The paper presents the possibilities of multidimensional analysis of pragmatic markers in Russian spontaneous spoken speech and their relationship with the speaker’s personality. The research was carried out on the data of two corpora—the corpus “One Day of Speech” and the corpus “Balanced Annotated Text Library”. The pragmatic markers, such as vot, kak by, slushai, kak ehto, tipa, and some others, play an important role in discourse structuring, filling the hesitation pauses, having metacommunicative, reflexive and other functions. Firstly, the article shows the results of the search for correlations between the use of different groups of pragmatic markers and personality type. The most frequent in extraverts’ and introverts’ speech turned out to be hesitative and boundary markers. Secondly, the article considers the use of metacommunicative pragmatic markers in the gender aspect, taking into account the social roles of the speaker. The discovered features may be a tendency of change of discourse practices among women. Thirdly, the distinction between students’ and teachers’ speech can be implemented by studying and counting only one type of pragmatic markers—predicative pragmatic markers, that look like sentences but have only functions in the discourse. The most frequent markers in students’ and teachers’ speech are different: (ya) ne znayu vs. (po)slushai/te.