Top 200 Boldness Quotes (2025 Update)
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101. “Go and do the things you can’t. That is how you get to do them.”

— Pablo Picasso

102. “Above all, try something.”

— Franklin D. Roosevelt

103. “A kingdom man is the kind of man that when his feet hit the floor each morning, the devil says, ‘Oh crap, he’s up!’”

— Tony Evans

104. “Don’t just talk about it, do it.”

— Ron Kaufman

105. “Success often comes to those who dare to act. It seldom goes to the timid who are ever afraid of the consequences.”

— Jawaharlal Nehru

106. “Often, in the real world, it’s not the smart that get ahead but the bold.”

— Robert T. Kiyosaki

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

— Charles Bukowski

108. “You weren’t made to fit in. You were born to stand out!”

— Jim Caviezel

109. “Power is given only to those who dare to lower themselves and pick it up. Only one thing matters, one thing; to be able to dare!”

— Fyodor Dostoyevsky

110. “I have often been afraid, but I would not give in to it. I made myself act as though I was not afraid and gradually my fear disappeared.”

— Theodore Roosevelt

111. “If you have an important point to make, don’t try to be subtle or clever. Use a pile driver. Hit the point once. Then come back and hit it again. Then hit it a third time – a tremendous whack.”

— Winston Churchill

112. “I never get the accountants in before I start up a business. It's done on gut feeling, especially if I can see that they are taking the mickey out of the consumer.”

— Richard Branson

113. “I would rather stand alone in the light of truth than in the crowd filled with error.”

— Adrian Rogers

114. “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

115. “Action always beats inaction.”

— T. Harv Eker

116. “A truly strong person does not need the approval of others any more than a lion needs the approval of sheep.”

— Vernon Howard

117. “Life is too short to be little. Man is never so manly as when he feels deeply, acts boldly, and expresses himself with frankness and with fervor.”

— Benjamin Disraeli

118. “Don’t let them get you down. Be cheeky. And wild. And wonderful.”

— Astrid Lindgren

119. “This I choose to do. If there is a price, this I choose to pay. If it is my death, then I choose to die. Where this takes me, there I choose to go. I choose. This I choose to do.”

— Terry Pratchett

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

— Jordan Belfort

121. “It doesn’t interest me how old you are. I want to know if you will risk looking like a fool for love, for your dreams, for the adventure of being alive.”

— Oriah Mountain Dreamer

122. “I like adventures, and I’m going to find some.”

— Louisa May Alcott

123. “So that his place shall never be with those cold and timid souls who knew neither victory nor defeat.”

— Theodore Roosevelt

124. “Go ahead, do something impossible.”

— Seth Godin

125. “If you spot an opportunity and are really excited by it, throw yourself into it with everything you’ve got.”

— Richard Branson

126. “The time to hesitate is through.”

— Jim Morrison

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

— Elon Musk

128. “The time is ‘now’ to do something – don’t drag your feet.”

— Les Brown

129. “Step up or step aside.”

— Christopher Titus

130. “To be a star, you must walk your own path, shine your own light and not be afraid of the darkness, that’s when a star shines the brightest.”

— Joel Brown

131. “The first step is you have to say that you can.”

— Will Smith

132. “You only get one chance at life and you have to grab it boldly.”

— Bear Grylls

133. “We get one opportunity in life, one chance at life to do whatever you’re going to do, and lay your foundation and make whatever mark you’re going to make. Whatever legacy you’re going to leave; leave your legacy!”

— Ray Lewis

134. “Learn to live on the edge.”

— Richard Branson

135. “When you take risks you learn that there will be times when you succeed and there will be times when you fail, and both are equally important.”

— Ellen DeGeneres

136. “So we shall let the reader answer this question for himself: who is the happier man, he who has braved the storm of life and lived or he who has stayed securely on shore and merely existed?”

— Hunter S. Thompson

137. “I am woman, hear me roar.”

— Helen Reddy

138. “When we preach Christ crucified, we have no reason to stammer, or stutter, or hesitate, or apologize; there is nothing in the gospel of which we have any cause to be ashamed.”

— Charles H. Spurgeon

139. “To be successful, you must be daring, be first and be different.”

— Ray Kroc

140. “The person who risks nothing, does nothing, has nothing, is nothing, and becomes nothing. He may avoid suffering and sorrow, but he simply cannot learn, feel, change, grow or love. Chained by his certitude, he is a slave; he has forfeited his freedom. Only the person who risks is truly free.”

— Leo Buscaglia

141. “And the trouble is, if you don’t risk anything, you risk even more.”

— Erica Jong

142. “We usually say that you cannot become a legend before death. But I am a living legend.”

— Zlatan Ibrahimovic

143. “Dare to think for yourself.”

— Voltaire

144. “Be a leader, not a follower. Never let anyone tell you what you can and cannot be.”

— Vernon Davis

145. “Don’t make excuses! Make changes!”

— Tony Gaskins

146. “I don’t think you should wait. I think you should speak now.”

— Taylor Swift

147. “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

148. “I’d rather die enormous than live dormant.”

— Jay-Z

149. “What’s the point in being alive if you don’t at least try to do something remarkable? How very odd, to believe God gave you life, and yet not think that life asks more of you than watching TV.”

— John Green

150. “Don’t quit. Never give up trying to build the world you can see, even if others can’t see it. Listen to your drum and your drum only. It’s the one that makes the sweetest sound.”

— Simon Sinek