existed to nudge people toward adventure and help them realize their full potential. The Dream Year Giveaway is our mission, leveled up. We started Huckberry from our apartments and built a sabbatical program for our team. Now we’re opening that door to you.
There will be one grand prize winner, but the real win is lighting sparks. If someone starts a side hustle, plans their own sabbatical, or chases the idea they can’t shake—that’s our dream in action. Because we’re only one move away from a totally different life.
LFG - Richard and Andy, Huckberry Co-Founders.
Terms and Conditions apply. See the full contest rules for more information: https://bit.ly/4mwusz7
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