This study revealed the top three characters of failed start-ups by analyzing five cases from unfulfilled market to team disharmony. This paper proposed three purposes. First, to analyze the primary factors why most start-ups do not succeed. Second, to identify the challenges faced by the leaders in establishing the start-ups. Last, to create solutions in minimizing the failure risk. This research collected data by observing and reviewing several academic works of literature. It presented five case studies. A SHELL methodology was employed to identify the start-ups’ failures. Findings reveal the main failure factors, such as lack of funding and products or services that do not meet market needs. This paper presents different solutions for early start-ups to minimize risks, as follow (1) focus on delivering value for cash,(2) aligning skills with the product or service you intend to sell,(3) keeping a stream of income,(4) surrounding yourself with mentors, and (5) avoid unnecessary expenses.