85 Inspiring Quotes about Taking Chances [Top Taking Chances Quotes]

Quotes about taking chances are powerful ways to inspire action and dive headlong into exciting opportunities. Check out this post to find out 85 of the best taking chances quotes on the internet!


Searching for good quotes about taking chances? I hope this post helps!

According to researchers, 90% of us have “deep regrets about our lives.”

And many confess that their biggest regrets involve missed opportunities — in other words, the chances they didn’t take.

Don’t let this happen to you!

With these inspiring quotes about taking chances, I hope you’ll feel motivated to make that move, pursue that career change, or explore that romantic relationship.

Keep reading for 85 of the best quotes about taking chances in life I could find!


Here we go, then: 85 awesome taking chances quotes!

Interested in taking a chance quotes? You might also like these…

Inspirational Quotes about Taking Chances

1. “If you want more luck, take more chances. Be more active. Show up more often.” — Brian Tracy

2. “Chance is always powerful. Let your hook always be cast; in the pool where you least expect it, there will be fish.” — Ovid

3. “People think they have all the time in the world, that they know how to plan things. And that is why they don’t take chances.” — C. Joybell C.

4. “I fear the boredom that comes with not learning and not taking chances.” — Robert Fulghum

5. “Our lives improve only when we take chances. And the first and most difficult risk we can take is being honest with ourselves.” — Walter Anderson

6. “To dare is to lose one’s footing momentarily. To not dare is to lose oneself.” — Soren Kierkegaard

7. “If you want to achieve a high goal, you’re going to have to take some chances.” — Alberto Salazar

8. “If you stop taking chances, you’ll stay where you sit. You won’t live any longer, but it’ll feel like it.” — Bono


“One who doesn’t recognise an opportunity is a bigger loser than one who tries his hand at an opportunity.”

— Amit Kalantri

10. “You will never experience personal growth if you fear taking chances.” — T. Sorensen

11. “I’d rather regret the things that I have done than the things that I have not done.” — Lucille Ball

12. “What’s meant to be will always find a way.” — Trisha Yearwood

13. “Go out there and try to be good. If you go out there and try to be good, you’ve got a chance to be great.” ― Preet Bharara

14. “Sometimes doors open and others close and you have to figure out which one you’re going to take. I’m always for the one that’s challenging.” — Gisele Bundchen

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

16. “The only chance that we have of achieving our dreams is to take a risk, and most people who are consumed with negative self-talk do not find the risk to be worth it.” — Jennifer Smith

17. “Sometimes a ‘mistake’ can end up being the best decision you ever make.” ― Mandy Hale

18. “You have a chance to live your dream; do not let it vanish into the mists of the morning.” — Byron Pulsifer


Next up: a set of lighthearted quotes about taking chances in life to put a smile on your face.

Funny Quotes about Taking Chances in Life

19. “You miss 100% of the shots you never take.” — Wayne Gretzky

20. “Love is a violent recreational sport. Proceed at your own risk. Helmets, armour, and steel-toe boots are required by law.” — H.C. Paye

21. “Trying and getting hurt can’t possibly be worse for you than being… stuck.” ― Eliezer Yudkowsky

22. “When you have films like ‘Bourne’ that succeed, not only does it beget sequels, but it begets people taking chances.” — Doug Liman

23. “When thinking about what to do next with your life, don’t ask yourself what you would succeed at, but what you would most enjoy failing at.” ― Clifford Cohen


“Was he scared? Hell, yeah. But sometimes the only way to change something was to break it first.”

— Joelle Charbonneau

25. “If no one ever took risks, Michaelangelo would have painted the Sistine floor.” — Neil Simon

26. “I just got tired of waiting for things to happen through other people when so many other people are taking chances on following their dreams.” — Christina Milian

27. “You have to ask yourself, if you’re not taking any chances, are you actually even living?” —CeeLo Green

28. “Progress always involves risks. You can’t steal second base and keep your foot on first.” — Frederick Wilcox

29. “Life is all about these little moments that add up to greatness. And there are times when you have to grab greatness by the balls and say, ‘Hey! Greatness! I’ve got your nuts and you can’t do a thing about it!” ― T.J. Klune


Want some famous quotes on taking chances? Check out the coming section.

Famous Quotes about Chances in Life

30. “Necessity is the mother of taking chances.” — Mark Twain

31. “May you always have the courage to take a chance.” — Irish Proverb

32. “If you are afraid to take a chance, take one anyway. What you don’t do can create the same regrets as the mistakes you make.” — Iyanla Vanzant

33. “It never hurts as bad as you think to fail. You seldom regret what you do…You regret what you didn’t do.” — Hugh Downs

34. “The fear of death is the most unjustified of all fears, for there’s no risk of accident for someone who’s dead.” — Albert Einstein

35. “I have regrets. But that’s from a lifetime of taking chances, making decisions, and trying not to be frozen.” — Kevin Costner

36. “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

37. “There are risks and costs to action. But they are far less than the long-range risks of comfortable inaction.” — John F. Kennedy


“There is no failure except in no longer trying, there no defeat except in not getting up one more time, there are no unsolvable problems except the ones we refuse to handle.”

— Okorote Emmanuel

39. “Taking chances almost always makes for happy endings.” — Barbara Corcoran

40. “Happiness is a risk. If you’re not a little scared, then you’re not doing it right.” — Sarah Addison Allen

41. “Be passionate about your life. Learn to live without the fear of failing. Take a chance, you just might surprise yourself.” — Nishan Panwar

42. “Take a chance! All life is a chance. The man who goes farthest is generally the one who is willing to do and dare.” — Dale Carnegie

43. “It’s possible to go on, no matter how impossible it seems.” — Nicholas Sparks

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

45. “True bravery is when there is very little chance of winning, but you keep fighting.” — Joe Biden

46. “The number of chances that we get or make doesn’t matter. It’s the number of chances we take that really matters.” ― Tshetrim Tharchen

47. “The danger of venturing into uncharted waters is not nearly as dangerous as staying on shore, waiting for your boat to come in.” ― Charles F. Glassman


Some of the best taking a chance quotes are thought-provoking in nature.

Thought-Provoking Taking Chances Quotes

48. “Beware of missing chances; otherwise, it may be altogether too late someday.” — Franz Liszt

49. “Probably some of the best things that have ever happened to you in life, happened because you said yes to something.” — Danny Wallace

50. “Don’t say, ‘No.’ Saying, ‘No,’ may result in ‘never,’ and you don’t ever want to subscribe to a philosophy of ‘never.’” — Charles Sullivan

51. “Everything you want lies on the other side of learning to trust yourself.” ― Vironika Tugaleva

52. “Life can be about taking chances and finding really great things and yes, failing sometimes. Or it can be about wondering what if because you never dared to try.” — Lauren Dane

53. “If you are not willing to risk the unusual, you will have to settle for the ordinary.” — Jim Rohn

54. “The committed person, win or lose, is the one who finds the real excitement in living.” — Dr Norman Vincent Peale

55. “You have to make the most of the chances that come your way.” — Spanish Proverb

56. “You have to take risks. We will only understand the miracle of life fully when we allow the unexpected to happen.” — Paulo Coelho

57. “There’s something liberating about not pretending. Dare to embarrass yourself. Risk.” — Drew Barrymore

58. “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


“Some things worth having defy logic. They come with obstacles, challenges, battles and long periods of wandering in the dark.”

— Shannon L. Alder

60. “A lifetime isn’t forever, so take the first chance, don’t wait for the second one! Because sometimes, there aren’t second chances!” — C. Joybell C.

61. “And at the end of the day, there is nothing but the journey. Because the destination is pure illusion.” ― Rich Roll

62. “Because if you’re prepared and you know what it takes, it’s not a risk. You just have to figure out how to get there. There is always a way to get there.” — Mark Cuban

63. “Even the smallest changes in our daily routine can create incredible ripple effects that expand our vision of what is possible.” ― Charles F. Glassman

64. “Pain nourishes your courage. You have to fail in order to practice being brave.” — Mary Tyler Moore

65. “Living means taking chances. Playing it safe all the time is being dead inside, even if you happen to still be breathing.” — Ellen Hopkins

66. “Nothing important was ever achieved without someone taking a chance.” — H. Jackson Brown Jr.

67. “99 per cent of success is built on failure.” — Charles Kettering

68. “I’ve got to take chances and get out there. What are you going to do, sit at home and knit? I don’t knit.” — Cybill Shepherd

69. “He who takes no chances wins nothing.” — Danish Proverb

70. “Your regrets aren’t what you did, but what you didn’t do. So I take every opportunity.” — Cameron Diaz


I thought I’d finish with a few quotes about taking a chance on love!

Quotes about Taking a Chance on Love

71. “Have enough courage to trust love one more time and always one more time.” — Maya Angelou

72. “In an instant, we can make the choice to let our hearts stay broken or we can take a chance in living, and allow this beautiful adventure called life, set our hearts on fire.” — Rae Brown

73. “Because if you take a risk, you just might find what you’re looking for.” — Susane Colasanti

74. “Dare to take chances, follow your dreams, risk it all, fall in love, believe in yourself, let go, make mistakes, start over, find happiness, live for today.” — Unknown

75. “Can’t you for once, just this once, stop overthinking, and just…feel?” ― Mayumi Cruz

76. “Sometimes quitting does not imply one’s weakness. It sometimes shows one’s strength for being brave enough to put an end to the things he once thought he could not do.” ― Krizha Mae G. Abia

77. “True love is usually the most inconvenient kind.” –—Kiera Cass


“Living might mean taking chances, but they’re worth taking. Loving might be a mistake, but it’s worth making.”

— Lee Ann Womack

79. “If you are never scared, embarrassed or hurt, it means you never take chances.” — Julia Soul

80. “We can decide to make it a great day, or we can simply squander it with pettiness, old grudges, or dwelling on previous mistakes.” — Byron Pulsifer

81. “Love is not something you protect. It’s something you risk.” — Gayle Forman

82. “The only way to find true happiness is to risk being completely cut open.” — Chuck Palahniuk

83. “If you stop being afraid of the word no and take more chances, you will get more yes.” ― Jeanette Coron

84. “This is a good sign, having a broken heart. It means we have tried for something.” — Elizabeth Gilbert

85. “There is always something left to love.” — Gabriel García Márquez

Find Motivation from These Taking a Chance Quotes

Some say life’s all about taking chances. Would you agree?

If you’ve put off exploring an exciting new opportunity, why not adopt some of these quotes about taking chances, throw caution to the wind, and just go for it!?

There’s no guarantee everything will work out.

But you’ll never know unless you try! And most importantly, you’ll be able to live your life regret-free.

Do you need more inspirational “taking a chance” quotes? How about other stellar advice or life hacks to make you feel happier and healthier?

Check out these 100 quotes about finding strength from within.