We hypothesized that the amount of positive experiences at work (job satis- faction, pleasure, engagement, meaning) is a function of the extent to which the situational circumstances at the workplace allow for the application of an individual’s signature character strengths. For the description of the individual a reliable and valid instrument already exists, but not for the environment. Hence, the newly developed Applicability of Character Strengths Rating Scales (ACS-RS) with information on its reliability and validity were also presented. A sample of 1,111 adults filled in the ACS-RS and measures for possession of character strengths and positive experiences at work. The ACS-RS was reliable by means of internal consistency and inter-rater reliability. It proved to be valid in several ways being sensitive to: (a) the differences in the applicability of trait-relevant behavior in formal versus informal situations by showing higher applicability of the character strengths in the latter; (b) the differences between traits regarding their appli- cability across situations; (c) people’s disposition to choose situations fitting their dispo- sitions by showing positive relationships between the degree of possession and applicability. Moreover, correlations between applicability of strengths and positive experiences increased with the individual centrality of the strengths. The more signature strengths were applied at the workplace, the higher the positive experiences at work. This study showed that character strengths matter in vocational environments irrespective of their content. Strengths-congruent activities at the workplace are important for positive experiences at work like job satisfaction and experiencing pleasure, engagement, and meaning fostered by one’s job.