Health trackers are widely adopted to support individuals with daily health and wellness activity tracking. They can help increase steps taken, enhance sleeping pattern, improve healthy diet, and promote the overall health. Despite the growth in wearable adoption, their real-life use is still questionable. While some users derive long-term values from their trackers, others face barriers to integrate it into their daily routine. Studies have analysed technical aspects of these barriers. In this paper, we analyse the behavioural factors of discouragement and wearable abandonment strictly tied to user habits and lifestyle circumstances. A data analysis was conducted on 8 of the highly rated wearables for 2017. The analysis collected sale posts on Kijiji and Gumtree, the second sales online retailers for both the Italian and UK market, respectively. We extracted insights from the posts about user motives, highlighted technology condition and limitations, and timeframe before the abandonment. The findings revealed certain user behavioural patterns when abandoning their wearables. In addition, analysing the posts showed other motives for the posts and not strictly related to wearable abandonment.