Top 200 Boldness Quotes (2025 Update)

1. “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.”

— Oprah Winfrey

Also featured in: Success Quotes, Courage Quotes, Failure Quotes, Motivational Quotes for Success

2. “Do not go where the path may lead, go instead where there is no path and leave a trail.”

— Ralph Waldo Emerson

Also featured in: Life Quotes, Famous Quotes, Positive Motivational Quotes, Inspirational Life Quotes

3. “I believe in myself so much that nothing is going to stop me.”

— Conor McGregor

Also featured in: Courage Quotes, Quotes About Strength, Goal Quotes, Confidence Quotes

4. “If you’re going to try, go all the way. There is no other feeling like that. You will be alone with the gods, and the nights will flame with fire. You will ride life straight to perfect laughter. It’s the only good fight there is.”

— Charles Bukowski

Also featured in: Meaningful Quotes, Effort Quotes, Fighting Quotes

5. “Life is a helluva lot more fun if you say yes rather than no”

— Richard Branson

Also featured in: Experience Quotes, Short Positive Quotes, Opportunity Quotes

6. “As soon as the fear approaches near, attack and destroy it.”

— Chanakya

Also featured in: Overcoming Fear Quotes, Fighting Quotes, Risk-Taking Quotes

7. “Go and make interesting mistakes, make amazing mistakes, make glorious and fantastic mistakes. Break rules. Leave the world more interesting for your being here.”

— Neil Gaiman

Also featured in: Failure Quotes, Creativity Quotes, Empowering Quotes, Graduation Quotes

8. “I am willing.” “I am wired to win.” “I got this.” “I embrace the uncertainty.” “I am not my thoughts; I am what I do.” “I am relentless.” “I expect nothing and accept everything.”

— Gary John Bishop

Also featured in: Persistence Quotes, Confidence Quotes, Personality Quotes, Coaching Quotes

9. “There’s a tremendous bias against taking risks. Everyone is trying to optimize their ass-covering.”

— Elon Musk

Also featured in: Startup Quotes, Risk-Taking Quotes

10. “To win big, you sometimes have to take big risks.”

— Bill Gates

Also featured in: Business Quotes, Wealth Quotes, Achievement Quotes

11. “Scared is what you’re feeling. Brave is what you’re doing.”

— Emma Donoghue

Also featured in: Courage Quotes, Encouragement Quotes, Overcoming Fear Quotes, Moving Forward Quotes

12. “Freedom lies in being bold.”

— Robert Frost

Also featured in: Courage Quotes, Motivational Quotes About Life, Freedom Quotes

13. “It takes a great deal of bravery to stand up to our enemies, but just as much to stand up to our friends.”

— J.K. Rowling

Also featured in: Courage Quotes, Interesting Quotes, Life Lessons Quotes, Quotes About People

14. “If you’re presenting yourself with confidence, you can pull off pretty much anything.”

— Katy Perry

Also featured in: Confidence Quotes, Short Positive Quotes, Feel Good Quotes, Performance Quotes

15. “Live dangerously.”

— Friedrich Nietzsche

Also featured in: Action Quotes, Live Life Quotes, Inspirational Quotes for Men

16. “Risk more than others think is safe. Dream more than others think is practical.”

— Howard Schultz

Also featured in: Inspirational Entrepreneurship Quotes, Positive Motivational Quotes, Ambition Quotes, Risk-Taking Quotes

17. “God will not have his work made manifest by cowards.”

— Ralph Waldo Emerson

Also featured in: Courage Quotes, Quotes About Strength

18. “Don’t let the fear of losing be greater than the excitement of winning.”

— Robert T. Kiyosaki

Also featured in: Motivational Quotes for Success, Optimistic Quotes, Motivational Monday Quotes

19. “I defy you, stars.”

— William Shakespeare

Also featured in: Fiction Quotes, Performance Quotes, Character Quotes

20. “As a guiding principle, life shrinks and life expands in direct proportion to your willingness to assume risk.”

— Casey Neistat

Also featured in: Opportunity Quotes, Taking Action Quotes, Quotes About Trying

21. “The mind, ever the willing servant, will respond to boldness, for boldness, in effect, is a command to deliver mental resources.”

— Norman Vincent Peale

Also featured in: Confidence Quotes, Positive Motivational Quotes, Quotes About Thinking, Positive Mindset Quotes

22. “Every time I took these bigger risks, the opportunity for a bigger payout was always there.”

— Casey Neistat

Also featured in: Hustle Quotes, Opportunity Quotes

23. “Go forth and set the world on fire.”

— Ignatius of Loyola

Also featured in: Changing the World Quotes, Taking Action Quotes, Passion Quotes, Risk-Taking Quotes

24. “We are here to laugh at the odds and live our lives so well that Death will tremble to take us.”

— Charles Bukowski

Also featured in: Live Life Quotes, Life Is Short Quotes, Carpe Diem Quotes

25. “I would rather gamble on our vision than make a ‘me, too’ product.”

— Steve Jobs

Also featured in: Startup Quotes, Strategy Quotes, Vision Quotes

26. “Be courageous. It’s one of the only places left uncrowded.”

— Anita Roddick

Also featured in: Courage Quotes, Short Motivational Quotes, Positive Motivation Quotes

27. “I want to stand as close to the edge as I can without going over. Out on the edge you see all kinds of things you can’t see from the center.”

— Kurt Vonnegut

Also featured in: Short Quotes About Life, Fiction Quotes, Risk-Taking Quotes

28. “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

Also featured in: Live Life Quotes, Taking Action Quotes, Risk-Taking Quotes

29. “Don’t think about things, just do them; don’t predict them, just make them.”

— Ray Bradbury

Also featured in: Taking Action Quotes, Moving Forward Quotes, Creative Quotes, Quotes About Acting

30. “If you have enemies, that’s good. It means you stood up for something.”

— Eminem

Also featured in: Haters Quotes

31. “A lot of people are afraid to say what they want. That's why they don't get what they want.”

— Madonna

Also featured in: Overcoming Fear Quotes, Desire Quotes

32. “People will stare. Make it worth their while.”

— Harry Winston

Also featured in: Short Quotes, Beauty Quotes

33. “Leaps of innovation require a bravery that borders on absurdity.”

— Astro Teller

Also featured in: Courage Quotes

34. “The world is in a constant conspiracy against the brave. It’s the age-old struggle: the roar of the crowd on the one side, and the voice of your conscience on the other.”

— Douglas MacArthur

Also featured in: Courage Quotes, Struggle Quotes

35. “Only cowards hide behind silence.”

— Paulo Coelho

Also featured in: Silence Quotes

36. “It is far better to live like a lion for a day than to live like a jackal for a hundred years.”

— Tipu Sultan

Also featured in: Fighting Quotes, Being Strong Quotes, Hero Quotes

37. “The big question is whether you are going to be able to say a hearty yes to your adventure.”

— Joseph Campbell

Also featured in: Experience Quotes, Wednesday Motivational Quotes, Adventure Quotes

38. “The future doesn't belong to the lighthearted. It belongs to the brave.”

— Ronald Reagan

Also featured in: Future Quotes

39. “The big lesson in life, baby, is never be scared of anyone or anything.”

— Frank Sinatra

Also featured in: Quotes About Strength, Short Positive Quotes, Self-Belief Quotes, Fear Quotes

40. “Courage is fire, and bullying is smoke.”

— Benjamin Disraeli

Also featured in: Clever Quotes, Bullying Quotes

41. “If you think you are too old to rock ’n roll, then you are.”

— Lemmy Kilmister

Also featured in: Music Quotes, Funny Quotes, Enjoy Life Quotes, Performance Quotes

42. “Courage is contagious. When a brave man takes a stand, the spines of others are often stiffened.”

— Billy Graham

Also featured in: Christian Motivational Quotes, Overcoming Fear Quotes, Being Strong Quotes

43. “He who dares not offend cannot be honest.”

— Thomas Paine

Also featured in: Truth Quotes, Honesty Quotes

44. “Don’t waver. Make a decision. Do it now.”

— Billy Graham

Also featured in: Choices Quotes, Quotes for Better Decisions, Hesitation Quotes

45. “We must overcome the notion that we must be regular. It robs you of the chance to be extraordinary and leads you to the mediocre.”

— Uta Hagen

Also featured in: Self-Esteem Quotes, Be Yourself Quotes, Excellence Quotes, Individuality Quotes

46. “Go ahead, make my day.”

— Clint Eastwood

Also featured in: Epic Quotes, Crazy Quotes, Famous Movie Quotes

47. “I was born for a storm and a calm does not suit me.”

— Andrew Jackson

Also featured in: Adversity Quotes

48. “Cowards die many times before their deaths; the valiant never taste of death but once.”

— William Shakespeare

49. “The people who get on in this world are the people who get up and look for the circumstances they want and if they can’t find them, make them.”

— George Bernard Shaw

Also featured in: Prosperity Quotes, Goal Setting Quotes, Smart Quotes

50. “A coward is incapable of exhibiting love; it is the prerogative of the brave.”

— Mahatma Gandhi