Asylum seekers experience conditions of social disadvantage, poor labor market outcomes, and low-paid jobs. Therefore, vocational guidance and career counseling must function as a supportive social practice for asylum seekers giving voice to them and focusing on their strengths, such as courage. The present study examined the personal stories of courage of 71 asylum seekers who migrated to Italy. Results highlight situations characterized by undignified living conditions, dehumanizing transitions, and barriers imposed on future aspirations. These voices could become a significant starting point to consider asylum seekers’ future in the perspective of an inclusive and sustainable future.