Although wakeboarding is increasing in popularity and number of participants, the market of wakeboard features only fulfils the needs of a part of its potential customers. A gap has been determined in the expertise development of riders. Therefore, the focus of this project is on riders that have enough skills to complete a full round on a cable park but are not ready for currently existing features. Additionally, a distinction is made between Adrenaline Seekers and Entertainment Enjoyers. The latter is focussed on within this project. Based on this target audience analysis, an interaction vision with the qualities of Surprise, Togetherness and Encouraged is developed. This was the starting point for ideation. In the development phase the minimum viable version of the Pad, a feature that provides a different riding experience than water without the risk for injuries, has been designed. This development is executed by combining the results of a material exploration into prototypes that are realised and tested by riders on a cable park. The evaluation of these prototypes led to the final design of the Pad, which is the first product in the development process of this new generation. According to the vision created, this development process should be continued in order to enlarge the product portfolio and realise this new generation. By enriching the wakeboarding experience of Entertainment Enjoyers, a new generation has started in the evolving sport wakeboarding.