Top 200 Risk-Taking Quotes (2026 Update)
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151. “It is impossible to be a maverick or a true original if you’re too well behaved and don’t want to break the rules. You have to think outside the box. That’s what I believe. After all, what is the point of being on this earth if all you want to do is be liked by everyone and avoid trouble?”

— Arnold Schwarzenegger

Also featured in: Boldness Quotes, Risk-Taking Quotes

152. “The dangers of life are infinite, and among them is safety.”

— Johann Wolfgang von Goethe

Also featured in: Risk-Taking Quotes

153. “Love and life belong to great risk.”

— Chuck Palahniuk

Also featured in: Risk-Taking Quotes

154. “What if I fall? Oh, but my darling, what if you fly?”

— Erin Hanson

Also featured in: Cute Quotes, Cheer Quotes, Overcoming Fear Quotes, Epic Quotes, Risk-Taking Quotes

155. “Success is on the other side of your comfort zone.”

— Orrin Woodward

Also featured in: Risk-Taking Quotes

156. “I found that nothing in life is worthwhile unless you take risks.”

— Denzel Washington

Also featured in: Risk-Taking Quotes

157. “A commitment to growth is a commitment to risk, courage, faith, strength, hope, and a willingness to make mistakes, get back up and try again.”

— Christine Caine

Also featured in: Growth Mindset Quotes, Risk-Taking Quotes

158. “Any goal worth achieving involves an element of risk.”

— Dean Karnazes

Also featured in: Running Quotes, Risk-Taking Quotes

159. “The biggest risk of all is not taking one.”

— Mellody Hobson

Also featured in: Financial Success Quotes, Boldness Quotes, Overcoming Fear Quotes, Decision-Making Quotes, Risk-Taking Quotes

160. “You have escaped the cage. Your wings are stretched out. Now fly.”

— Rumi

Also featured in: Transformation Quotes, Resilience Quotes, Freedom Quotes, Risk-Taking Quotes

161. “Be bold, make mistakes, learn a lesson, and fix what doesn’t work.”

— Seth Godin

Also featured in: Experience Quotes, Professional Growth Quotes, Adaptability Quotes, Risk-Taking Quotes, Mistake Quotes

162. “Everyone can tell you the risk. An entrepreneur can see the reward.”

— Robert T. Kiyosaki

Also featured in: Inspirational Entrepreneurship Quotes, Inspirational Business Quotes, Prosperity Quotes, Risk-Taking Quotes

163. “If you don’t want it badly enough to risk losing it, you don’t want it badly enough.”

— Tom Krause

Also featured in: Sales Motivational Quotes, Risk-Taking Quotes, Gym Motivation Quotes

164. “If you live gladly to make others glad in God, your life will be hard, your risks will be high, and your joy will be full.”

— John Piper

Also featured in: Scripture Quotes, Christian Motivational Quotes, Sunday Inspirational Quotes, Discipleship Quotes, Risk-Taking Quotes

165. “What we should really fear is not failure but the heart that is no longer brave enough to take risks and embrace challenges.”

— G-Dragon

Also featured in: Risk-Taking Quotes

166. “Whatever it is you’re scared of doing, do it.”

— Neil Gaiman

Also featured in: Believe in Yourself Quotes, Overcoming Fear Quotes, You Got This Quotes, Carpe Diem Quotes, Risk-Taking Quotes

167. “You could do anything, if only you dared. And deep down, you know it, too. That’s what scares you most.”

— Sarah J. Maas

Also featured in: Believe in Yourself Quotes, Inspirational Quotes for Women, Self-Belief Quotes, Overcoming Fear Quotes, Risk-Taking Quotes

168. “To know what life is worth you have to risk it once in a while.”

— Jean-Paul Sartre

Also featured in: Existentialism Quotes, Risk-Taking Quotes

169. “If you listen to your fears, you will die never knowing what a great person you might have been.”

— Robert H. Schuller

Also featured in: Self-Worth Quotes, Dreaming Big Quotes, Mental Strength Quotes, Risk-Taking Quotes

170. “The greatest hazard in life is to risk NOTHING.”

— William Arthur Ward

Also featured in: Risk-Taking Quotes

171. “Willingness to take risks is the path to success.”

— Biz Stone

Also featured in: Risk-Taking Quotes

172. “If you want to walk on water, you have to get out of the boat.”

— John Ortberg Jr.

Also featured in: Sunday Morning Quotes, Discipleship Quotes, Impossible Quotes, Risk-Taking Quotes

173. “Bet on yourself! You never lose if you bet on yourself!”

— Greg Plitt

Also featured in: Self-Worth Quotes, Cheer Quotes, Motivational Workout Quotes, Victory Quotes, Risk-Taking Quotes

174. “The greatest risk is to risk nothing at all.”

— Leo Buscaglia

Also featured in: Risk-Taking Quotes, Witty Quotes

175. “Life is dangerous and you’re not gonna live a life without risk.”

— Will Smith

Also featured in: Risk-Taking Quotes

176. “It’s better to regret something you have done than to regret something you haven’t done.”

— Billie Joe Armstrong

Also featured in: Experience Quotes, Carpe Diem Quotes, Risk-Taking Quotes

177. “Instead, to be financially free, we need to learn how to make mistakes and manage risk.”

— Robert T. Kiyosaki

Also featured in: Wealth Quotes, Risk-Taking Quotes

178. “If you want to see the big stuff that God has, you’ve got to take some risk and trust only in the Gospel.”

— Francis Chan

Also featured in: Risk-Taking Quotes

179. “The majority of short term trading results are just random. In the long term the money ends up with those that can trade and manage risk.”

— Steve Burns

Also featured in: Risk-Taking Quotes, Stock Market Quotes

180. “Believe the unbelievable. Dream the impossible. Never take ‘No’ for an answer!”

— Tony Fernandes

Also featured in: Giving Up Quotes, Impossible Quotes, Crazy Quotes, Risk-Taking Quotes, Vision Quotes

181. “To love is to risk not being loved in return.”

— Leo Buscaglia

Also featured in: Risk-Taking Quotes

182. “A ship is always safe at the shore, but that is not what it is built for.”

— Albert Einstein

Also featured in: Risk-Taking Quotes

183. “Take a chance – it’s the best way to test yourself, have fun and push boundaries.”

— Richard Branson

Also featured in: Experience Quotes, Risk-Taking Quotes

184. “That’s the good part of dying; when you’ve nothing to lose, you run any risk you want.”

— Ray Bradbury

Also featured in: Risk-Taking Quotes

185. “If you want something you have never had, you must be willing to do something you have never done.”

— Thomas Jefferson

Also featured in: Motivational Quotes, Success Quotes, Courage Quotes, Change Quotes

186. “Learn to fail with pride – and do so fast and cleanly. Maximise trial and error – by mastering the error part.”

— Nassim Nicholas Taleb

Also featured in: Risk-Taking Quotes, Mistake Quotes

187. “The story of human intimacy is one of constantly allowing ourselves to see those we love most deeply in a new, more fractured light. Look hard. Risk that.”

— Cheryl Strayed

Also featured in: Risk-Taking Quotes

188. “I learned many great lessons from my father, not the least of which, was that you can fail at what you don’t want so you might as well take a chance on doing what you love.”

— Jim Carrey

Also featured in: Meaning Quotes, Dreaming Big Quotes, Fulfillment Quotes, Risk-Taking Quotes

189. “To believe in love, to be ready to give up anything for it, to be willing to risk your life for it, is the ultimate tragedy.”

— Leonardo DiCaprio

Also featured in: Risk-Taking Quotes

190. “If something is important enough, even if the odds are against you, you should still do it.”

— Elon Musk

Also featured in: Motivational Quotes, Inspirational Entrepreneurship Quotes, Perseverance Quotes, Business Quotes

191. “Life is an adventure that is best lived boldly.”

— Bear Grylls

Also featured in: Journey Quotes, Enjoy Life Quotes, Risk-Taking Quotes, Adventure Quotes

192. “Greatest risk is not development of new product, but development of customers and markets.”

— Steve Blank

Also featured in: Risk-Taking Quotes

193. “Failure is an option here. If things are not failing, you are not innovating enough.”

— Elon Musk

Also featured in: Motivational Quotes, Inspirational Entrepreneurship Quotes, Startup Quotes, Failure Quotes

194. “What would you do if you weren’t afraid?”

— Sheryl Sandberg

Also featured in: Motivational Quotes, Startup Quotes, Courage Quotes, Professional Growth Quotes, Empowerment Quotes

195. “Screw it. Let's do it.”

— Richard Branson

Also featured in: Motivational Quotes, Inspirational Entrepreneurship Quotes, Leadership Quotes, Action Quotes

196. “If you make it, great. If you miss it, what’s there to be afraid of?”

— Kobe Bryant

Also featured in: Athlete Quotes, Goal Setting Quotes, Competition Quotes, Risk-Taking Quotes

197. “Follow no path. Make your own.”

— Jared Leto

Also featured in: Be Yourself Quotes, Risk-Taking Quotes

198. “No wise pilot, no matter how great his talent and experience, fails to use his checklist.”

— Charlie Munger

Also featured in: Discipline Quotes, Preparation Quotes, Quotes for Better Decisions, Risk-Taking Quotes

199. “It takes character to sit there with all that cash and do nothing. I didn’t get to where I am by going after mediocre opportunities.”

— Charlie Munger

Also featured in: Wealth Quotes, Quotes About Money, Ambition Quotes, Risk-Taking Quotes

200. “Risks must be taken because the greatest hazard in life is to risk nothing.”

— Leo Buscaglia

Also featured in: Risk-Taking Quotes