Zulte Waregem showed interest in signing Lenn De Smet, but the transfer did not happen. Despite the interest from Zulte Waregem, as well as from NAC Breda and Cercle Brugge, Lenn De Smet, along with his brother Liam, ultimately made the decision to join KV Kortrijk, a club competing in Belgium's second division, the Challenger Pro League. The decision was influenced by KV Kortrijk's reputation as a family club with a strong fan base, which both brothers found motivating. The twins are eager to help KV Kortrijk aim for promotion to the top tier, showcasing their ambition to compete for titles.