敢(あ)えてpurposely (of something needless, unexpected or seemingly counterproductive, etc.), daringly (doing something), deliberately, intentionally, not necessarily, not particularly, not especially, definitely not

結婚式(けっこんしき)だからと敢(あ)えて泣(な)く必要(ひつよう)はありません。

Just because it's a wedding ceremony, there's no need to deliberately cry. {purposely (of something needless, unexpected or seemingly counterproductive, etc.), daringly (doing something), deliberately, intentionally, not necessarily, not particularly, not especially, definitely not}

身内(みうち)には、言(い)いにくい事(こと)も敢(あ)えて言(い)うべきだと思(おも)います。

I believe that we should deliberately say things to our relatives, even if they are difficult to express. {purposely (of something needless, unexpected or seemingly counterproductive, etc.), daringly (doing something), deliberately, intentionally, not necessarily, not particularly, not especially, definitely not}

社長(しゃちょう)：「君(きみ)のために敢(あ)えて言(い)おう。君(きみ)には協調性(きょうちょうせい)が足(た)りないよ。」

President: "Let me say this purposely for your sake. You lack cooperation." {purposely (of something needless, unexpected or seemingly counterproductive, etc.), daringly (doing something), deliberately, intentionally, not necessarily, not particularly, not especially, definitely not}

本当(ほんとう)はその社員(しゃいん)を高(たか)く評価(ひょうか)しているが、本人(ほんにん)には敢(あ)えて苦言(くげん)を呈(てい)しておいた。

In truth, I highly value that employee, but I intentionally expressed some harsh words to him. {purposely (of something needless, unexpected or seemingly counterproductive, etc.), daringly (doing something), deliberately, intentionally, not necessarily, not particularly, not especially, definitely not}

息子(むすこ)たちの喧嘩(けんか)を敢(あ)えて止(と)めようとしなかったが、今(いま)はその決断(けつだん)を後悔(こうかい)している。

I deliberately didn't stop my sons from fighting, but now I regret that decision. {purposely (of something needless, unexpected or seemingly counterproductive, etc.), daringly (doing something), deliberately, intentionally, not necessarily, not particularly, not especially, definitely not}