Over the past decade, the proliferation of start-ups has seen significant growth, alongside advancements in technological innovation and access to funding in Latin America. This study explores the perceptions of start-up founders and managers regarding investor expectations using advanced lexicon-based sentiment analysis techniques. Public documents from five prominent start-ups in the region—Nu Bank, Merqueo, Platzi, La Haus, and Rappi—were collected and analyzed. The results reveal that terms such as "complexity," "theft," and "fraud" dominate Nu Bank's corpus, indicating significant concerns about the usability and security of their services. It is concluded that it is essential for start-ups to optimize user experience, strengthen security measures, and maintain transparent communication to effectively manage investor expectations and reinforce user trust. This study offers valuable insights for other start-ups in the region on the importance of addressing these critical challenges.