If there's anything I've learned from surfing or traveling or starting my own company, it's that sometimes, you just have to go for it.
You'll get a worse wipeout hesitating on a wave than you would if you attempted the drop, I know from experience. A trip filled with misadventures is almost always better than sitting at home wishing you booked that flight. And seeing an entrepreneurial daydream come to life is inexplicably rewarding, no matter the challenges you'll face along the journey.
If you look back on your life, chances are, the things that changed your life for the better were terrifying to attempt at first. But aren't you glad you did it? If you're looking for a sign, this is it. Go after it. Chase your dreams. I promise you won't regret it.