It is better to be bold than too circumspect, because fortune is of a sex which likes not a tardy wooer and repulses all who are not ardent.
~Machiavelli

Put a grain of boldness into everything you do.
~Baltasar Gracian

But the fruit that can fall without shaking
Indeed is too mellow for me.

~Mary Wortley Montagu, The Answer

Venus favors the bold.
~Ovid

I speak truth, not so much as I would, but as much as I dare; and I dare a little the more, as I grow older.
~Michel de Montaigne, translated

Boldness is ever blind, for it sees not dangers and inconveniences whence it is bad in council though good in execution.
~Francis Bacon

Few novels or plays could exist without at least one troublemaker in the group, and perhaps life couldn't either.
~Mignon McLaughlin, The Second Neurotic's Notebook, 1966

There is no strong performance without a little fanaticism in the performer.
~Ralph Waldo Emerson

Freedom lies in being bold.
~Robert Frost

Moderation is a fatal thing; nothing succeeds like excess.
~Oscar Wilde, A Woman of No Importance, 1894

Be bold, be bold, and everywhere be bold.
~Edmund Spenser

If the light in your life has changed to yellow, I recommend you floor it. It's safer than the alternative.
~Jeb Dickerson, www.howtomatter.com

Boldness is a mask for fear, however great.
~John Dryden

The unforgivable crime is soft hitting. Do not hit at all if it can be avoided; but never hit softly.
~Theodore Roosevelt

He who finds Fortune on his side should go briskly ahead, for she is wont to favor the bold.
~Baltasar Gracian

He was a bold man that first eat an oyster.
~Jonathan Swift