50+ Inspiring Quotes About Taking Chances

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These motivational taking chances quotes will inspire you to say yes to opportunities and not be afraid to go after your dreams. 

Taking a chance, making a change, and taking a risk in life is always scary. When we are uncertain of the results, it’s so easy to stop ourselves from taking the first step because we are afraid of failing and making mistakes. 

But I will tell you this, life is far too precious to waste it by not going after the things that make you happy, the things that make you feel alive and excited to get up to every morning. 

If you want to change your life and not feel stuck anymore, you must believe in yourself, be willing to take that first step, and take action. 

Thought-provoking taking chances quotes


Trust your heart if the seas catch fire, live by love though the stars walk backward.

— E.E. Cummings

Taking chances on opportunities, even if they aren’t right for you, gives you a clearer picture of where you want to go with your life and career.     

— Lauren Bush Lauren

Probably some of the best things that have ever happened to you in life, happened because you said yes to something. Otherwise things just sort of stay the same.

— Danny Wallace

The great thing about taking big chances when you’re younger is you have less to lose and you don’t know as much. So you take big swings.

— Amy Poehler

The successful man is the one who had the chance and took it.     

— Roger Babson

You’ll learn, as you get older, that rules are made to be broken. Be bold enough to live life on your terms, and never, ever apologize for it. Go against the grain, refuse to conform, take the road less traveled instead of the well-beaten path. Laugh in the face of adversity, and leap before you look. Dance as though EVERYBODY is watching. March to the beat of your own drummer. And stubbornly refuse to fit in.

— Mandy Hale

Necessity is the mother of taking chances.

— Mark Twain

Thought-provoking taking chances quotes

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

We all need to decide whether to “play it safe” in life and worry about the downside, or instead take a chance, by being who we really are and living the life our heart desires. Which choice are you making.

— Charlie Badenhop

Pearls don’t lie on the seashore. If you want one, you must dive for it.

— Chinese proverb

I wondered about the explorers who’d sailed their ships to the end of the world. How terrified they must have been when they risked falling over the edge; how amazed to discover, instead, places they had seen only in their dreams.

— Jodi Picoult

Twenty years from now you will be more disappointed by the things you didn’t do than by the ones you did. So throw off the bowlines, sail away from the safe harbor, catch the trade winds in your sails. Explore. Dream. Discover.

— Mark Twain

Never let your fear of the unknown and things being too difficult make your choices for you in life. One of the saddest lessons in life is finding out that your fear made the situation worse than what it was and a braver person stole the dream you gave up on.

— Shannon L. Alder

In case you never get a second chance: don’t be afraid!” “And what if you do get a second chance?” “You take it!

— C. JoyBell C.

The only safe thing is to take a chance.

Mike Nichols

To live, to TRULY live, we must be willing to RISK. To be nothing in order to find everything. To leap before we look.

— Mandy Hale

The important thing is not being afraid to take a chance. Remember, the greatest failure is to not try. Once you find something you love to do, be the best at doing it.     

— Debbi Fields

I’m all about taking chances. You have to ask yourself, if you’re not taking any chances, are you actually even living? Every time you walk out of your door and you’re out in the world, you take a chance on not coming back. That is the danger and the dynamic of being alive. 

— CeeLo Green


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

Do you want to be safe and good, or do you want to take a chance and be great?

— Jimmy Johnson

Taking chances quotes and sayings

Anytime we step out boldly to make changes, we take a chance that we might fail. But the only way to get better is to try.

— Joyce Meyer

There are people who are able to plan their career, their future, but I’ve never had any talent for that. I just do things and hope for the best. Say yes, take a chance, and sometimes it’s terrific and sometimes it’s not.

Christopher Walken

If you know you can do it and if you can already chart every day in your future, then why bother? Choose to do something you have more trouble imagining. Take a chance.

— Gina Barreca

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There’s no such thing as a good time. I started an apparel-manufacturing business in the tech-boom years. I mean, come on. Get out of your garage and go take a chance and start your business.

— Kevin Plank

If you aren’t making some mistakes, you aren’t taking enough chances.

— John Sculley

Don’t listen to anybody. Nobody knows the magic bullet. If they did, they’d sell it and make a fortune. Follow your gut. Follow your instincts. Every once in a while, take a chance.

— Michael Cudlitz

If you’re not scared then you’re not taking a chance. If you’re not taking a chance then what the hell are you doing anyway?

— Ted Mosby

We really only have two choices. Play it safe, or take a chance. For me, pulling back because of fear has always made me feel worse.

— Gail Sheehy

Be passionate about your life. Learn to live without the fear of failing. Take a chance, you just might surprise yourself. 

— Nishan Panwar

The thing is most people are afraid to step out, to take a chance beyond their established identity.

— Demi Moore

It’s so much worse to live in regret in your forties than it is to take a chance in your late twenties.

— Donna Lynne Champlin

More inspiring taking chances quotes

To dare is to lose one’s footing momentarily. Not to dare is to lose oneself.

— Soren Kierkegaard

Playing it safe isn’t fun; you have to take a chance.

— Rick Nielsen

You’ve got to take your chances in life, don’t ignore the opportunities when the crop up as you don’t get that many, every little helps, the small victories are important because that’s your lot.

— John King


Trying and getting hurt can’t possibly be worse for you than being… stuck.

— Eliezer Yudkowsky

Take chances, make mistakes. That’s how you grow. Pain nourishes your courage. You have to fail in order to practice being brave.

— Mary Tyler Moore

Even the smallest changes in our daily routine can create incredible ripple effects that expand our vision of what is possible.

— Charles F. Glassman

Before I can become an expert on anything, I must first become an expert on me.

— Charles F. Glassman

You learn so much from taking chances, whether they work out or not. Either way, you can grow from the experience and become stronger and smarter.

—John Legend

There’s a way of playing safe, there’s a way of using tricks and there’s the way I like to play which is dangerously where you’re going to take a chance on making mistakes in order to create something you haven’t created before. 

— Dave Brubeck

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

in that moment I know this is what I must do with my life; do away with the predictable, the mundane, and hurl myself into the unknown.

— Soulla Christodoulou

He said anything worth doing should scare you a little, and that some of the greatest stories began with a journey.

— Mindy Mejia

And the day came when the risk to remain tight in a bud was more painful than the risk it took to blossom.

— Anais Nin

I am always doing that which I cannot do, in order that I may learn how to do it.

— Pablo Picasso

It is never worth while to absolutely exhaust one’s self or to take big chances unless for an adequate object.

— Theodore Roosevelt

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

— Amit Kalantri

Inspirational quotes on taking chances

What you have to do and the way you have to do it is incredibly simple. Whether you are willing to do it is another matter.

— Peter Drucker

If you stop being afraid of the word no and take more chances, you will get more yes.

— Jeanette Coron

Danger can never be overcome without taking risks.

— Latin Proverb

Which of these taking chances quotes motivated you the most?






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