Brazilian jeitinho constitutes an emic hierarchical personality trait related to problem-solving strategies, including creativity, breaking rules, and corruption. This manuscript provides a historical perspective of the Brazilian culture, describing how colonization might have impacted how many Brazilians deal with adversities and everyday situations. Additionally, we present research on Brazilian jeitinho and indicate how widely known conceptions of malandragem, or crafty jeitinho, possibly affect the validity of self-reported big-five personality tests. Finally, we advocate for the integration of anchoring vignettes and self-enhancement measures within personality assessments to mitigate the bias introduced by the Brazilian jeitinho on personality item responses.