In the context of the advertising industry in Colombia, it is common for those working in creative departments to experience pressure at work, as a result of short deadlines and the level of challenge of their work. In order to establish whether the level of career and experience has an effect on the perception that workers of creative departments have about whether pressured work and challenges contribute positively or negatively to their productivity, a questionnaire with semantic Likert scales was completed by 212 advertising creativity professionals in 16 agencies located in Bogota. The results show that workload pressure is a variable that is less valued in relation to the enhancement of creative productivity in comparison with the assessment given to challenges. The experience in time is a factor that affects the assessment of the influence that pressure and challenge exert on creative productivity. On the other hand, workload pressure does not have a good assessment in the perspective of professionals of all kinds of experience. For its part, the challenge involved in advertising problems is assumed by professionals as a positive aspect for creative productivity, but not for individuals who have worked less than one year in the advertising industry.