The article discusses the factors that are expected to enhance coaching interactions and reports the survey findings on the relevance of external and internal conditions to enhance coaching interactions in organizations. A particular focus of the literature review is to explore the factors ensuring a successful coaching interaction in organization. These characteristics are recognized as important predictors of coaching effectiveness. A questionnaire is designed to investigate the relevance of conditions that are likely to enhance coaching interactions in organisations. A list of conditions generally extracted from the literature review include external indirect conditions, external direct conditions, internal conditions at the level of organisation, internal conditions at the level of groups and internal conditions at individual (client’s) level. The external indirect conditions comprise the reference to coaching in the context of EU documents. The external direct conditions are focused on the conditions that are expected to ensure the quality of service delivery. Internal conditions at the level of organisation are related to the features of organisational culture. The conditions at the level of groups have collaborative focus. Internal conditions at individual level are focused on the client. The survey was conducted from December 2014 to August 2015. Respondents were targeted from two groups: those who provide coaching service and those who receive this service. 75 coaches and coaching clients from Latvia and Lithuania took part in the survey. The obtained data is analyzed by using SPSS and conducting correspondence analysis to extract the most important factors. The analysis reveals the key factors under five categories that might be important in enhancing coaching interactions in organizations. The results obtained in the study are compared with the findings of theoretical and empirical literature review. The findings of the study are important for the further research in the field of organizational coaching to investigate the impact of factors on coaching delivery throughout organizational life cycle. Limitations. The data obtained by using correspondence analysis can only be interpreted to make a general statement about the trends. The study is based on a limited number of respondents and therefore has certain statistic limitations.