The introduction of online marketplace platforms has led to the advent of new forms of flexible, on-demand (or ‘gig’) work. Yet, most prior research concerning the experience of gig workers examines delivery or crowdsourcing platforms, while the experience of the large numbers of workers who undertake educational labour in the form of tutoring gigs remains understudied. To address this, we use a computational grounded theory approach to analyse tutors’ discussions on Reddit. This approach consists of three phases including data exploration, modelling and human-centred interpretation. We use both validation and human evaluation to increase the trustworthiness and reliability of the computational methods. This paper is a work in progress and reports on the first of the three phases of this approach.