“I believe that the most important single thing, beyond discipline and creativity, is daring to dare.” – Maya Angelou

“I mean happiness comes from facing challenges and going out on a limb and taking risks. If you’re not willing to take a risk for something you really care about, you might as well be dead.” – Diane Frolov

“Accept that all of us can be hurt, that all of us can–and surely will at times–fail. I think we should follow a simple rule: if we can take the worst, take the risk.” – Joyce Brothers

“Most women I know who have been successful in business, it’s because they’ve been willing to take on the risky challenge that other people would say, ‘Oh, I’m not sure I want to do that.” – Sandra E. Peterson

“I always did something I was a little not ready to do. I think that’s how you grow. When there’s that moment of ‘Wow, I’m not really sure I can do this,’ and you push through those moments, that’s when you have a breakthrough.” – Marissa Mayer

“If you don’t go after what you want, you’ll never have it. If you don’t ask, the answer is always no. If you don’t step forward, you’re always in the same place.” – Nora Roberts

“That’s the risk you take if you change: that people you’ve been involved with won’t like the new you. But other people who do will come along.” – Lisa Alther

“Do the one thing you think you cannot do. Fail at it. Try again. Do better the second time. The only people who never tumble are those who never mount the high wire. This is your moment. Own it.” – Oprah Winfrey

“If you risk nothing, then you risk everything.” – Geena Davis

“The reward is in the risk.” – Unknown

“Optimism is the faith that leads to achievement.” – Helen Keller

“Security is mostly a superstition. It does not exist in nature, nor do the children of men as a whole experience it. Avoiding danger is no safer in the long run than outright exposure. Life is either a daring adventure or nothing.” – Helen Keller

“The biggest risk is not taking any risk. In a world that’s changing really quickly, the only strategy that is guaranteed to fail is not taking risks.” – Mark Zuckerberg

“Move fast, take risks, it’s okay to try big things you’re better off trying something and having it not work and learning from that than having not done anything at all.” – Mark Zuckerberg

“Only those who will risk going too far can possibly find out how far they can go.” – T. S. Eliot

“It will do you no harm to find yourself ridiculous. Resign yourself to be the fool you are… We must always take risks. That is our destiny.” – T. S. Eliot²

“Don’t be too timid and squeamish about your actions. All life is an experiment. The more experiments you make the better.” – Ralph Waldo Emerson

“I dip my pen in the blackest ink, because I am not afraid of falling into my inkpot.” – Ralph Waldo Emerson

“What if they are a little course, and you may get your coat soiled or torn? What if you do fail, and get fairly rolled in the dirt once or twice. Up again, you shall never be so afraid of a tumble.” – Ralph Waldo Emerson

“To map out a course of action and follow it to an end requires some of the same courage that a soldier needs. Peace has its victories, but it takes brave men and women to win them.” – Ralph Waldo Emerson

“You gain strength, courage, and confidence by every experience in which you really stop to look fear in the face. You are able to say to yourself, ‘I lived through this horror. I can take the next thing that comes along.’ You must do the thing you think you cannot do.” – Eleanor Roosevelt

“I believe anyone can conquer fear by doing the things he fears to do, provided he keeps doing them until he gets a record of successful experience behind him.” – Eleanor Roosevelt