I interviewed seven individuals who gave their personal views on the successes and failures in their own lives. They provided their answers to open questions about their personal successes and failures and about their interconnection. Generally, the interviews showed that both successes and failures were linked to social relationships. Apparently, success experiences are not limited to “climbing the ladder” as an individual person. They were not separated from the contact with other people but closely interrelated. For some of them, contributing to the well-being of the other was felt as one’s own success, and, vice versa, one’s own individual success was experienced as a reward for another person or one’s family. From these interviews I also learned that failure in one area of life can be addressed by shifting one’s focus to another area. The interviews were reason to discuss a variety of phenomena in the social scientific literature, such as the distinction between internal and external standards of competition, the difference between vertical and horizontal movements to success, the distinction between maximizers and non-maximizers, the phenomenon of fear of success, the contrast between inner silence and inner emptiness, divorce as an opportunity of combining the mother role and father role, and being successful as a transgender person.