three-time loser

Noun

Someone with bad luck or poor skills who consistently loses.

Japanese Meaning

不運や技量不足により、常に負け続ける人。 / 三度の敗北経験を持つ、連敗しがちな人。

Despite being a three-time loser, he always entered the tournaments with a hopeful smile.

彼はこれまでに3回敗れている人だったが、希望に満ちた笑顔で大会に出場し続けた。

Sense（1）

Someone with bad luck or poor skills who consistently loses.

He'll never make anything of himself. He's just a three-time loser.

three-time losers

（ plural ）