As one of the major platforms of communication, social networks have become a valuable source of opinions and emotions. Considering that sharing of emotions offline and online is quite similar, historical posts from social networks seem to be a valuable source of data for measuring observable subjective well-being (OSWB). In this study, we calculated OSWB indices for the Russian-speaking segment of Twitter using the Affective Social Data Model for Socio-Technical Interactions. This model utilises demographic information and post-stratification techniques to make the data sample representative, by selected characteristics, of the general population of a country. For sentiment analysis, we fine-tuned RuRoBERTa-Large on RuSentiTweet and achieved new state-of-the-art results ofF1= 0.7229. Several calculated OSWB indicators demonstrated moderate Spearman’s correlation with the traditional survey-based net affect (rs= 0.469 andrs= 0.5332,p< 0.05) and positive affect (rs= 0.5177 andrs= 0.548,p< 0.05) indices in Russia.