Top 200 Risk-Taking Quotes (2025 Update)
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101. “It is common sense to take a method and try it. If it fails, admit it frankly and try another. But above all, try something.”

— Franklin D. Roosevelt

102. “Never be afraid to try something new. Remember that a lone amateur built the Ark. A large group of professionals built the Titanic.”

— Dave Barry

103. “The best results I have had in my life; the most enjoyable times, have all come from asking the simple question: ‘What is the worst that could happen?’”

— Tim Ferriss

104. “If you dare nothing, then when the day is over, nothing is all you will have gained.”

— Neil Gaiman

105. “If you’re going to try, go all the way. This could mean losing girlfriends, wives, relatives, jobs and maybe your mind.”

— Charles Bukowski

106. “Anything that gets your blood racing is probably worth doing.”

— Hunter S. Thompson

107. “Be bold and courageous. When you look back on your life, you’ll regret the things you didn’t do more than the ones you did.”

— H. Jackson Brown Jr.

108. “Courage is not the absence of fear but rather the judgement that something is more important than fear; The brave may not live forever but the cautious do not live at all.”

— Meg Cabot

109. “Never, ever, let anyone tell you what you can and can’t do. Prove the cynics wrong. Pity them for they have no imagination. The sky’s the limit. Your sky. Your limit. Now. Let’s dance.”

— Tom Hiddleston

110. “Move fast, take risks. It’s okay to try big things. You’re better off trying something and having it not work, than not having done anything at all.”

— Mark Zuckerberg

111. “Don’t think about it. Do it. Don’t talk about it. Do it.”

— Henry Rollins

112. “Playing it safe and taking no risks is a shortcut to poverty.”

— Jordan Belfort

113. “Risk is the price you pay for opportunity.”

— Tom Selleck

114. “Every risk is worth taking as long as it’s for a good cause, and contributes to a good life.”

— Richard Branson

115. “The way to make money is to buy when blood is running in the streets.”

— John D. Rockefeller

116. “If something is important enough, you should try, even if the probable outcome is failure.”

— Elon Musk

117. “Learn to live on the edge.”

— Richard Branson

118. “There’s no reward in life without risk.”

— Barry Farber

119. “If you have a dream, chase it no matter what it takes.”

— James Harden

120. “You will never win if you never begin.”

— Robert H. Schuller

121. “The perfect time to start something never arrives. Start now!”

— T. Harv Eker

122. “The most dangerous risk of all – the risk of spending your life not doing what you want on the bet you can buy yourself the freedom to do it later.”

— Randy Komisar

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

— Soren Kierkegaard

124. “Growth means change and change involves risk, stepping from the known to the unknown.”

— George Shinn

125. “Take the risk of thinking for yourself.”

— Christopher Hitchens

126. “Dream it. Dare it. Do it.”

— Catherine DeVrye

127. “In today’s rapidly changing world, the people who are not taking risk are the risk takers.”

— Robert T. Kiyosaki

128. “The balloons only have one life and the only way of finding out whether they work is to attempt to fly around the world.”

— Richard Branson

129. “It’s not an experiment if you know it’s going to work.”

— Jeff Bezos

130. “I never looked at the consequences of missing a big shot. When you think about the consequences you always think of a negative result.”

— Michael Jordan

131. “Being brave doesn’t mean you aren’t scared. Being brave means you are scared, really scared, badly scared, and you do the right thing anyway.”

— Neil Gaiman

132. “The very basic core of a man’s living spirit is his passion for adventure. The joy of life comes from our encounters with new experiences, and hence there is no greater joy than to have an endlessly changing horizon, for each day to have a new and different sun.”

— Christopher McCandless

133. “Without risk, faith is an impossibility.”

— Soren Kierkegaard

134. “You never know with these things when you're trying something new what can happen. This is all experimental.”

— Richard Branson

135. “Ready, fire, aim. Do it! Make it happen! Action counts. No one ever sat their way to success.”

— Tom Peters

136. “Just start. Start now. Fail often. Enjoy the ride.”

— Seth Godin

137. “Risk being seen in all of your glory.”

— Jim Carrey

138. “That’s what life is about: about daring greatly, about being in the arena.”

— Brené Brown

139. “Risk comes from not knowing what you’re doing.”

— Warren Buffett

140. “If you only do things where you know the answer in advance, your company goes away.”

— Jeff Bezos

141. “The essence of investment management is the management of risks, not the management of returns.”

— Benjamin Graham

142. “Run towards your fears. Embrace them. On the other side of your greatest fears lives your greatest life.”

— Robin S. Sharma

143. “If you want to be inventive, you have to be willing to fail.”

— Jeff Bezos

144. “The doors will be opened to those who are bold enough to knock.”

— Tony Gaskins

145. “Life is inherently risky. There is only one big risk you should avoid at all costs, and that is the risk of doing nothing.”

— Denis Waitley

146. “If you risk nothing, you gain nothing.”

— Bear Grylls

147. “Daring to set boundaries is about having the courage to love ourselves, even when we risk disappointing others.”

— Brené Brown

148. “No one gets out of the game of life alive. You either die in the bleachers, or on the field. So, you might as well play out on the field, and go for it.”

— Les Brown

149. “No reserves. No retreats. No regrets.”

— William Whiting Borden

150. “The person who risks nothing, does nothing, has nothing, is nothing. He may avoid suffering and sorrow, but he cannot learn, feel change, grow or live...”

— William Arthur Ward