The research discusses continuous effort of a pedagogue, economist and journa- list Jānis Stiprais (1870–1946) in his pursuit to obtain education and his versa - tile pedagogical activities in Tomsk (Russia), Tukums, Valka and Riga, as well as the contribution he made in such areas as journalism, folklore and social work. J. Stiprais shared his knowledge of economics gained at Riga Polytechnic Institu - te (RPI) with the students at the University of Latvia (UL), Latvia People’s Uni- versity and Vilis Olavs Commercial School; in the first half of the 20th century he was the principal of educational institutions in Tukums, Valka and Riga, he also was one of the signatories of the Memorandum of the Central Council of Latvia on 17 March 1944. In the recognition of J. Stiprais merit for Latvia, he was hono- ured with the highest award of the Republic of Latvia – the Order of the Three Stars.