"Pick the loser" is a phrase that indicates choosing or selecting the least successful option out of a group of choices. However, there are several synonyms that can be used in place of this phrase. These include words such as "choose the underdog," "select the weakest link," "opt for the losing team," "pinpoint the unfortunate candidate," "handpick the less fortunate," and "identify the least successful." Each of these synonyms carries with it a similar connotation of choosing the less desirable option, and can be used interchangeably with "pick the loser" in various contexts.