Purpose: The study seeks to shed light on the generative principles of enterprising by examining the practices of enterprisers in six lifestyle enterprises in Sweden. It presents a fresh approach to the study of lifestyle enterprises, resolving a nuanced treatment of the concepts of capital and habitus as often drawn upon in studies using the social theory of Pierre Bourdieu. Design/methodology/approach: This study uses a grounded theory approach to examine enterprising practices in six lifestyle enterprises in Sweden. Study materials are derived principally from ethnographic observations and active interviews. The analytical procedure follows that of grounded theory, the analysis proceeding from the first field contacts and developing iteratively as the corpus expanded, with empirical themes giving way to formative concepts and sensitizing to the theoretical architecture of Pierre Bourdieu. Findings: The findings offer insights into lifestyle enterprising, revealing how resourcing practices of capital deployment give shape to its practice. The findings reveal that capital deployment practices are not simply about conversion but may also involve practices, without substantive change to capital forms. Furthermore, the findings highlight that habitus significantly influences capital deployment practices. Research limitations/implications: Although the findings are limited to the study context, the study offers theoretical implications for study of enterprising. One is to highlight the importance of cultural capital in enterprising practices. Another is to highlight the variable construction of capitals, arising in connection to habitus. In pointing to the central generative role of habitus, the study suggests that cultural capital may underpin the formation of social capital. Overall, the findings indicate that researchers need to consider the mediating effects of habitus when investigating enterprising practices. More widely, this study responds and lends weight to, recent calls for more holistic and integrated treatments using Bourdieu’s theory to further understandings of entrepreneurship as practice. Practical implications: This study offers implications for policy relating to enterprising practice. In particular, findings suggest that it might be wise to consider the alignment of habitus between those who provide and receive support, or in other words, having providers with the right cultural competence to offer useful help. It may be important for policy agents to be able to relate to the worldviews of those they seek to support. Originality/value: The study directly responds to recent calls for more holistic and integrated approaches to the nascent line of inquiry using Bourdieu’s theory to gain insight into entrepreneurship as a practice, particularly in relation to the undertheorized phenomenon of lifestyle entrepreneurship. In doing so, the study serves to advance the practice-oriented conceptualization of lifestyle entrepreneurship as lifestyle entrepreneuring. The paper also offers a conceptual framework to assist researchers investigating enterprising practice.