- It’s better to explore life and make mistakes than to play it safe. Mistakes are part of the dues one pays for a full life. ~ Sophia Loren
- Be daring, be different, be impractical, be anything that will assert integrity of purpose and imaginative vision against the play-it-safers, the creatures of the commonplace, the slaves of the ordinary.~ Sir Cecil Beaton
- Don’t play for safety — it’s the most dangerous thing in the world.~ Sir Hugh Walpole
- I’ll always push the envelope. To me, the ultimate sin in life is to be boring. I don’t play it safe. ~ Cybil Shepherd
- If you don’t fail now and again, it’s a sign you’re playing it safe.~ Woody Allen
- If you play it safe in life, you’ve decided that you don’t want to grow anymore.~ Shirley Hufsteddler
- It’s better to be cautious and play it safe than regret pushing him too hard. We’re supposed to get another read on it soon.~ Dick Vermeil
- It is playing safe that we create a world of utmost insecurity.~ Dag Hammarskjold
- Playing safe is only playing. ~ Chuck Olson
- Playing safe is probably the most unsafe thing in the world. You cannot stand still. You must go forward. ~ Robert Collier
- To play it safe is not to play. ~ Robert Altman
- When you play it too safe, you’re taking the biggest risk of your life. Time is the only wealth we’re given. ~ Barbara Sher
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